Title: 5 Stars Hotels in Little Italy, Chicago from CA $171 - Find Cheap Little Italy Hotels With 5 Stars | Expedia.ca [Little Italy Travel Guide](https://expedia.ca/Chicago-University-Village-Little-Italy.dx553248635976007736)[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)[Little Italy Car Rentals](https://expedia.ca/Car-Rentals-In-Little-Italy.d553248635976007736.Car-Rental-Guide)[Little Italy Vacations](https://expedia.ca/University-Village-Little-Italy.d553248635976007736.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 Little Italy 5 Star Hotels Tonight [Feb 19 - Feb 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2026-02-19&endDate=2026-02-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 20 - Feb 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2026-02-20&endDate=2026-02-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976007736&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Little Italy 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) ![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 $546 CA $640 total includes taxes & fees Mar 15 - Mar 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) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.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) ![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 (1,004 reviews) "Gorgeous property, facilities, and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hussein CA $587 CA $689 total includes taxes & fees Mar 15 - Mar 16 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.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 (1,005 reviews) "The best hotel ! Always pleasant to stay ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maysa CA $644 CA $756 total includes taxes & fees Mar 1 - Mar 2 [](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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff.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) ### 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 (1,842 reviews) "Exceptional service, great location, beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $506 CA $594 total includes taxes & fees Mar 9 - Mar 10 [](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) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/d1b25ed0.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) ![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.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 $556 CA $653 total includes taxes & fees Mar 22 - Mar 23 [](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 (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) ![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) ### 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 $574 CA $674 total includes taxes & fees Mar 7 - Mar 8 [](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) ![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) ![Rooftop bar](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/fbfdc974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/8f021abe.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 (790 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 $370 CA $435 total includes taxes & fees Mar 1 - Mar 2 [](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) ![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) ![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 $540 CA $634 total includes taxes & fees Mar 22 - Mar 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) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/w4000h2645x0y22-fdcb2993.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) ### The St. Regis Chicago [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (96 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 $608 CA $714 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/93a33738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Townhome, 3 Bedrooms, Kitchen, City View | Living area](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/133b5b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/57a475a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Villa [](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) West Town 10/10 Exceptional (2 reviews) [](https://www.expedia.ca/Chicago-Hotels-Art-Villa.h115163763.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-Little-Italy-Chicago-Hotels.s50-n553248635976007736-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Little-Italy-Chicago-Hotels.s50-n553248635976007736-0.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 Little Italy. ![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 $145 CA $171 total Mar 3 - Mar 4 includes taxes & fees 8.6/10 Excellent! (5,675 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 $206 CA $276 total Feb 28 - Mar 1 includes taxes & fees 8.6/10 Excellent! (2,303 reviews) [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Chicago O'Hare Airport O'Hare International Airport Chicago IL CA $267 CA $314 total Mar 21 - Mar 22 includes taxes & fees 8.4/10 Very Good! (2,218 reviews) [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) Still don't see what you're looking for? [See all properties in Little Italy.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&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=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F02%2F2026&endDate=21%2F02%2F2026®ionId=553248635976007736&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. ## Top Little Italy Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near 18th Station ](https://www.expedia.ca/18th-Station-Hotels.d6210635.Travel-Guide-Hotels) - [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 Sheffield and DePaul ](https://www.expedia.ca/1Star-Sheffield-And-DePaul-Chicago-Hotels.s10-n553248635976474890-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in South Englewood ](https://www.expedia.ca/1Star-South-Englewood-Chicago-Hotels.s10-n6132433-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Chicago ](https://www.expedia.ca/2Star-Chicago-Hotels.s20-0-d178248.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Downtown Chicago ](https://www.expedia.ca/2Star-Downtown-Chicago-Chicago-Hotels.s20-n6350699-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Park West ](https://www.expedia.ca/2Star-Park-West-Chicago-Hotels.s20-n553248635976473582-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in The Loop ](https://www.expedia.ca/2Star-The-Loop-Chicago-Hotels.s20-n800024-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chicago ](https://www.expedia.ca/3Star-Chicago-Hotels.s30-0-d178248.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Lincoln Park ](https://www.expedia.ca/3Star-Lincoln-Park-Chicago-Hotels.s30-n6059328-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Magnificent Mile ](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Old Irving Park ](https://www.expedia.ca/3Star-Old-Irving-Park-Chicago-Hotels.s30-n553248635976471853-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Loop ](https://www.expedia.ca/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in West Argyle Street Historic District ](https://www.expedia.ca/3Star-West-Argyle-Street-Historic-District-Chicago-Hotels.s30-n717645519878508544-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chicago ](https://www.expedia.ca/4Star-Chicago-Hotels.s40-0-d178248.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Downtown Chicago ](https://www.expedia.ca/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Lincoln Park ](https://www.expedia.ca/4Star-Lincoln-Park-Chicago-Hotels.s40-n6059328-0.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) - [4 Star Hotels in Northalsted ](https://www.expedia.ca/4Star-Northalsted-Chicago-Hotels.s40-n6175472-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in The Loop ](https://www.expedia.ca/4Star-The-Loop-Chicago-Hotels.s40-n800024-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in West Bucktown ](https://www.expedia.ca/4Star-West-Bucktown-Chicago-Hotels.s40-n553248635976472789-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chicago ](https://www.expedia.ca/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Douglas Park ](https://www.expedia.ca/5Star-Douglas-Park-Chicago-Hotels.s50-n553248635976384191-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Downtown Chicago ](https://www.expedia.ca/5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Lincoln Park ](https://www.expedia.ca/5Star-Lincoln-Park-Chicago-Hotels.s50-n6059328-0.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) - [5 Star Hotels in Ranch Triangle ](https://www.expedia.ca/5Star-Ranch-Triangle-Chicago-Hotels.s50-n553248635976474882-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in River North ](https://www.expedia.ca/5Star-River-North-Chicago-Hotels.s50-n6350695-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Loop ](https://www.expedia.ca/5Star-The-Loop-Chicago-Hotels.s50-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Arts District ](https://www.expedia.ca/Chicago-Arts-District-Hotels.0-l553248621533116525-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Halsted Station ](https://www.expedia.ca/Chicago-Halsted-Station-Hotels.d6213464.Travel-Guide-Hotels) - [Inns in Chicago Halsted Station ](https://www.expedia.ca/Chicago-Halsted-Station-Inns.d6213464-aaInns.Travel-Guide-Accommodation) - [Resorts in Chicago Halsted Station ](https://www.expedia.ca/Chicago-Halsted-Station-Resort-Hotels.d6213464-aaResortHotels.Travel-Guide-Accommodation) - [Cheap Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Chicago Hotels ](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Aparthotels in Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Apart-Hotels.d6129885-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Bed-And-Breakfast.d6129885-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Hostels.d6129885-aaHostels.Travel-Guide-Accommodation) - [Hotels near Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels) - [Motels in Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Motels.d6129885-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Chicago Union Station ](https://www.expedia.ca/Chicago-Union-Station-Private-Vacation-Homes.d6129885-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Clinton Station ](https://www.expedia.ca/Clinton-Station-Hotels.d6210741.Travel-Guide-Hotels) - [Hotels near Credit Union 1 Arena ](https://www.expedia.ca/Credit-Union-1-Arena-Hotels.0-l6182975-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Fulton Market Hotels ](https://www.expedia.ca/Fulton-Market-Chicago-Hotels.0-n553248635976007493-0.Travel-Guide-Filter-Hotels) - [Grace Abbott Homes Hotels ](https://www.expedia.ca/Grace-Abbott-Homes-Chicago-Hotels.0-n6132393-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greektown ](https://www.expedia.ca/Greektown-Chicago-Hotels-Cheap-Hotels.0-n553248635975034514-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Greektown ](https://www.expedia.ca/Greektown-Chicago-Hotels-Fairmont.0-n553248635975034514-0--bFairmont.