Title: 10 Best Hotels in Uptown, Chicago for 2026 | Expedia.ca [Uptown Travel Guide](https://expedia.ca/Chicago-Uptown.dx6132444)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Uptown Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown.d6132444.Car-Rental-Guide)[Uptown Vacations](https://expedia.ca/Uptown.d6132444.Destination-Travel-Guides) ![Chicago_AragonBallroom_553248621563220754](https://images.trvl-media.com/place/553248621563220754/b4e6b016-0630-4b72-a6d9-2d42813bdd17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Uptown, Chicago - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Uptown Spa [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=APART_HOTEL) Pool [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=APARTMENT) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&travelerType=family_friendly) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=PETS) Condo [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=CONDO) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Uptown%2C+Chicago%2C+Illinois%2C+United+States+of+America®ionId=6132444&latLong=41.96578%2C-87.654117&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Uptown hotels ![Rooftop terrace](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/35dc421f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 3 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/41c3f58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/bbff9a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/4baf2c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Guesthouse Hotel [](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) Uptown 9.8/10 Exceptional (363) "Beautiful well kept rooms, accessible friendly staff, quiet, clean, comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan F CA $248 CA $292 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Streeterville, 9.3 km from Uptown 9.4/10 Exceptional (2261) "This place was amazing !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayla Danyell CA $126 CA $195 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/c042bdff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6efd5146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/e47956bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Streeterville, 8.6 km from Uptown 8.4/10 Very good (1518) "Everything was really wonderful.. would stay again for sure!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexa CA $139 CA $163 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/c8521e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/ea1f0698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swissotel - Chicago [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) 9.2 km from Uptown 9.0/10 Wonderful (3014) "Very beautiful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) FaithBrenda CA $157 CA $225 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/247d9e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, pay movies, streaming services](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/edeb1954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Grand Chicago Riverwalk [](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) Streeterville, 9 km from Uptown 8.4/10 Very good (1580) "Rooms were very nice and staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy CA $205 CA $282 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/db08811d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/71356b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Streeterville, 8.7 km from Uptown 8.4/10 Very good (2745) "Clean room and friendly staff, overall good stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) eesaa saalik CA $106 CA $165 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/8e39b688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Streeterville, 8.6 km from Uptown 8.8/10 Excellent (2192) "Yes, very clean room and great hospitality " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) leticia i Vasquez CA $123 CA $144 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Indoor pool, seasonal outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/8cd3425b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/e4356fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/d70c748e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4530000/4520700/4520626/8de272e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Radisson Blu Aqua Hotel Chicago [](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) 9.2 km from Uptown 8.6/10 Excellent (1785) "Friendly staff and good location to all of the city" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $193 CA $262 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/ada94c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Streeterville, 8.5 km from Uptown 8.6/10 Excellent (2961) "Great location and great staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lynne CA $109 CA $128 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9833019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/3f6518d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/325381ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/661195c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ivy Boutique Hotel [](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) Streeterville, 8.5 km from Uptown 8.8/10 Excellent (1041) "Staff was amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahren [](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4b5f6826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/c5ba978a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/w3839h3333x0y0-56c69498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical [](https://www.expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) Streeterville, 7.8 km from Uptown 8.6/10 Excellent (2289) "Excellent hotel. Loved staying there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cristina CA $136 CA $160 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) ![Pillowtop beds, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/30b0cabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/7163999b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/c05d7fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/580000/571400/571328/d2293aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Chicago Downtown / Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information) Streeterville, 8.5 km from Uptown 9.0/10 Wonderful (1003) "Great ubicación and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $105 CA $123 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-Downtown-Magnificent-Mile.h571328.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/4df3bcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2695x3y3-e619dd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) The Loop, 9.1 km from Uptown 9.4/10 Exceptional (3397) "I always love staying at this place when I visit" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) William CA $187 CA $260 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/0030a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Streeterville, 7.8 km from Uptown 9.0/10 Wonderful (3484) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RaShawna CA $112 CA $131 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/eac67ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/3912d77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/2c655ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/20000/15100/15087/340ea126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Millennium Knickerbocker Chicago [](https://www.expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information) Streeterville, 7.8 km from Uptown 8.6/10 Excellent (2005) "Great location, clean hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andre CA $123 CA $176 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Chicago-Hotels-Millennium-Knickerbocker-Chicago.h15087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/186b641d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/63edec8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/19cc7c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Streeterville, 8.4 km from Uptown 9.0/10 Wonderful (1053) "Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah CA $135 CA $199 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Breakfast and lunch served](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and lunch served](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/913433f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/120d903c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Streeterville, 8.5 km from Uptown 9.0/10 Wonderful (1597) "Great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian CA $135 CA $158 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/37fa1971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/6c4a5051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/67428c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/d91ad5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection - Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) Streeterville, 8.2 km from Uptown 7.6/10 Good (1170) "The room was spacious and clean and it was a good value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dj [](https://www.expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room](https://images.trvl-media.com/lodging/1000000/20000/10700/10607/3bc31c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10700/10607/7336471a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10700/10607/97bbd3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | Living area](https://images.trvl-media.com/lodging/1000000/20000/10700/10607/4eb87158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-DowntownMagnificent-Mile.h10607.Hotel-Information) Streeterville, 8.3 km from Uptown 8.0/10 Very good (1344) "Very happy with my two stays here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courteney CA $120 CA $141 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-DowntownMagnificent-Mile.h10607.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) Streeterville, 8.4 km from Uptown 9.4/10 Exceptional (2977) "Excellent stay great location and great rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $134 CA $196 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29®ionId=6132444&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Uptown Find the best Uptown areas and neighborhoods for the activities you enjoy most. [Learn more about Uptown](https://www.expedia.ca/Chicago-Uptown.dx6132444) - Downtown Chicago - Magnificent Mile - The Loop - River North - Theatre District ![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago which includes a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago featuring signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Downtown Chicago featuring a city and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6350699) ![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=) ### Downtown Chicago The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6350699) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North which includes street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Magnificent