Lodging Image

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

Restaurant

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, (1,006 reviews)
"Our stay was good"
United States
Diane
The price is AED 419
AED 528 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Chicago – 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
6.0 out of 10, (1,003 reviews)
"Good to stay and staff were good"
United States
Rahul Pandit
The price is AED 385
AED 452 total
includes taxes & fees
30 Aug - 31 Aug
Carlton Inn Midway
Deluxe Single Room | WiFi (free)

3. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (47 reviews)
"Really friendly staff , decent size room"
United States
Noel
The price is AED 283
AED 332 total
includes taxes & fees
31 Aug - 1 Sep
Rainbow Motel
TV

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
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Smart TV, video games

5. 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)
"Excellent location and go anywhere so close."
United States
Yiu S.
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
2 bedrooms, desk, iron/ironing board, WiFi

6. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is AED 334
AED 1,288 total
includes taxes & fees
31 Aug - 1 Sep
Spacious Apt | 4 Queen Beds | Free Parking
Terrace/patio

7. 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, (2,657 reviews)
"Nice place to stay"
United States
Ashraf
The price is AED 632
AED 878 total
includes taxes & fees
30 Aug - 31 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

8. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,188 reviews)
"Lovely stay, beautiful architecture"
United States
Mia
The price is AED 379
AED 451 total
includes taxes & fees
8 Sep - 9 Sep
Congress Plaza Hotel
Lobby

9. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,111 reviews)
The price is AED 525
AED 624 total
includes taxes & fees
31 Aug - 1 Sep
The Chicago Hotel Collection Ambassador Gold Coast
Restaurant

10. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (2,739 reviews)
"Very good hotel"
United States
Diego
The price is AED 493
AED 586 total
includes taxes & fees
31 Aug - 1 Sep
Best Western Grant Park Hotel
Pool

11. 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, (2,132 reviews)
"Great stay"
United States
Dhannetta
The price is AED 559
AED 664 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Garden Inn Chicago Downtown South Loop
Exterior

12. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,851 reviews)
"Great location very nice rooms"
United States
susie
The price is AED 590
AED 702 total
includes taxes & fees
8 Sep - 9 Sep
Hilton Chicago/Magnificent Mile Suites
Outdoor pool, cabanas (surcharge), pool umbrellas

13. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,565 reviews)
"GREAT LOCATION AND THE POOL IS BEAUTIFUL"
United States
MAGALY
The price is AED 583
AED 694 total
includes taxes & fees
31 Aug - 1 Sep
DoubleTree by Hilton Chicago - Magnificent Mile
Superior Apartment, 2 Bedrooms, Kitchen | Living area | LED TV, Netflix, Hulu, streaming services

14. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (234 reviews)
"Clean room, nice staff, cool vibe. Enjoyed my stay!!"
United States
Courtney
The price is AED 473
AED 555 total
includes taxes & fees
30 Aug - 31 Aug
LIVN - West Loop Chicago
Front of property

15. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,274 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
United States
Melanie
The price is AED 666
AED 792 total
includes taxes & fees
1 Sep - 2 Sep
Hilton Vacation Club Hotel Blake Chicago
Lobby

16. 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, (1,000 reviews)
"great location"
United States
Karaline
The price is AED 450
AED 535 total
includes taxes & fees
7 Sep - 8 Sep
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Nightclub

17. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,284 reviews)
"Great location."
United States
Yiyang
The price is AED 448
AED 533 total
includes taxes & fees
30 Aug - 31 Aug
Central Loop Hotel
Rooftop terrace

18. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,741 reviews)
"Great place to stay!"
United States
Tamika
The price is AED 614
AED 822 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Centric The Loop Chicago
Restaurant

19. 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, (1,188 reviews)
"The hotel is so good."
United States
Julenny
The price is AED 547
AED 695 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn & Suites Chicago - Downtown by IHG
Exterior

20. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,557 reviews)
"Great place to stay!"
United States
LISA
The price is AED 621
AED 738 total
includes taxes & fees
7 Sep - 8 Sep
Hyatt Place Chicago/Downtown - The Loop
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

Top Southwest Side Hotel Reviews

The Wade

The Wade

10/10 Excellent
"The room was beautiful and the scenery outside of my window was beautiful"
Reymita 2-night trip
Posted 1 hour ago
The Wade

Explore a world of travel with Expedia