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Greektown ](https://www.expedia.ca/Greektown-Chicago-Hotels-Luxury-Hotel.0-n553248635975034514-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Greektown Hotels ](https://www.expedia.ca/Greektown-Chicago-Hotels.0-n553248635975034514-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Illinois Medical District ](https://www.expedia.ca/Illinois-Medical-District-Chicago-Hotels-Luxury-Hotel.0-n553248635975749241-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Illinois Medical District ](https://www.expedia.ca/Illinois-Medical-District-Chicago-Hotels-Wyndham-Hotels.0-n553248635975749241-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Illinois Medical District Hotels ](https://www.expedia.ca/Illinois-Medical-District-Chicago-Hotels.0-n553248635975749241-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Illinois Medical District Station ](https://www.expedia.ca/Illinois-Medical-District-Station-Apart-Hotels.d6210751-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Illinois Medical District Station ](https://www.expedia.ca/Illinois-Medical-District-Station-Guest-Houses.d6210751-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Illinois Medical District Station ](https://www.expedia.ca/Illinois-Medical-District-Station-Hotels.d6210751.Travel-Guide-Hotels) - [Resorts in Illinois Medical District Station ](https://www.expedia.ca/Illinois-Medical-District-Station-Resort-Hotels.d6210751-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Jane Addams' Hull-House Museum ](https://www.expedia.ca/Jane-Addams-Hull-House-Museum-Hotels.0-l553248621555594808-0.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Maxwell Street Market ](https://www.expedia.ca/Maxwell-Street-Market-Hotels.0-l6199360-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park ](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Near West Side ](https://www.expedia.ca/Near-West-Side-Chicago-Hotels-Hotel-With-Pool.0-n6132434-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Near West Side Hotels ](https://www.expedia.ca/Near-West-Side-Chicago-Hotels.0-n6132434-0.Travel-Guide-Filter-Hotels) - [Hotels near Old St Patrick’s Church ](https://www.expedia.ca/Old-St-Patricks-Church-Hotels.0-l553248621533116533-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Pilsen ](https://www.expedia.ca/Pilsen-Chicago-Hotels-Cheap-Hotels.0-n553248635074842000-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Pilsen ](https://www.expedia.ca/Pilsen-Chicago-Hotels-Luxury-Hotel.0-n553248635074842000-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pilsen Hotels ](https://www.expedia.ca/Pilsen-Chicago-Hotels.0-n553248635074842000-0.Travel-Guide-Filter-Hotels) - [Hotels near Polk Station ](https://www.expedia.ca/Polk-Station-Hotels.d6210631.Travel-Guide-Hotels) - [Resorts in Racine Station ](https://www.expedia.ca/Racine-Station-Resort-Hotels.d6210748-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Rush University Medical Center ](https://www.expedia.ca/Rush-University-Medical-Center-Hotels.0-l553248635389801544-0.Travel-Guide-Filter-Hotels) - [The Loop Hotels ](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near The Old Post Office ](https://www.expedia.ca/The-Old-Post-Office-Hotels.0-l860642298566811648-0.Travel-Guide-Filter-Hotels) - [Hotels near United Center ](https://www.expedia.ca/United-Center-Hotels.0-l6064077-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Illinois Chicago ](https://www.expedia.ca/University-Of-Illinois-Chicago-Hotels.0-l6064083-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Boutique-Hotel.0-n553248634029130868-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Cheap-Hotels.0-n553248634029130868-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Honeymoon-Hotels.0-n553248634029130868-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n553248634029130868-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Hotel-With-Pool.0-n553248634029130868-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248634029130868-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n553248634029130868-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-LGBT-Friendly-Hotel.0-n553248634029130868-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Luxury-Hotel.0-n553248634029130868-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Oceanfront-Hotels.0-n553248634029130868-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Pet-Friendly-Hotel.0-n553248634029130868-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in West Loop ](https://www.expedia.ca/West-Loop-Chicago-Hotels-Spa-Hotel.0-n553248634029130868-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [West Loop Hotels ](https://www.expedia.ca/West-Loop-Chicago-Hotels.0-n553248634029130868-0.Travel-Guide-Filter-Hotels) - [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) - [Visit Downtown Chicago ](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit Grace Abbott Homes ](https://www.expedia.ca/Chicago-Grace-Abbott-Homes.dx6132393) - [Visit The Loop ](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Visit West Loop ](https://www.expedia.ca/Chicago-West-Loop.dx553248634029130868) - [Chicago Vacations ](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [United Center ](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - [Willis Tower ](https://www.expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Car rentals near Chicago ](https://www.expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) - [Things to do in Chicago ](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Hotels in Little Italy on Expedia.com ](https://www.expedia.com/5Star-University-Village-Little-Italy-Chicago-Hotels.s50-n553248635976007736-0.Travel-Guide-Filter-Hotels)