Mile - River North showing a hotel, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=800025) ![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=) ### Magnificent Mile Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. [See properties](https://www.expedia.ca/Hotel-Search?regionId=800025) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=800024) ![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=) ### The Loop Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago. [See properties](https://www.expedia.ca/Hotel-Search?regionId=800024) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge which includes central business district, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Shops at North Bridge showing a city, central business district and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6350695) ![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=) ### River North Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6350695) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago which includes skyline, cbd and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23710-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago featuring theatre scenes, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23730-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Frank Lloyd Wright Home and Studio which includes interior views and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26627-Frank-Lloyd-Wright-Home-And-Studio.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) ![Chicago featuring night scenes, rides and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23718-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=651190586167894016) ![Theatre District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mxs%7EF%7E%7EzuOa%40wb%40mAwCKcDmHiMl%7B%40MZry%40_o%40v%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wPQBnQtd4sat1wXcy-Q0SbgXS1s=) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line). [See properties](https://www.expedia.ca/Hotel-Search?regionId=651190586167894016) ## Top Uptown Hotel Reviews ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Loved the location and the room was nice with a view!" [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Hotel was very nice. Clean and quiet rooms. Good value for the price. Staff was super friendly and overly accommodating during our stay. From the curb service upon arrival, the maintenance man that had to make a minor repair in our room to the bellman that waited at the curb with us to load our bags in the uber. Cannot recommend this hotel enough!" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "Beautiful old hotel convenient to downtown . Wonderful rooms and great onsite dining. You can hear the trains outside from pretty much every room but I found it acceptable noise level. " [](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg) ### Swissotel - Chicago 10/10 Excellent "Great hotel " [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "The staff was amazing and our room was just as good. Can’t wait to come back!" [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "The room view was beautiful! The staff was super attentive and helpful. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Everything was wonderful. We did not have breakfast" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Homewood Suites by Hilton Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33390000/33387400/33387384/2d5c8626_y.jpg) ### Homewood Suites by Hilton Chicago Downtown South Loop 10/10 Excellent "Cleanliness of the room " [](https://expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-South-Loop.h33387384.Hotel-Information) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg) ### Sable at Navy Pier Chicago, Curio Collection by Hilton 10/10 Excellent "Room was amazing!!" [](https://expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ## Find out more about Uptown ### Top reasons to visit Uptown - **Outdoor Adventures:** Uptown offers scenic parks and beaches perfect for hiking and family activities. - **Cultural Experiences:** Enjoy music concerts, theatre performances, and local educational attractions. - **Unique Shopping:** Discover one-of-a-kind spots, including an aquarium store and charming boutiques. - **Family-Friendly Atmosphere:** The neighbourhood caters to families with various parks and engaging activities. - **Diverse Accommodations:** Choose from budget-friendly options to luxurious hotels, all with convenient access to local attractions. ### Find great hotels near Uptown Explore a diverse selection of hotel accommodations in Uptown, Chicago, ranging from charming bed & breakfasts to luxurious five-star hotels. Whether you're seeking budget-friendly options or upscale amenities, Uptown caters to every traveler's needs, including business facilities and pet-friendly services. With a vibrant atmosphere and convenient access to local attractions, you're sure to find the best hotel to make your stay unforgettable. - **[Hyatt Regency Chicago:](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)** A premier 4-star hotel that combines eco-friendly practices with a bustling shopping atmosphere. Located 9.7km from Uptown, this property is perfect for environmentally conscious travellers seeking a blend of business and leisure. The hotel boasts a range of business amenities, including multiple meeting rooms and an accessible business centre, making it ideal for corporate guests. Its location in the shopping district allows visitors to explore local boutiques and shops, ensuring both convenience