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Check prices for these dates

Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec
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, (1,010 reviews)
"Clean and comfortable rooms."
United States
Laura
The price is 2.868.351 ₫
3.625.567 ₫ total
includes taxes & fees
23 Nov - 24 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, (1,011 reviews)
"good location for access to the city"
United States
stephen T
The price is 2.767.571 ₫
3.249.045 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Carlton Inn Midway
A motel with a two-story structure, numbered rooms, and a parking area with a car.

3. 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 2.407.089 ₫
2.825.681 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Rainbow Motel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

4. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,204 reviews)
"Absolutely love the coziness and the at home ambiance of the hotel. Very quaint and hospitable! Would highly recommend. Stayed here multiple times and will definitely return"
United States
Kim
The price is 3.162.938 ₫
3.510.241 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
A restaurant with outdoor seating overlooking a city skyline.

5. 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, (2,753 reviews)
"Great place, clean."
United States
Angela
The price is 3.382.587 ₫
4.912.555 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

6. 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 3.162.938 ₫
3.760.417 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

7. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,752 reviews)
"Clean room, friendly staff, and convenient location."
Canada
Colin
The price is 2.535.261 ₫
3.014.169 ₫ 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.

8. 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, (2,530 reviews)
"Clean room great breakfast loved the pool"
United States
Cynthia
The price is 3.602.235 ₫
4.282.697 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

9. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,215 reviews)
"Everything was nice location great near a lot shops coffee"
United States
tahira
The price is 4.142.312 ₫
4.924.519 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hilton Vacation Club Hotel Blake Chicago
A multi-story building with a prominent entrance featuring a large archway and a sign.

10. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,487 reviews)
"Friendly staff, great location"
Canada
Anna
The price is 3.492.411 ₫
4.910.560 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

11. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,108 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is 3.000.140 ₫
3.566.866 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Congress Plaza Hotel
A hotel entrance with a covered parking area, clear signage, and a well-lit facade.

12. 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, (3,100 reviews)
"Amazing hotel with clean service and nice staff!"
Canada
Khadija
The price is 2.501.150 ₫
2.775.777 ₫ total
includes taxes & fees
2 Nov - 3 Nov
SureStay Plus Hotel by Best Western Chicago Lombard
A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

13. 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, (1,261 reviews)
"good breakfast, friendly staff"
United States
Donna
The price is 3.049.238 ₫
3.935.330 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
A cozy room with a sofa, a dining table, and a window with a view of buildings.

14. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (370 reviews)
"Great stay"
United States
Tracy
The price is 3.744.361 ₫
4.395.505 ₫ total
includes taxes & fees
1 Nov - 2 Nov
LIVN - West Loop Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.

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, (1,688 reviews)
"Great stay"
United States
Cordula
The price is 3.049.238 ₫
3.625.239 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Chicago/Downtown - The Loop
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

16. 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 3.695.263 ₫
4.393.299 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Hyatt House Chicago/West Loop-Fulton Market
A multi-story hotel with a prominent corner location, large windows, and a red awning.

17. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,947 reviews)
"The room was clean and the staff was super friendly!"
United States
Antonia Mary
The price is 3.333.489 ₫
3.963.493 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Travelodge by Wyndham Downtown Chicago
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great stay. Easy to check in and check out."
Elena 2-night trip
Posted less than an hour ago
Hilton Chicago

Find out more about Southwest Side

Southwest Side Farmstay information

Number of reviews
36,365
Accommodation
0 Farmstay
Lowest Price
2.775.777 ₫
Highest Price
4.924.519 ₫