An airplane exhibit labeled "Concourse A" in an airport terminal.

Find Cheap Hotels in Southwest Side, IL

  • 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 Southwest Side Cheap Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Southwest Side cheap hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
₩200,575
₩248,915 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
₩140,968
₩165,483 total
includes taxes & fees
Sep 7 - Sep 8
Carlton Inn Midway

3. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Noel
₩103,585
₩121,596 total
includes taxes & fees
Sep 8 - Sep 9
Rainbow Motel

4. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Alan
₩137,306
₩152,383 total
includes taxes & fees
Sep 13 - Sep 14
Carleton of Oak Park

5. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Manuel
₩154,470
₩183,650 total
includes taxes & fees
Sep 7 - Sep 8
Congress Plaza Hotel

6. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
United States
Jacqueline
₩190,506
₩226,493 total
includes taxes & fees
Sep 7 - Sep 8
Club Quarters Hotel, Central Loop, Chicago

7. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Laura
₩204,573
₩243,215 total
includes taxes & fees
Sep 30 - Oct 1
The Chicago Hotel Collection Ambassador Gold Coast

8. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Colten
₩144,343
₩171,611 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile

9. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
United States
Matthew
₩179,037
₩212,855 total
includes taxes & fees
Sep 8 - Sep 9
Travelodge by Wyndham Downtown Chicago

10. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Marissa
₩173,652
₩206,455 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
View all properties

Top Southwest Side Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Very nice location"
DAVID 2-night trip
Posted less than an hour ago
Hotel Saint Clair- Magnificent Mile
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

10/10 Excellent
"Clean facility with friendly & efficient staff"
Allison 2-night trip
Posted less than an hour ago
Travelodge by Wyndham Downtown Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"We stay here yearly. Always clean. Staff always friendly. Breakfast is a big plus."
Holly 2-night trip
Posted 1 hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
River Hotel

River Hotel

10/10 Excellent
"Excellent stay!!"
steve 2-night trip
Posted 1 hour ago
River Hotel
The Wade

The Wade

10/10 Excellent
"Great"
Shawntay 2-night trip
Posted 2 hours ago
The Wade
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Nice stay"
Steven 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very pleasant and helpful staff, great location, clean hotel.Great dinning."
Kimberly 1-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"I can see why this place is rated 8/10. I would agree with that overall. Some pros: it is excellent for location, as it is in a prime area of the city, close to a lot of sites and accessible by transit. We didn't drive but parking is a nightmare in Chicago. I wouldn't blame the hotel for that. The room was very spacious, huge ceilings, giant closet, comfortable bed, lots of windows, renovated, and clean. It is a very nice, art-deco style of building, well maintained with some old charm. The cons: the light woke us up every day, as there were no internal curtains, just decorative ones. This needs to be changed immediately. Also, there was no climate control. It was either on or off. You could control the fan speed but that's it. A lot of people complained that the toilet was running. Ours wasn't. The room got noisy at times but that's also not the hotel's fault, as we faced a main road. Keep that in mind while choosing a room. The staff weren't overly friendly but were professional and seemed helpful. For what we paid, it was well-worth the price, as Chicago can get very expensive. Kanye West happened to be performing there for two of the three nights we were there. I think we booked before this announcement or we would've had to pay triple. So, we can't really complain about value."
Daniel 3-night trip
Posted 2 hours ago
Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Jason who was the night shift front desk personnel was accommodating and was able to help me with all my questions and early check in. Wonderful customer support I would book this hotel again."
Arthur 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile

Explore a world of travel with Expedia