Lodging Image

Find hotels in Southwest Side, IL from AEDĀ 241

  • 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 prices for these dates

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Filter by

Star rating

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

Restaurant

1. Holiday Inn Chicago ā€“ Midway Airport S by IHG

Holiday Inn Chicago ā€“ Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very Good, (1,019 reviews)
"a great stay"
United States
Ashley
The price is AEDĀ 481
AEDĀ 602 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Chicago ā€“ Midway Airport S by IHG
Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

2. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,011 reviews)
"Nice , clean, established."
United States
Kevin
The price is AEDĀ 393
AEDĀ 462 total
includes taxes & fees
9 Aug - 10 Aug
Carlton Inn Midway
Deluxe Single Room | WiFi (free)

3. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.6 out of 10, (41 reviews)
"Really friendly staff , decent size room"
United States
Noel
The price is AEDĀ 283
AEDĀ 332 total
includes taxes & fees
10 Aug - 11 Aug
Rainbow Motel
Terrace/patio

4. 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, (2,643 reviews)
"Great stay."
United States
Dawn
The price is AEDĀ 765
AEDĀ 1,037 total
includes taxes & fees
30 Aug - 31 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service - dining

5. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,977 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is AEDĀ 716
AEDĀ 852 total
includes taxes & fees
1 Sep - 2 Sep
The Wade
2 bars/lounges

6. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,766 reviews)
"Great place to stay!"
United States
Niria
The price is AEDĀ 951
AEDĀ 1,262 total
includes taxes & fees
6 Sep - 7 Sep
Sheraton Grand Chicago Riverwalk
Indoor wedding

7. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,542 reviews)
"Great stay"
United States
Isaac
The price is AEDĀ 953
AEDĀ 1,262 total
includes taxes & fees
9 Aug - 10 Aug
Swissotel - Chicago
Outdoor pool, cabanas (surcharge), pool umbrellas

8. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,555 reviews)
"Loved the pool and the close proximity downtown!"
United States
Macy
The price is AEDĀ 639
AEDĀ 760 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Seasonal outdoor pool, sun loungers

9. Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (436 reviews)
"Excellent location in the city."
United States
Adam
The price is AEDĀ 746
AEDĀ 887 total
includes taxes & fees
31 Aug - 1 Sep
Hilton Grand Vacations Club Chicago Magnificent Mile
Exterior

10. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,970 reviews)
"Perfect destination for family"
United States
Mohana Sandeep
The price is AEDĀ 722
AEDĀ 966 total
includes taxes & fees
10 Aug - 11 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Executive lounge

11. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,305 reviews)
"Clean room, staff was very helpful, and location was great and certainly accessible to many locations"
United States
Allan
The price is AEDĀ 1,135
AEDĀ 1,480 total
includes taxes & fees
15 Aug - 16 Aug
Fairmont Chicago at Millennium Park
Lobby

12. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,345 reviews)
"Great location"
United States
Jasmin
The price is AEDĀ 661
AEDĀ 786 total
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Mag Mile
Bar (on property)

13. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,384 reviews)
"Awesome hotel I enjoyed my stay"
United States
Adam
The price is AEDĀ 546
AEDĀ 641 total
includes taxes & fees
31 Aug - 1 Sep
Ivy Boutique Hotel
Lobby

14. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,603 reviews)
"Very nice place to stay and close to everything!"
United States
Sally
The price is AEDĀ 632
AEDĀ 751 total
includes taxes & fees
30 Aug - 31 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby lounge

15. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
"Absolutely a fantastic location, with great staff and a very comfortable stay."
United States
Jeffrey
The price is AEDĀ 590
AEDĀ 701 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Exterior

16. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,736 reviews)
"Great stay!"
United States
Jennifer
The price is AEDĀ 639
AEDĀ 759 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Chicago/Magnificent Mile Suites
Ballroom

17. Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,953 reviews)
"Nice Hotel, enjoyed our stay"
United States
Anita
The price is AEDĀ 624
AEDĀ 830 total
includes taxes & fees
30 Aug - 31 Aug
Millennium Hotel Knickerbocker Chicago
2 bars/lounges

18. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,489 reviews)
"Great hotel in great location"
United States
Emily
The price is AEDĀ 823
AEDĀ 1,109 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Regency Chicago
Exterior

19. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,132 reviews)
"Great place to stay in Chicago."
Canada
Matthew
The price is AEDĀ 657
AEDĀ 891 total
includes taxes & fees
31 Aug - 1 Sep
Hyatt Centric Chicago Magnificent Mile
Premium bedding, in-room safe, desk, blackout drapes

20. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,025 reviews)
"Great location, great staff, and comfy hotel."
United States
Zachary
The price is AEDĀ 680
AEDĀ 808 total
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Chicago Magnificent Mile
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Southwest Side attractions

Marquette Park

9.4/10 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
See properties

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.

See all hotels 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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"I stayed at The Chicago Hotel Collection Ambassador Gold Coast while in Chicago for a work event at Wrigley Field, and it was a great choice for my visit. The hotelā€™s location in the Gold Coast neighborhood was ideal ā€” close enough to easily get around the city while still offering a quieter, more charming atmosphere away from the busiest downtown areas. The historic character of the hotel gave it a unique Chicago feel, and I appreciated the boutique atmosphere compared to a typical business hotel. The staff was welcoming, the room was comfortable, and it was a convenient place to relax after a full day of meetings and networking. Being able to enjoy nearby restaurants, shopping, and Chicagoā€™s neighborhoods made the trip even more enjoyable. For anyone traveling for business, conferences, or events around the city, this hotel offers a great combination of location, character, and comfort. I enjoyed my stay and would happily consider returning on a future trip to Chicago."
Luzette 2-night trip
Posted 2 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

More cheap stays in Southwest Side

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL
The price is AEDĀ 215 per night from Aug 12 to Aug 13
AEDĀ 215
AEDĀ 241 total
12 Aug - 13 Aug
includes taxes & fees

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia