Title: 5 Stars Hotels in Downtown Chicago, Chicago from CA $165 - Find Cheap Downtown Chicago Hotels With 5 Stars | 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) ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.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 Downtown Chicago 5 Star Hotels Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-02-06&endDate=2026-02-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-02-07&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Downtown Chicago 5-star 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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/f0e0ee26.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) ### 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 $542 CA $636 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/af38c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1,001 reviews) "Staff was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie CA $595 CA $698 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### The Peninsula Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1,012 reviews) "The best hotel ! Always pleasant to stay ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maysa CA $648 CA $761 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/838eb9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trump International Hotel & Tower Chicago [](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,836 reviews) "Exceptional service, great location, beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $437 CA $513 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,001 reviews) "Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn CA $557 CA $653 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.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, 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.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 (1,001 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 $540 CA $634 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ccd16d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/fbfdc974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/70844348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Sake) | Living area](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ed0b16bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nobu Hotel Chicago [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (787 reviews) "Everything was great about the property. Staff was super accomodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulo CA $371 CA $435 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.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) ![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) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/w4000h2662x0y0-6ee2614f.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) ### The Ritz-Carlton, Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,001 reviews) "Great location, service, and gym " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxim CA $529 CA $622 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/0d225744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/1e67e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/5bfebb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/ff21d1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Chicago [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (93 reviews) "The staff was exceptional, and the amenities, coupled with the stunning views of the river or city, make this a fantastic choice. The on-site restaurants provide convenient access to food. My only minor complaint is the absence of a mini fridge in the room to keep some drinks cool. I would definitely be booking again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eddie CA $599 CA $703 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Downtown Chicago. ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL CA $141 CA $165 total Feb 22 - Feb 23 includes taxes & fees 8.4/10 Very Good! (5,637 reviews) [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL CA $184 CA $250 total Feb 21 - Feb 22 includes taxes & fees 8.4/10 Very Good! (2,271 reviews) [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pendry Chicago 230 North Michigan Avenue Chicago IL CA $232 CA $329 total Feb 23 - Feb 24 includes taxes & fees 9.2/10 Wonderful! (1,141 reviews) [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) Still don't see what you're looking for? [See all properties in Downtown Chicago.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=6350699&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about 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 all hotels in Downtown Chicago](https://www.expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&adults=2®ionId=6350699) ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Downtown Chicago Hotel Reviews ## Find out more about Downtown Chicago ## Five Star Hotels in Downtown Chicago There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Downtown Chicago so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Downtown Chicago and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Downtown Chicago Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Downtown Chicago The results are in, and Downtown Chicago 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Downtown Chicago! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Downtown Chicago today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Downtown Chicago? > - Search for the lowest price per night from CA $165 ### What makes a hotel 5 stars in Downtown Chicago? ### Are there any 5-star all-inclusive resorts in Downtown Chicago? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [1 Star Hotels in Chicago ](https://www.expedia.ca/1Star-Chicago-Hotels.s10-0-d178248.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Grace Abbott Homes ](https://www.expedia.ca/1Star-Grace-Abbott-Homes-Chicago-Hotels.s10-n6132393-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in North Side ](https://www.expedia.ca/1Star-North-Side-Hotels.s10-0-d553248635976475406.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Northwest Side ](https://www.expedia.ca/1Star-Northwest-Side-Hotels.s10-0-d553248635976475367.Travel-Guide-Filter-Hotels) - 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