Boutique Hotels in South Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Boutique Hotels
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 S$243
includes taxes & fees
19 Jul - 20 Jul
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 S$201
includes taxes & fees
13 Jul - 14 Jul
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 S$288
includes taxes & fees
19 Jul - 20 Jul
9.0 out of 10, Wonderful, (3,709 reviews)
"Had an amazing stay here!"
Audrey
The price is S$307
includes taxes & fees
9 Jul - 10 Jul
9.6 out of 10, Exceptional, (4,311 reviews)
"Great location and very friendly staff!"
Alexander
The price is S$318
includes taxes & fees
9 Jul - 10 Jul
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 S$276
includes taxes & fees
27 Jul - 28 Jul
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 S$176
includes taxes & fees
16 Jul - 17 Jul
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 S$343
includes taxes & fees
6 Aug - 7 Aug
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
- 4 Star Hotels in Chicago
- Hotels with Swimming Pools in Armour Square
- Hotels near Art Institute of Chicago
- Bronzeville Hotels
- Apartments in Central Chicago
- Central Station Hotels
- Hotels near Cermak-Chinatown Station
- Cabin Rentals in Chicago
- Hotels near Chicago Cultural Center
- Guest Houses in Chicago
- Private Holiday Homes in Chicago
- Hostels in Chicago
- All Inclusive Hotels and Resorts in Chicago
- Budget Hotels in Chicago
- Business Hotels in Chicago
- Casino Hotels in Chicago
- Hotels with Airport Shuttle in Chicago
- Hotels with Breakfast in Chicago
- Hotels with free airport shuttle in Chicago
- Hotels with free breakfast in Chicago
- Hotels with kitchenette in Chicago
- Hotels with parking in Chicago
- Hotels with shuttle in Chicago
- Loews Hotels in Chicago
- Luxury Hotels in Chicago
- Nikko Hotels in Chicago
- Hotels near Shopping Areas in Chicago
- Accor Hotels in Chicago Museum Campus
- Hotels near Chicago Riverwalk
- Hotels near Cloud Gate
- Hotels near DePaul University-Loop Campus
- Boutique Hotels in Downtown Chicago
- Budget Hotels in Downtown Chicago
- Hotels with free airport shuttle in Downtown Chicago
- Hotels with kitchenette in Downtown Chicago
- Downtown Chicago Hotels
- Red Roof Inn Hotels in Far Southwest Side
- Hotels near Field Museum of Natural History
- Grace Abbott Homes Hotels
- Hotels near Grant Park
- Hotels near House of Blues Chicago
- Business Hotels in Hyde Park
- Golf Hotels in Hyde Park
- Hyde Park Hotels
- Hotels with smoking rooms in Kenwood
- Little Italy Hotels
- Gay friendly Hotels in Little Village
- Boutique Hotels in Magnificent Mile
- Family friendly Hotels in Magnificent Mile
- Hotels near Maxwell Street Market
- Hotels near McCormick Place
- Hotels near Navy Pier
- Near South Side Hotels
- Near West Side Hotels
- River North Hotels
- Hotels near Soldier Field
- Hotels with free breakfast in South Loop
- Hotels with Swimming Pools in South Loop
- South Loop Hotels
- Hotels near Shopping Areas in South Side
- Boutique Hotels in The Loop
- Budget Hotels in The Loop
- Hotels with smoking rooms in The Loop
- Hotels near United Center
- Hotels near University of Chicago
- Washington Park Hotels
- Hotels near Willis Tower
- Aon Center
- Art Institute of Chicago
- Burnham Park
- Visit Back of the Yards
- Visit Fuller Park
- Visit Fulton Market
- Visit Indian Village
- Visit Lower West Side
- Chicago Museum Campus Holidays
- Visit Prairie District
- Visit South Loop
- Visit West Lawn
- Visit Woodlawn
- Chicago Holidays
- Cna Center
- Grant Park
- Mccormick Place
- Pritzker Pavilion
- Shops at North Bridge
- Soldier Field
- Visit South Side
- Willis Tower