Find Adventure Hotels in South Side, IL

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Adventure Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top South Side Adventure Hotels

Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2247)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
The price is ₩131,935
₩197,807 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Felix River North/Magnificent Mile
Carleton of Oak Park
Exterior detail

Carleton of Oak Park

3.0 star property
9.2 out of 10, Wonderful, (1004)
" the facility was excellent ...........hope to stay there in the future!"
The price is ₩172,162
₩191,066 total
includes taxes & fees
Oct 22 - Oct 23
Carleton of Oak Park
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location, very clean, friendly staff!"
The price is ₩308,034
₩361,601 total
includes taxes & fees
Oct 26 - Oct 27
The Hoxton Chicago
Villa Dubois Guest House
Living room

Villa Dubois Guest House

2.0 star property
8.4 out of 10, Very Good, (71)
"Very convenient for a short term stay with private area and clean shared spaces the parking is very convenient as well"
The price is ₩88,613
₩153,558 total
includes taxes & fees
Oct 7 - Oct 8
Villa Dubois Guest House
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Free daily buffet breakfast

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 star property
9.0 out of 10, Wonderful, (1139)
"Close to the airport for those early flights."
The price is ₩189,884
₩223,076 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (633)
"Great stay"
The price is ₩167,047
₩196,096 total
includes taxes & fees
Nov 3 - Nov 4
The Chicago Hotel Collection River North
Kinzie Hotel
Premium bedding, pillowtop beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1928)
"Amazing location"
The price is ₩226,595
₩320,686 total
includes taxes & fees
Nov 3 - Nov 4
Kinzie Hotel
The Talbott, Autograph Collection
Front of property

The Talbott, Autograph Collection

4.5 star property
9.4 out of 10, Exceptional, (37)
"Fantastic location and hotel! "
The price is ₩285,741
₩370,594 total
includes taxes & fees
Oct 26 - Oct 27
The Talbott, Autograph Collection
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"Great place!"
The price is ₩243,347
₩285,667 total
includes taxes & fees
Nov 3 - Nov 4
Ivy Boutique Hotel
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1247)
"Expensive, but comfortable and in a great location "
The price is ₩244,740
₩328,794 total
includes taxes & fees
Oct 19 - Oct 20
Thompson Chicago, by Hyatt
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.
View all properties

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"The Jaslin offered a clean comfortable room that was convenient to the Conference Center and had easy accessibility to the Red Line providing a quick ride to the downtown area."
Raymond 3-night trip
Posted 3 days ago
Jaslin Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia