Title: Book the Best Downtown Chicago WINERY Hotels in 2025 | Expedia.ca [Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[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)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)[Downtown Chicago Vacations](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Downtown Chicago, IL from CA $115 - ![](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 ## Check availability on Downtown Chicago Winery Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Chicago Winery Hotels ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/279c3768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/9097f753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d2b26aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile Downtown Chicago 8.2/10 Very good (2329) "We had a great stay at the Felix. Kind attentive staff and excellent facilities. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Heidi CA $98 CA $158 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/520a670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/b6152ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western River North Hotel Downtown Chicago 7.8/10 Good (1009) "It was a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooklynn CA $142 CA $166 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/5b0f48e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/73e82d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/6cf646d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/a2ea72ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Publishing House B&B Downtown Chicago 9.8/10 Exceptional (187) "Wonderful staff, beautiful hotel and great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $278 CA $314 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/e5a161cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/9640f98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/57f153c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Orrington / Evanston Downtown Evanston 7.6/10 Good (1003) "Nice hotel." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Oladipo CA $177 CA $203 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/ad7e3a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/cdfb97a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/9d2f9a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/5600/5555/1f90e38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago North Shore Hotel Northbrook 8.2/10 Very good (1013) "Every thing was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $165 CA $186 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-North-Shore-Hotel.h5555.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/918c1b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/94fd527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/fbb710a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116940000/116934400/116934319/ea8d48e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15mins DT | Wicker Park Gem | Sleeps 7 | FreePark East Garfield Park CA $84 CA $346 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-15mins-DT-Wicker-Park-Gem-Sleeps-7-FreePark.h116934319.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/8f556219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Shared Dormitory (TOP BUNK TWIN FOR 1 GUEST )](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/eedf1e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/6e62c16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/97000000/96840000/96832200/96832125/a01fff59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STAY West Town 8.0/10 Very good (167) "Comfortable and quiet. Instructions to gain access to the building were easy to follow." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $36 CA $115 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-Studio-424.h96832125.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/c763bdbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/d41e753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/8308baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/560000/558000/557992/a9cb9b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Mt Prospect O'Hare Mount Prospect 8.0/10 Very good (533) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MOHAMMED CA $154 CA $174 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Four-Points-By-Sheraton-Mt-Prospect-OHare.h557992.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=2025-11-16&endDate=2025-11-17®ionId=6350699&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Chicago | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | January | October | CA $236 | CA $205 | | Month | Price | | --- | --- | | January | CA $174 | | February | CA $186 | | March | CA $252 | | April | CA $302 | | May | CA $472 | | June | CA $498 | | July | CA $429 | | August | CA $419 | | September | CA $481 | | October | CA $597 | | November | CA $236 | | December | CA $205 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Downtown Chicago Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Aon Center](https://www.expedia.ca/Aon-Center-Hotels.0-l6064015-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago](https://www.expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Hotels.0-l553248621555594910-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Central Chicago](https://www.expedia.ca/Central-Chicago-Apart-Hotels.d553248635976475413-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Central Chicago](https://www.expedia.ca/Central-Chicago-Bed-And-Breakfast.d553248635976475413-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Central Chicago](https://www.expedia.ca/Central-Chicago-Guest-Houses.d553248635976475413-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Central Chicago](https://www.expedia.ca/Central-Chicago-Hostels.d553248635976475413-aaHostels.Travel-Guide-Accommodation) - [Kimpton Hotels in Central Chicago](https://www.expedia.ca/Central-Chicago-Hotels-Kimpton-Hotels.0-0-d553248635976475413--bKimptonHotels.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Central Chicago](https://www.expedia.ca/Central-Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d553248635976475413--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Central Chicago Hotels](https://www.expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels) - [All Inclusive Resorts and in Chicago](https://www.expedia.ca/Chicago-Hotels-All-Inclusive-Hotel.0-0-d178248-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Green-Sustainable.0-0-d178248-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-A-Lazy-River.0-0-d178248-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Bar.0-0-d178248-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Childcare.0-0-d178248-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178248-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Free-Parking.0-0-d178248-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Tennis-Courts.0-0-d178248-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Chicago](https://www.expedia.ca/Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d178248--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Mountain-Hotels.0-0-d178248-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Pet-Friendly-Hotel.0-0-d178248-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Shopping-Hotel.0-0-d178248-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Ski-Hotel.0-0-d178248-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Wedding-Hotels.0-0-d178248-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Winery-Hotel.0-0-d178248-tWineryHotel.