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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

A Holiday Inn hotel with a parking lot and several cars parked in front.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,000 reviews)
"Clean and comfortable rooms."
United States
Laura
The price is AED 433
AED 545 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago – Midway Airport S by IHG
A van parked in front of a building with a balcony and a sign indicating a parking area.

2. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
5.8 out of 10, (1,015 reviews)
"good location for access to the city"
United States
stephen T
The price is AED 393
AED 462 total
includes taxes & fees
29 Oct - 30 Oct
Carlton Inn Midway
A two-story brick building with a white door and windows, a tree in front, and a parked truck.

3. 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, (22 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
A two-story brick building with a white door, a stop sign, and a fire hydrant on the sidewalk.

4. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is AED 298
AED 1,005 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A motel with a two-story structure, numbered rooms, and a parking area with a car.

5. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (71 reviews)
"Great value for the price. Staff was very friendly."
United States
Jerry
The price is AED 301
AED 353 total
includes taxes & fees
11 Nov - 12 Nov
Rainbow Motel
Exterior

6. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
A living room with a sectional sofa, two armchairs, a coffee table, and artwork on the walls.

7. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
Spacious Apt | 4 Queen Beds | Free Parking
A restaurant with outdoor seating overlooking a city skyline.

8. 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, (2,761 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is AED 481
AED 698 total
includes taxes & fees
22 Nov - 23 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

9. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,209 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
United States
Brad
The price is AED 450
AED 499 total
includes taxes & fees
3 Nov - 4 Nov
Carleton of Oak Park
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

10. 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, (2,203 reviews)
"Great place to stay at"
United States
Aran
The price is AED 356
AED 423 total
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

11. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,737 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"
United States
Michelle
The price is AED 360
AED 428 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Grant Park Hotel
A modern outdoor terrace with multiple dining tables and chairs, surrounded by high-rise buildings.

12. 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, (2,532 reviews)
"Wonderful room and great breakfast buffet!"
United States
Nicole
The price is AED 387
AED 460 total
includes taxes & fees
23 Nov - 24 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A hotel entrance with a covered parking area, clear signage, and a well-lit facade.

13. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (3,095 reviews)
"Amazing hotel with clean service and nice staff!"
Canada
Khadija
The price is AED 312
AED 346 total
includes taxes & fees
29 Oct - 30 Oct
SureStay Plus Hotel by Best Western Chicago Lombard
A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

14. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,262 reviews)
"good breakfast, friendly staff"
United States
Donna
The price is AED 371
AED 485 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

15. 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, (1,316 reviews)
"Location was amazing. Loved the outdoor market in walking distance"
United States
Georgianna
The price is AED 507
AED 603 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt House Chicago/West Loop-Fulton Market
A multi-story building with a prominent entrance featuring a large archway and a sign.

16. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,489 reviews)
"Great location!! Clean hotel and kids loved the pool!"
United States
Joanna
The price is AED 397
AED 579 total
includes taxes & fees
27 Nov - 28 Nov
Hilton Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.

17. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,683 reviews)
"Great stay"
United States
Cordula
The price is AED 433
AED 515 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Chicago/Downtown - The Loop
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

18. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,211 reviews)
"Everything was nice location great near a lot shops coffee"
United States
tahira
The price is AED 589
AED 700 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Vacation Club Hotel Blake Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

19. 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, (2,759 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is AED 492
AED 585 total
includes taxes & fees
25 Nov - 26 Nov
Crowne Plaza Chicago West Loop by IHG
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

20. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,131 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is AED 392
AED 466 total
includes taxes & fees
10 Nov - 11 Nov
Congress Plaza Hotel
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.
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Top Southwest Side Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"The hotel didn’t meet my expectations for the view, but it definitely had one of the best locations. The location was absolutely unbeatable, with easy walking access to Millennium Park, the Chicago Riverwalk, the Chicago Theatre, Art institute of Chicago and many other downtown attractions. It made exploring the city on foot incredibly convenient and enjoyable. The room was comfortable, and the overall atmosphere had a distinctive character. I especially appreciated being able to reach so many of Chicago’s highlights without having to rely on transportation. My only disappointment was the view, which fell short of what I had hoped for. However, the hotel’s prime location made up for much of that disappointment. Overall, it was a convenient and enjoyable place to stay for a few days in Chicago. I would recommend it to travelers who prioritize location and easy access to the city’s main attractions over a spectacular room view."
Myung 3-night trip
Posted 6 hours ago
Sports Illustrated Resorts Chicago

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