and comfort during your stay. - **The Whitehall Hotel, BW Premier Collection:** This charming 4-star hotel, situated 8.0km from Uptown, features a unique boutique atmosphere enhanced by its distinctive decor and artworks. Perfect for shoppers and business travellers alike, The Whitehall provides essential business amenities such as a meeting room and a business centre. Guests appreciate its stylish and comfortable accommodations, making it a great choice for those looking to experience Chicago's vibrant shopping scene while enjoying a touch of sophistication in their lodging. - **LondonHouse Chicago, Curio Collection by Hilton:** As a luxurious 4.5-star hotel located 9.7km from Uptown, LondonHouse offers an exquisite blend of relaxation and style. With its full-service spa, guests can indulge in rejuvenating treatments, including body scrubs and sports massages. The hotel’s prime location in the shopping district ensures easy access to high-end retail and attractions. Ideal for those seeking a lavish getaway, LondonHouse combines upscale amenities with a focus on wellness, creating an unforgettable experience for all visitors. ### Where to stay near Uptown Uptown, Chicago, is a vibrant neighbourhood perfect for sports enthusiasts and families seeking outdoor adventures. Experience the unique urban vibe while exploring nearby attractions like the stunning views from the city centre, art-filled streets, and family-friendly parks. Don’t miss the chance to enjoy the scenic beauty that surrounds Uptown, making it an ideal base for discovering all the exciting destinations Chicago has to offer. - **[Chicago:](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)** As a bustling metropolis, Chicago offers a vibrant urban experience that is both diverse and exhilarating. Located within Chicago, Uptown boasts a rich cultural scene that attracts visitors year-round. The peak tourist season spans from July to September, when families flock to enjoy outdoor activities and iconic city experiences. Highlights include shopping districts, major sports venues, and educational attractions. The local landmarks, such as stadiums and tourist precincts, provide endless opportunities for exploration and entertainment, making Chicago a must-visit destination. - **[Downtown Chicago:](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)** Situated 9.7km from Uptown, Downtown Chicago is the heart of the city, where towering skyscrapers meet cultural landmarks. Visitors can expect a dynamic atmosphere with a mix of family-friendly activities and outdoor experiences. The area is particularly lively from July to September, drawing tourists eager to explore shopping areas, theaters, and entertainment venues. Notable attractions include sports facilities and vibrant tourist precincts, ensuring a memorable urban adventure for all ages. Downtown Chicago is a vibrant hub that showcases the best of city life. - **[Sheridan Park:](https://www.expedia.ca/Sheridan-Park-Chicago-Hotels.0-n553248635976382319-0.Travel-Guide-Filter-Hotels)** Just 805m from Uptown, Sheridan Park is a charming neighbourhood perfect for those seeking a blend of family entertainment and sports experiences. Though visitor numbers remain steady throughout the year, the summer months see a surge in activity. Enjoy local theatres, music concerts, and shopping areas that add to the area's appeal. The local landmarks, including stadiums and urban parks, provide a relaxing environment to unwind while engaging in vibrant community events. Sheridan Park is an inviting spot for leisure and enjoyment. ### Things to do near Uptown Uptown, Chicago, is a fantastic destination for sports enthusiasts and families seeking outdoor activities. Enjoy music concerts and theatre performances while exploring local educational attractions. Don't miss the chance to visit an aquarium store, take your dog on scenic hikes, and discover unique spots like the Bone. This vibrant neighbourhood offers a blend of entertainment and leisure for an unforgettable vacation experience. **Shopping** In Uptown, you can shop at the 900 North Michigan Shops and Chicago Place Mall, both 8.0km away, offering a variety of family-friendly and business vibes. For a local touch, visit the Logan Square Farmers Market, located 6.4km away, featuring unique goods and city energy. **Recreation** Catch a game at [Wrigley Field](https://www.expedia.ca/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels), where the lively sports atmosphere will energize you. Enjoy an unforgettable night at the [Aragon Ballroom](https://www.expedia.ca/Aragon-Ballroom-Hotels.0-l553248621563220754-0.Travel-Guide-Filter-Hotels), soaking in the vibrant music scene. For a laugh, head to [Second City](https://www.expedia.ca/Second-City-Hotels.0-l6129887-0.Travel-Guide-Filter-Hotels), where family-friendly comedy will leave you in stitches. **Adventure** Explore the [Salt Creek Trail](https://www.expedia.ca/Salt-Creek-Trail-Hotels.0-l553248621532658620-0.Travel-Guide-Filter-Hotels), a scenic hiking path located 20.9km from Uptown, perfect for outdoor enthusiasts seeking adventure in nature. For a splash of fun, head to [Rainbow Falls Waterpark](https://www.expedia.ca/Rainbow-Falls-Waterpark-Hotels.0-l6247247-0.Travel-Guide-Filter-Hotels), situated 29.0km away, offering exhilarating water slides and family-friendly entertainment. **Nightlife** Uptown offers vibrant nightlife with the historic [Riviera Theatre](https://www.expedia.ca/Riviera-Theatre-Hotels.0-l553248621555594761-0.Travel-Guide-Filter-Hotels) showcasing various performances, perfect for a cultural night