Title: Book the Best BOUTIQUE Hotels in Downtown Chicago 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 Boutique Hotels in Downtown Chicago, IL from CA $168 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Boutique Hotels Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-04&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-05&endDate=2025-10-06&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Chicago Boutique Hotels ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Magnificent)](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/7697ff8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile Downtown Chicago 8.8/10 Excellent (3057) "Perfect location, walkable to many restaurants and shops" CA $163 CA $191 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fd235ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/a23482f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/c8177aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection Downtown Chicago 8.2/10 Very good (3611) "Great location , good breakfast" CA $143 CA $168 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![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) ![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile Downtown Chicago 8.2/10 Very good (2239) "Hotel was nice, staff were friendly, and near attractions and restaurants " CA $131 CA $196 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/43ee742c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/54aa0067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Nightclub](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/0a805224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Single Beds](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/cf9be100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Loop Hotel Downtown Chicago 8.6/10 Excellent (1859) "Amazing place to stay" CA $174 CA $205 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Central-Loop-Hotel.h2151878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/886bf093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/376ebc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/c5557162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine ](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b2a072ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel Downtown Chicago 9.6/10 Exceptional (1029) "Great stay" CA $244 CA $287 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/fb6e4d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/57bbec62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/884d35b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/890000/886400/886306/d4c936b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ACME Hotel Company Downtown Chicago 9.0/10 Wonderful (1825) "Great place" CA $200 CA $234 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chicago-Hotels-ACME-Hotel-Company.h886306.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) ![Interior](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/325381ae.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) ![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 Downtown Chicago 8.8/10 Excellent (1006) "Great place!" CA $236 CA $277 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/eac2e31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bfc1b4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/d7b084d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, iPod dock, streaming services](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/17d930ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staypineapple, An Iconic Hotel, The Loop Downtown Chicago 9.4/10 Exceptional (1004) "Staff was excellent , a great central spot to stay in Chicago. " CA $281 CA $371 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Staypineapple.h284792.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143.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) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/e3571b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection - Magnificent Mile Downtown Chicago 7.2/10 Good (1380) "Location was great!" CA $192 CA $226 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/0ae99f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/e00a5f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/36bc94a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/c8d0f7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Talbott, Autograph Collection Downtown Chicago 9.4/10 Exceptional (37) "Fantastic location and hotel! " CA $283 CA $368 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-The-Talbott-Hotel.h23963.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=2025-10-18&endDate=2025-10-19®ionId=6350699&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Chicago | Less expensive | More expensive | This month | Next month | | --- | --- | --- | --- | | January | June | CA $418 | CA $251 | | Month | Price | | --- | --- | | January | CA $184 | | February | CA $188 | | March | CA $250 | | April | CA $320 | | May | CA $464 | | June | CA $477 | | July | CA $434 | | August | CA $446 | | September | CA $459 | | October | CA $418 | | November | CA $251 | | December | CA $202 | 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 ![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Everything was awesome. Location is excellent, shopping is nearby with plenty of restaurants. The complementary buffet breakfast is delicious." [](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Dude this place was awesome the view was amazing it’s right in front of O beach, we stayed here for lollapalooza and it was a walking distance and so affordable. There’s a beautiful bar in the lobby that you can drink at and also during festivals they have pop up activations with giveaways such as aperol spritz. " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hotel Felix River North/Magnificent Mile](//images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "Perfect location, in walking distance to Michigan Ave, Millennium Park, Navy Pier. Friendly staff, easy check in. " [](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "Staff was excellent. Decor was very elegant and classy. Enjoyed my two nights here." [](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "Great location to and walking to riverwalk, millennium park. Metro is right outside the front door. " [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Clean rooms, great staff, everything in walking distance from hotel. Would stay here again. " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Warwick Allerton - Chicago](//images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "someone smoked as the mattress smelled of smoke. luggage rack is broken" [](https://expedia.ca/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg) ### Freehand Chicago 10/10 Excellent "Rooms were clean and staff were always happy to help " [](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Palmer House a Hilton Hotel](//images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Great property with great staff and amenities. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Frequently asked questions ### Searching for a stylish accommodation when you visit Downtown Chicago? > If you want to find a smaller hotel with top-notch service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Pick from 17 boutique-style accommodations in Downtown Chicago to find a property that represents the local spirit of this area. ### What's the best boutique accommodation in Downtown Chicago? > [Hotel Felix River North/Magnificent Mile](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) is a favorite hotel with Expedia travelers looking for a stylish stay, and features a 24-hour health club and a fireplace in the lobby. [The Whitehall Hotel, BW Premier Collection](https://www.expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) and [The Chicago Hotel Collection - Magnificent Mile](https://www.expedia.ca/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) are other boutique-style choices. ### How many boutique hotels can I expect to find in Downtown Chicago? > Expedia has 17 boutique hotels in Downtown Chicago. ### What's there to see and do in Downtown Chicago? > Visitors speak positively about this destination's scenic landscape, art galleries, and acclaimed theaters. Major sights and activities around Downtown Chicago include Michigan Avenue, Navy Pier, and Wrigley Field. You might also want to see places such as Soldier Field, Goodman Theater, and James M. Nederlander Theatre during your trip. ### What's the best way to get to my boutique hotel in Downtown Chicago? > You have a few options for getting to and around Downtown Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. You can walk to nearby metro stations including State Station, Clark-Lake Station, and Lake Station. ## 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-Boutique-Hotel.0-n6350699-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)