Lodging Image

Find hotels in Southwest Side, IL from AEDĀ 206

  • 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

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.0 out of 10, Very good, (1,006 reviews)
"The staff was really kind and helpful!"
United States
Dorsy
The price is AEDĀ 386
AEDĀ 489 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
5.8 out of 10, (1,005 reviews)
"good location for access to the city"
United States
stephen T
The price is AEDĀ 393
AEDĀ 462 total
includes taxes & fees
11 Nov - 12 Nov
Carlton Inn Midway

3. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.6 out of 10, (78 reviews)
"The woman there is cool and sweet and helpful I’ll be back"
United States
Kendall
The price is AEDĀ 314
AEDĀ 369 total
includes taxes & fees
10 Nov - 11 Nov
Rainbow Motel

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,221 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is AEDĀ 383
AEDĀ 455 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago

5. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,012 reviews)
"Great stay!"
United States
Miya
The price is AEDĀ 475
AEDĀ 682 total
includes taxes & fees
10 Dec - 11 Dec
Hotel 505 River North

6. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,313 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
The price is AEDĀ 547
AEDĀ 651 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt House Chicago/West Loop-Fulton Market

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,535 reviews)
"Wonderful room and great breakfast buffet!"
United States
Nicole
The price is AEDĀ 387
AEDĀ 454 total
includes taxes & fees
23 Nov - 24 Nov
Homewood Suites by Hilton Chicago Downtown South Loop

8. 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, (2,198 reviews)
"Great place to stay at"
United States
Aran
The price is AEDĀ 355
AEDĀ 422 total
includes taxes & fees
9 Dec - 10 Dec
Hilton Garden Inn Chicago Downtown South Loop

9. Le MƩridien Essex Chicago

Le MƩridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"
United States
Taso
The price is AEDĀ 411
AEDĀ 555 total
includes taxes & fees
7 Dec - 8 Dec
Le MƩridien Essex Chicago

10. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,534 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is AEDĀ 496
AEDĀ 698 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago

11. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,746 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"
United States
Michelle
The price is AEDĀ 314
AEDĀ 373 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Grant Park Hotel

12. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,593 reviews)
"Great hotel"
United States
Tracy
The price is AEDĀ 367
AEDĀ 437 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Chicago Downtown

13. 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, (2,777 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is AEDĀ 481
AEDĀ 698 total
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

14. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,809 reviews)
"Wonderful stay!"
United States
Dejai
The price is AEDĀ 422
AEDĀ 502 total
includes taxes & fees
22 Nov - 23 Nov
Crowne Plaza Chicago West Loop by IHG

15. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,701 reviews)
"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"
United States
maribeth
The price is AEDĀ 433
AEDĀ 515 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/Downtown - The Loop

16. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,006 reviews)
"Beautiful room, great breakfast and helpful staff"
United States
Peggy.
The price is AEDĀ 566
AEDĀ 673 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Chicago West Loop Fulton Market Area

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"Nice clean hotel. Has nice amenities and breakfast."
United States
Adriana
The price is AEDĀ 496
AEDĀ 590 total
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,021 reviews)
"Great stay!"
United States
Serge
The price is AEDĀ 433
AEDĀ 699 total
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

19. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (405 reviews)
"It was a fantastic stay!"
United States
Elzbieta
The price is AEDĀ 438
AEDĀ 514 total
includes taxes & fees
11 Nov - 12 Nov
LIVN - West Loop Chicago

20. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,495 reviews)
"The hotel had great views! It was really cool how the lobby and bar were on the 15th floor."
United States
Kevin
The price is AEDĀ 496
AEDĀ 699 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago Dwtn - The Mart by IHG
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

Stay near popular Southwest Side attractions

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

An airport with multiple runways, parked airplanes, and a large terminal building.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

More cheap stays in Southwest Side

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia