Boutique Hotels & Resorts in Chicago from AU$229
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chicago Boutique Hotels
Tonight
7 Aug - 8 AugTomorrow
8 Aug - 9 AugThis weekend
7 Aug - 9 AugNext weekend
14 Aug - 16 AugOur top choices for Chicago boutique hotels
AU$317
includes taxes & fees
9 Aug - 10 Aug
2. Trump International Hotel & Tower Chicago
Trump International Hotel & Tower ChicagoDowntown Chicago
Augoustinos
AU$790
includes taxes & fees
16 Aug - 17 Aug
3. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
Aleace
AU$283
includes taxes & fees
30 Aug - 31 Aug
AU$337
includes taxes & fees
9 Aug - 10 Aug
AU$365
includes taxes & fees
31 Aug - 1 Sept
6. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Kristie
AU$330
includes taxes & fees
30 Aug - 31 Aug
AU$282
includes taxes & fees
9 Aug - 10 Aug
AU$397
includes taxes & fees
23 Aug - 24 Aug
View all properties
Top Chicago Hotel Reviews
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"Staff was amazing, room and bathroom were clean-but linens and bedding were not replaced or made. Breakfast had good options/however the restaurant menu was disappointing. Bedroom and Hall carpet needs replacing. Great location, I would stay here again. Thank you."
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Well located really close to train station and walking distance to river."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"My friend and I enjoyed our two-nights stay at the Chicago Hotel Collection- Magnificent Miles. Especially the rooftops bar, it provides amazing drinks and foods!"
Eurostars Magnificent Mile
10/10 Excellent
"they held my luggage even after i checked out and everyone was very polite and made sure to listen to what you needed help with as well as opening doors for you and greeting you consistently, they kept the room clean and the bed was extremely comfortable"
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"good"
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Athenaeum Theatre
- Pet Friendly Hotels in Braidwood
- Lgbt Welcoming Hotels in Brookfield
- Hotels near Busy Beaver Button Museum
- Central Station Hotels
- Apartments in Chicago
- Accor Hotels in Chicago
- Cheap Hotels in Chicago
- Historic Hotels in Chicago
- Luxury Hotels in Chicago
- Chicago Hotels
- Motels in Chicago
- Hotels near Chicago Riverwalk
- Serviced Apartments in Chicago
- Hotels near Chicago Theatre
- Chinatown Hotels
- Lgbt Welcoming Hotels in Crystal Lake
- Lgbt Welcoming Hotels in Deer Park
- Cheap Hotels in Downtown Chicago
- Downtown Chicago Hotels
- Lgbt Welcoming Hotels in Glencoe
- Fairmont Hotels in Gold Coast
- Four Seasons Hotels in Gold Coast
- Kimpton Hotels in Gold Coast
- Swissotel Hotels in Gold Coast
- Hotels near Grant Park
- Lakeview Hotels
- Lincoln Park Hotels
- Logan Square Hotels
- Magnificent Mile Hotels
- Hotels near McCormick Place
- Cheap Hotels in Melrose Park
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Lgbt Welcoming Hotels in Naperville
- Hotels near Navy Pier
- Near South Side Hotels
- River North Hotels
- Lgbt Welcoming Hotels in Sandwich
- Hotels near Soldier Field
- South Loop Hotels
- The Loop Hotels
- Theatre District Hotels
- United Center Hotels
- Hotels near University of Chicago
- Cheap Hotels in Western Suburbs
- Lgbt Welcoming Hotels in Westmont
- Wicker Park Hotels
- Hotels near Wrigley Field
- Flights to Chicago
- Flights from Midway Intl.
- Flights from O'Hare Intl.
- Flights from Chicago
- Flights from Adelaide (ADL) to Chicago (ORD)
- Flights from Brisbane (BNE) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Melbourne (MEL) to Chicago (ORD)
- Flights from Perth (PER) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Sydney (SYD) to Chicago (ORD)
- Art Institute of Chicago
- Buckingham Fountain
- Visit Armour Square
- Visit Canaryville
- Visit Downtown Chicago
- Visit Gold Coast
- Visit Grand Boulevard
- Visit Magnificent Mile
- Visit River North
- Chicago Riverwalk
- Visit South Loop
- Visit The Loop
- Visit West Loop
- Chicago Holidays
- Visit Chicago
- Cloud Gate
- Downtown Chicago Holidays
- Garfield Park Conservatory
- Gold Coast Holidays
- Grant Park
- Lincoln Hall
- Lincoln Park Zoo
- Millennium Park
- Montrose Beach
- Navy Pier
- Oak Street Beach
- University of Illinois Chicago
- Willis Tower