out. For those seeking a lively atmosphere, [Kingston Mines](https://www.expedia.ca/Kingston-Mines-Hotels.0-l6322633-0.Travel-Guide-Filter-Hotels) delivers energetic vibes with live music. Meanwhile, the [Vic Theatre](https://www.expedia.ca/Vic-Theatre-Hotels.0-l6182977-0.Travel-Guide-Filter-Hotels) adds a romantic touch to your evening with captivating shows. ### Booking tips and Expedia advantages for Uptown To save money on your trip to Uptown, Chicago, consider visiting free attractions like Michigan Avenue, Navy Pier, and Millennium Park. The cheapest months to visit are December to February, with Tuesdays being the least expensive days for accommodation. Utilize Expedia to find budget-friendly hotels, using filters for eco-certification and comparing prices. Bundling your hotel with flights and activities can also lead to significant savings. Keep an eye out for deals on popular stays to maximize your budget while enjoying this vibrant neighbourhood. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Uptown are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Uptown is Tuesday. The most expensive day to stay around Uptown is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you prefer. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply adjust the price filter from low to high. - **Consider bundling your trip:** You can save some money by combining your Uptown hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions near Uptown Uptown, Chicago, is an ideal destination for sports enthusiasts, families, and outdoor adventurers alike. Visitors can enjoy a variety of attractions, including beaches, urban parks, and iconic skyscrapers. Whether you're seeking cultural experiences, a vibrant city atmosphere, or a relaxing beach day, Uptown offers a diverse range of activities that cater to every traveler's interests. - **[Michigan Avenue:](https://www.expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)** Experience the vibrant atmosphere of Michigan Avenue, a bustling street renowned for its shopping, dining, and architectural beauty. Stroll along the Magnificent Mile, where you'll encounter iconic landmarks and lively street performances. - **[Loyola University Chicago:](https://www.expedia.ca/Loyola-University-Chicago-Hotels.0-l6182907-0.Travel-Guide-Filter-Hotels)** Visit the picturesque campus of Loyola University Chicago, a modern institution that blends urban life with serene green spaces. Immerse yourself in the lively student culture and explore its historic buildings and beautiful lakeside views. - **[Merchandise Mart:](https://www.expedia.ca/Merchandise-Mart-Hotels.0-l6069193-0.Travel-Guide-Filter-Hotels)** Discover the historic Merchandise Mart, a cultural hub filled with art, design, and innovative businesses. This architectural gem offers a glimpse into Chicago’s rich history while hosting various exhibitions and events. ### Best time to go to Uptown Visitor numbers around Uptown is generally unchanged in popularity throughout the year. The best time to visit Uptown is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | --------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------ | ------------------------------------------------------------------------------------------------------------------ | | January | 25.7°F (-3.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Average | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Average | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 33.1°F (0.6°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Uptown Accessing Uptown, Chicago, is convenient with three major airports nearby. Chicago O'Hare International Airport ([ORD](https://www.expedia.ca/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)) is approximately 20.9km away and offers excellent hotel options like the 4.5-star [Loews Chicago O'Hare Hotel](https://www.expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Midway International Airport ([MDW](https://www.expedia.ca/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)), also 20.9km away, features luxury accommodations such as the 5-star Trump International Hotel & Tower and [The Langham](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information), Chicago, both 14.5km from the airport. Lastly, Chicago Executive Airport ([PWK](https://www.expedia.ca/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)) is about 25.7km from Uptown, with hotels like the 4.5-star [Deer Path Inn](https://www.expedia.ca/Chicago-Hotels-Deer-Path-Inn.h449424.Hotel-Information) located 16.1km away. Each airport provides accessible transport options to Uptown. ## Frequently asked questions ### What are the best hotels in Uptown that travellers recommend? ### What are the best family hotels in Uptown? ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Uptown hotel booking with Expedia? ### How much is the nightly rate at a Uptown hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in West Argyle Street Historic District ](https://www.expedia.ca/3Star-West-Argyle-Street-Historic-District-Chicago-Hotels.s30-n717645519878508544-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northalsted ](https://www.expedia.ca/4Star-Northalsted-Chicago-Hotels.s40-n6175472-0.Travel-Guide-Filter-Hotels) - [Apartments in Addison Station ](https://www.expedia.ca/Addison-Station-Apartments.d6209952-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Andersonville ](https://www.expedia.ca/Andersonville-Chicago-Hotels-Cheap-Hotels.0-n553248635975034503-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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