Find All South Side Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find All South Side Hotels
We have found 472 South Side Hotels
- 2 Family-Friendly Units Near Naperville Riverwalk- Free Parking and Breakfast!
- Old Chicago Inn
- Staybridge Suites Schererville by IHG
- McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus
- Premium 4 King Apartment w/ City Views
- Group Vacation! 4 Comfortable Units, Rooftop Deck
- Quiet Area - Revamped Basement
- River North Stay | 1 Unit | Near Chicago Riverwalk
- Bright 3BR Stylish Apartment Near North Ave Shops
- Modern 3BR City Retreat - Near Old Town
- 3 Units with Easy Access to City, Shops & Restaurants - with Parking & Breakfast
- 4 Relaxing Units Near Downtown Naperville - Free Breakfast and Parking!
- 20th Floor Skyline 2BR Grant Park with Parking
- 6 King Bed Duplex with Pool Table - Sleeps 16
- Downtown Chicago Stay | 1 King Bed | Near River North
- Near O’Hare Airport + Breakfast. Shuttle. Pool.
- Modern 3BR Chicago Retreat, 7 Min to Fulton Market
- 2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
- Luxury 6BR/4BA Suite Near McCormick with Skyline Views
- Quality Inn & Suites Matteson near I-57
- Midway Inn & Suites
- 25th Floor 2BR Grant Park Suite with Balcony
- Luxury 21st floor Skyline Views near Grant Park
- Chicago 3BR Loyola - 10 Min Walk to Beaches & CTA
- The Neighborhood Hotel - Lincoln Park LP
- The Penthouse at Grand Plaza
- ENVITAE Hotel | Studio Luxury Apartments
- Spacious 2BR in Chicago Near McCormick Sleeps 8
- Lincoln Park Living - Suite 2!
- Charming 2BR Unit Near McCormick Place & Millennium Park
- Cozy and Modern Stay in the Heart of C
- Woodspring Suites Downers Grove - Chicago
- Norwood Inn & Suites Merrillville
- Spacious 4BR Near Fulton Market & Riverwalk
- Sybaris Pool Suites Frankfort
- ENVITAE Hotel | 2 Bedroom Luxury Apartments
- Stunning Condo #2 - Downtown River North!
- Cozy Room with Rooftop Lounge & City Views in River North
- Stylish 2BR Cozy South Loop Suite Near McCormick
- Spacious 3BR Near United Center & Medical District