Title: Book the Best Streeterville LUXURY Hotels - Upscale Hotels in Streeterville, Chicago | Expedia.ca [Streeterville Travel Guide](https://expedia.ca/Chicago-Streeterville.dx6130109)[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)[Streeterville Car Rentals](https://expedia.ca/Car-Rentals-In-Streeterville.d6130109.Car-Rental-Guide)[Streeterville Vacations](https://expedia.ca/Streeterville.d6130109.Destination-Travel-Guides) ![Navy Pier which includes wild flowers and general coastal views as well as a couple](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Streeterville Luxury Hotels Tonight [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-01&endDate=2026-02-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-02&endDate=2026-02-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-02-13&endDate=2026-02-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Streeterville luxury hotels ![Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/1e19db6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/ee956af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (999 reviews) "Beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $572 CA $671 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![Cafe](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/29a217ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/w4000h2663x0y0-c4579ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/4690ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/eab0af51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,002 reviews) "Great location, service, and gym " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxim CA $526 CA $617 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/acbf2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peninsula Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1,004 reviews) "The best hotel ! Always pleasant to stay ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maysa CA $643 CA $755 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Gold Coast) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/aa0a7cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace (Water Tower)](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (1,000 reviews) "Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gaybrielle CA $538 CA $632 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Frette Italian sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/a30b6fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/71570489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![65-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/3645ac8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/ed5e1103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,001 reviews) "Great location, quiet and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurette CA $265 CA $351 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/38d1c625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/bc5612ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and brunch served](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/b9749dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, Tempur-Pedic beds, in-room safe, desk](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/c572ebb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel EMC2, Autograph Collection [](https://www.expedia.ca/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,003 reviews) "Excellent hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $245 CA $288 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.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/cccba568.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) Downtown Chicago 8.6/10 Excellent (1,589 reviews) "Clean room, pleasant staff, breakfast was good but expensive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob CA $230 CA $318 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/efd0770d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/558fea26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/d310d8dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/e564faae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Marriott Downtown Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Downtown-Magnificent-Mile.h18035.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,001 reviews) "Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette CA $237 CA $326 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Chicago-Marriott-Downtown-Magnificent-Mile.h18035.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6ec865cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/77822130.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) Downtown Chicago 8.4/10 Very good (1,642 reviews) "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norah CA $148 CA $174 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.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) ![Deluxe Room, 1 King Bed with Sofa bed, Corner](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/e4e07af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/3a5d3e60.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) Downtown Chicago 9.0/10 Wonderful (1,070 reviews) "Amazing location, excellent service and great pool and hot tub. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $150 CA $216 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.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=2026-02-15&endDate=2026-02-16®ionId=6130109&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Find out more about Streeterville ### Streetervilleand its attractions for luxury travelers Streeterville, a vibrant neighbourhood nestled along the shores of Lake Michigan, offers a host of luxurious experiences for discerning travellers. Start your journey at the renowned Navy Pier, where you can enjoy an afternoon of fine dining overlooking the water, or catch a show at the Chicago Shakespeare Theater. Just a short stroll away, the Museum of Contemporary Art presents an impressive collection of modern art, perfect for art enthusiasts looking to immerse themselves in cultural experiences. For those seeking relaxation, the picturesque beaches along the lakefront provide a serene escape, allowing you to unwind with stunning views of the Chicago skyline. After a day of exploration, retreat to one of the area’s luxury hotels, where opulent amenities await. Experience attentive service, exquisite dining options, and perhaps a pampering spa treatment, ensuring your stay is as indulgent as it is memorable. With such a wealth of activities and luxurious accommodations, your time in Streeterville promises to be an unforgettable city escape. ## Top Streeterville Hotel Reviews ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Whether for leisure, business or staycation, " [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile 10/10 Excellent "Don’t listen to any reviews saying the place wasn’t clean, was old, etc. We were fully satisfied with our stay. Room was huge and modern, hotel was clean and staff were friendly. " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Hyatt Centric Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg) ### Hyatt Centric Chicago Magnificent Mile 10/10 Excellent "Very nice" [](https://expedia.ca/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "2nd time at hotel and will come again. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/2489547a_y.jpg) ### Hotel Saint Clair- Magnificent Mile 10/10 Excellent "The staff are amazing! " [](https://expedia.ca/Chicago-Hotels-The-St-Clair-Hotel-Magnificent-Mile.h49985.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Great place" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg) ### The Peninsula Chicago 10/10 Excellent "The best hotel ! Always pleasant to stay ! " [](https://expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Everything was nice, from the atmosphere to the room. I enjoyed my stay " [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Streeterville? ### What's the best luxury hotel in Streeterville? ### How many luxury hotels should I expect to find in Streeterville? ### What's there to see and do in Streeterville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Magnificent Mile ](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.ca/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.ca/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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