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Chicago Riverwalk](https://www.expedia.ca/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre](https://www.expedia.ca/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Hotels near Harris Theater](https://www.expedia.ca/Harris-Theater-Hotels.0-l6182886-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Lakeshore East](https://www.expedia.ca/Lakeshore-East-Chicago-Hotels-Cheap-Hotels.0-n553248635976472445-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lakeshore East](https://www.expedia.ca/Lakeshore-East-Chicago-Hotels-Luxury-Hotel.0-n553248635976472445-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Lakeshore East](https://www.expedia.ca/Lakeshore-East-Chicago-Hotels-Marriott-Hotels-Resorts.0-n553248635976472445-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Lakeshore East Hotels](https://www.expedia.ca/Lakeshore-East-Chicago-Hotels.0-n553248635976472445-0.Travel-Guide-Filter-Hotels) - [Hotels near London Guarantee Building](https://www.expedia.ca/London-Guarantee-Building-Hotels.0-l553248621555594906-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Boutique-Hotel.0-n800025-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Casino-Hotel.0-n800025-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Cheap-Hotels.0-n800025-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Couples-Resorts-Hotels.0-n800025-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Family-Hotel.0-n800025-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n800025-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Free-Breakfast.0-n800025-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Free-Parking.0-n800025-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n800025-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Pet-Friendly-Hotel.0-n800025-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Romantic-Hotel.0-n800025-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Waterpark-Hotels.0-n800025-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Winery-Hotel.0-n800025-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Michigan Avenue Bridge](https://www.expedia.ca/Michigan-Avenue-Bridge-Hotels.0-l6069197-0.Travel-Guide-Filter-Hotels) - [Hotels near Michigan Avenue](https://www.expedia.ca/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Near East Side](https://www.expedia.ca/Near-East-Side-Chicago-Hotels-Business-Hotel.0-n553248633938968461-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Near East Side](https://www.expedia.ca/Near-East-Side-Chicago-Hotels-Cheap-Hotels.0-n553248633938968461-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Near East Side](https://www.expedia.ca/Near-East-Side-Chicago-Hotels-Romantic-Hotel.0-n553248633938968461-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Near East Side Hotels](https://www.expedia.ca/Near-East-Side-Chicago-Hotels.0-n553248633938968461-0.Travel-Guide-Filter-Hotels) - [River North Hotels](https://www.expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels near Ronald McDonald House near Lurie Children’s](https://www.expedia.ca/Ronald-McDonald-House-Near-Lurie-Childrens-Hotels.0-l553248635921782888-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-All-Inclusive-Hotel.0-n6130109-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Cheap-Hotels.0-n6130109-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Family-Hotel.0-n6130109-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Hotel-With-Pool.0-n6130109-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Hotels-With-Free-Parking.0-n6130109-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Hotels-With-Smoking-Rooms.0-n6130109-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Luxury-Hotel.0-n6130109-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Oceanfront-Hotels.0-n6130109-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Streeterville](https://www.expedia.ca/Streeterville-Chicago-Hotels-Shopping-Hotel.0-n6130109-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Boutique-Hotel.0-n800024-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [The Loop Hotels](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Tribune Tower](https://www.expedia.ca/Tribune-Tower-Hotels.0-l6064075-0.Travel-Guide-Filter-Hotels) - [Hotels near Wrigley Building](https://www.expedia.ca/Wrigley-Building-Hotels.0-l6064091-0.Travel-Guide-Filter-Hotels) - [Flights to Central Chicago](https://www.expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Aon Center](https://www.expedia.ca/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction) - [Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction) - [Central Chicago Vacations](https://www.expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides) - [Visit Magnificent Mile](https://www.expedia.ca/Chicago-Magnificent-Mile.dx800025) - [Chicago Riverwalk](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [Visit Chicago](https://www.expedia.ca/Chicago.dx178248) - [Millennium Park](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Wrigley Building](https://www.expedia.ca/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction) - [Avis Rental Cars in Central Chicago](https://www.expedia.ca/Avis-Car-Rentals-In-Central-Chicago.d553248635976475413-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Chicago](https://www.expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) - [Economy Car Rentals in Central Chicago](https://www.expedia.ca/Economy-Car-Rentals-In-Central-Chicago.d553248635976475413-tEconomy.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Central Chicago](https://www.expedia.ca/Enterprise-Car-Rentals-In-Central-Chicago.d553248635976475413-c15.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Central Chicago](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-Central-Chicago.d553248635976475413-c19.Car-Rental-Guide-Suppliers) - [Full-Size Car Rentals in Central Chicago](https://www.expedia.ca/Fullsize-Car-Rentals-In-Central-Chicago.d553248635976475413-tFullsize.Car-Rental-Guide-Class) - [Minivan Car Rentals in Central Chicago](https://www.expedia.ca/Minivan-Car-Rentals-In-Central-Chicago.d553248635976475413-tMinivan.Car-Rental-Guide-Class) - [National Car Rental Rental Cars in Central Chicago](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Central-Chicago.d553248635976475413-c42.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Central Chicago](https://www.expedia.ca/Payless-Car-Rentals-In-Central-Chicago.d553248635976475413-c38.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Central Chicago](https://www.expedia.ca/Sixt-Car-Rentals-In-Central-Chicago.d553248635976475413-c35.Car-Rental-Guide-Suppliers) - [Things to do in Central Chicago](https://www.expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Hotels in Downtown Chicago on Expedia.com](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Winery-Hotel.0-n6350699-0-tWineryHotel.Travel-Guide-Filter-Hotels)