Boutique Hotels & Resorts in South Side from AU$190
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Boutique Hotels
Tonight
Tomorrow
This weekend
Next weekend
Our top choices for South Side boutique hotels
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff was very helpful and room was clean and ready upon arrival."
Christopher
The price is AU$271
includes taxes & fees
19 July - 20 July
8.6 out of 10, Excellent, (1,569 reviews)
"Great place to stay and celebrate your birthday with that special someone "
Yolanda
The price is AU$205
includes taxes & fees
9 July - 10 July
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.8 out of 10, Good, (1,714 reviews)
"Enjoyed our stay"
keary
The price is AU$321
includes taxes & fees
19 July - 20 July
9.0 out of 10, Wonderful, (3,709 reviews)
"Had an amazing stay here!"
Audrey
The price is AU$343
includes taxes & fees
9 July - 10 July
9.6 out of 10, Exceptional, (4,311 reviews)
"Great location and very friendly staff!"
Alexander
The price is AU$460
includes taxes & fees
3 Aug - 4 Aug
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionDowntown Chicago
8.4 out of 10, Very good, (3,940 reviews)
"Great location, comfortable rooms, nice breakfast."
Luis
The price is AU$308
includes taxes & fees
9 July - 10 July
9.2 out of 10, Wonderful, (1,062 reviews)
"Check in was easy, room was clean, it was quiet and location was convenient."
Barbara
The price is AU$190
includes taxes & fees
27 July - 28 July
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,273 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
Dean
The price is AU$346
includes taxes & fees
26 July - 27 July
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 South Side Hotel Reviews
Jaslin Hotel
10/10 Excellent
Explore a world of travel with Expedia
- Hotels near Athenaeum Theatre
- Pet Friendly Hotels in Braidwood
- Lgbt Welcoming Hotels in Brookfield
- 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
- Lincoln Park 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
- Flights to Chicago
- Flights from Midway Intl.
- Flights from Chicago
- Flights from Adelaide (ADL) to Chicago (ORD)
- Flights from Brisbane (BNE) to Chicago (ORD)
- Flights from Burbank (BUR) to Chicago (MDW)
- Flights from Charleston (CRW) to Chicago (MDW)
- Flights from Denver (DEN) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Los Angeles (LAX) 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)
- Abbott Park
- Art Institute of Chicago
- Buckingham Fountain
- Visit Armour Square
- Visit Canaryville
- Visit Downtown Chicago
- Visit Gold Coast
- Visit Grand Boulevard
- Visit Jackson Park Highlands
- 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
- Griffin Museum of Science and Industry
- Lincoln Park Zoo
- Millennium Park
- Navy Pier
- Oak Street Beach
- Pullman Holidays
- University of Illinois Chicago
- Willis Tower