Search Inns in Southwest Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1,002 reviews)
"Great staff , enjoyed our stay , very close to where we needed to be "
United States
Wafa
The price is AED 466
AED 584 total
includes taxes & fees
30 Apr - 1 May
Holiday Inn Chicago – Midway Airport S by IHG

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,003 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is AED 375
AED 440 total
includes taxes & fees
22 Apr - 23 Apr
Carlton Inn Midway

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.6 out of 10, (19 reviews)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
The price is AED 314
AED 369 total
includes taxes & fees
13 Apr - 14 Apr
Rainbow Motel

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (123 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
The price is AED 301
AED 353 total
includes taxes & fees
13 Apr - 14 Apr
Skylark Motel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,455 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is AED 820
AED 1,087 total
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,377 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is AED 614
AED 813 total
includes taxes & fees
10 May - 11 May
Palmer House a Hilton Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,948 reviews)
"Hotel was really nice"
United States
LaCarr
The price is AED 428
AED 503 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Chicago Downtown South Loop

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,803 reviews)
"Great hotel "
United States
Marina
The price is AED 471
AED 656 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Riu Plaza Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,360 reviews)
"Very beautiful place to stay"
United States
angie
The price is AED 409
AED 480 total
includes taxes & fees
26 Apr - 27 Apr
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,078 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is AED 415
AED 487 total
includes taxes & fees
26 Apr - 27 Apr
River Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,496 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is AED 896
AED 1,181 total
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,168 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is AED 419
AED 492 total
includes taxes & fees
26 Apr - 27 Apr
Aloft Chicago Mag Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (543 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is AED 284
AED 334 total
includes taxes & fees
13 Apr - 14 Apr
FOUND Hotel Chicago River North

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,237 reviews)
"Great stay!"
United States
Jessica
The price is AED 447
AED 637 total
includes taxes & fees
27 Apr - 28 Apr
Silversmith Hotel Chicago Downtown

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,095 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is AED 453
AED 532 total
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,731 reviews)
"We love staying here "
United States
Carrie
The price is AED 630
AED 847 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,909 reviews)
"Overall a great stay."
United States
Joshua
The price is AED 805
AED 1,040 total
includes taxes & fees
9 May - 10 May
Radisson Blu Aqua Hotel Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,035 reviews)
"Excellent service, clean, comfortable, and a great location. "
United States
Lisa
The price is AED 343
AED 511 total
includes taxes & fees
26 Apr - 27 Apr
Warwick Allerton - Chicago
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Side Hotel Reviews