South Side Hotel Guide - Boutique Hotels in South Side, Chicago
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, (3,182 reviews)
"Hospitality over all was top tier! Will definitely stay again "
Margie
The price is €95
includes taxes & fees
16 Feb - 17 Feb
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,146 reviews)
"Rooms were nice and clean, staff very friendly and helpful, breakfast restaurant was a nice atmosphere and helpful staff."
Veronica
The price is €88
includes taxes & fees
9 Feb - 10 Feb
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionDowntown Chicago
8.2 out of 10, Very good, (3,894 reviews)
"Location, breakfast was good, room was nice. "
Traci
The price is €77
includes taxes & fees
20 Jan - 21 Jan
9.2 out of 10, Wonderful, (1,397 reviews)
"The sweetest staff ever! Very welcoming. Had a great stay!"
Angelina
The price is €139
includes taxes & fees
19 Jan - 20 Jan
ACME Hotel Chicago, Outset Collection by Hilton
ACME Hotel Chicago, Outset Collection by HiltonDowntown Chicago
9.0 out of 10, Wonderful, (1,929 reviews)
"Love the location, room, staff, and bar."
Jason
The price is €74
includes taxes & fees
25 Jan - 26 Jan
9.6 out of 10, Exceptional, (3,552 reviews)
"So good we stayed an extra night. "
Caroline
The price is €143
includes taxes & fees
20 Jan - 21 Jan
8.6 out of 10, Excellent, (1,995 reviews)
"Clean rooms, very friendly staff, and great location"
Dipayan
The price is €83
includes taxes & fees
31 Jan - 1 Feb
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.6 out of 10, Good, (1,172 reviews)
"Clean rooms. Great amenities. Great price. "
Alondra
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 Southwest Side
- 5 Star Hotels in Chicago
- 5 Star Hotels in Hyde Park
- Hotels near Adler Planetarium and Astronomy Museum
- Hotels near Aon Center
- Bronzeville Hotels
- Hotels near Cadillac Palace Theatre
- Apartments in Chicago
- B&B in Chicago
- Hostels in Chicago
- Accor Hotels in Chicago
- Adventure Sport Hotels in Chicago
- Beach Hotels in Chicago
- Cheap Hotels in Chicago
- Historic Hotels in Chicago
- Hotels with Bar in Chicago
- Hotels with Breakfast in Chicago
- Hotels with WiFi in Chicago
- Lgbt-Friendly Hotels in Chicago
- Luxury Hotels in Chicago
- Motel 6 Hotels in Chicago
- Pet Friendly Hotels in Chicago
- Red Roof Inn Hotels in Chicago
- Romantic Hotels in Chicago
- Wedding Hotels in Chicago
- Chicago Hotels
- Hotels with Pool in Chinatown
- Chinatown Hotels
- Hotels near Columbia College Chicago
- Hotels near Credit Union 1 Arena
- Boutique Hotels in Downtown Chicago
- Golf Hotels in Downtown Chicago
- Hotels with Breakfast in Downtown Chicago
- Hotels with Spa in Downtown Chicago
- Englewood Hotels
- Apartments in Far Southwest Side
- Club Quarters Hotels in Hyde Park
- Hyatt Hotels in Hyde Park
- Hotels with Spa in Hyde Park
- Hyde Park Hotels
- Hotels near Hyde Park Hair Salon
- Lower West Side Hotels
- Boutique Hotels in Magnificent Mile
- Wedding Hotels in Magnificent Mile
- Hotels near McCormick Place
- Hotels near Millennium Park
- Near South Side Hotels
- Hotels near Oak Woods Cemetery
- Hotels near Old St Patrick’s Church
- Lgbt-Friendly Hotels in River North
- Historic Hotels in Rush Street
- Hotels near Soldier Field
- Lgbt-Friendly Hotels in South Loop
- South Loop Hotels
- South Shore Hotels
- B&B in South Side
- Beach Hotels in South Side
- Hyatt Hotels in South Side
- Marriott Hotels & Resorts in South Side
- Motel 6 Hotels in South Side
- Romantic Hotels in South Side
- Casino Hotels in The Loop
- Hotels with Pool in The Loop
- Lgbt-Friendly Hotels in The Loop
- Luxury Hotels in The Loop
- Hotels with Spa in The Loop
- Hotels near University of Chicago
- West Englewood Hotels
- Hotels near Willis Tower
- Woodlawn Hotels
- Buckingham Fountain
- Visit Canaryville
- Visit Chinatown
- Visit Grand Boulevard
- Visit Lower West Side
- Chicago Museum Campus Holidays
- Visit Near West Side
- Visit River North
- Visit South Commons
- Visit South Loop
- Visit Washington Park
- Chicago Holidays
- Cloud Gate
- Crown Fountain
- Hyde Park Hair Salon
- Hyde Park Holidays
- Lake Meadows Park
- Robie House
- Second Franklin Building
- University of Illinois Chicago