A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Search Cottages in South 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

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22
No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

View from property

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,002 reviews)
"Clean property and very helpful staff. Not the greatest area to be in but the hotel is excellent for its type."
United States
Michael
The price is P11,973
P14,235 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt Place Chicago-South/University Medical Center
Exterior

2. Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.4 out of 10, Exceptional, (1,002 reviews)
"This hotel is close to the Obama Presidential Museum, and not far from the Downtown area. The rooms are clean and modern."
United States
Raynika
The price is P18,181
P23,144 total
includes taxes & fees
Aug 3 - Aug 4
Sophy Hyde Park
Exterior

3. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,332 reviews)
"Amazing stay"
United States
Darryl
The price is P8,424
P9,896 total
includes taxes & fees
Aug 18 - Aug 19
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Exterior

4. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,000 reviews)
"Great hotel amazing room great breakfast 10/10 for convenience!!"
United States
Suzan M
The price is P9,892
P11,760 total
includes taxes & fees
Aug 16 - Aug 17
SpringHill Suites by Marriott Chicago Chinatown
Exterior

5. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
3.0 star property
Kenwood
7.0 out of 10, Good, (1,000 reviews)
"Room was clean, good location, close to plenty of good restaurants. Not too far from downtown, so tourist attractions aren’t a hassle to get to"
United States
Joseph
The price is P12,219
P14,343 total
includes taxes & fees
Aug 4 - Aug 5
Chicago Lake Shore Hotel
Exterior

6. Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1,266 reviews)
"Property was clean and staff was helpful. Had a great stay!"
United States
Thilini
The price is P9,858
P11,720 total
includes taxes & fees
Aug 16 - Aug 17
Jaslin Hotel
Exterior

7. 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, (1,002 reviews)
"a great stay"
United States
Ashley
The price is P6,344
P8,061 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Chicago – Midway Airport S by IHG
Exterior

8. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.2 out of 10, Good, (424 reviews)
"Room was comfy and felt safe."
United States
Layla
The price is P5,525
P6,486 total
includes taxes & fees
Aug 17 - Aug 18
Motel 6 - Chicago, IL
Exterior

9. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
3.0 star property
Burbank
6.8 out of 10, (1,000 reviews)
"Great customer service,"
United States
Jan
The price is P7,510
P8,335 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Inn & Suites - Midway Airport
View from property

10. Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (994 reviews)
"Great stay"
United States
Dominique
The price is P10,438
P12,263 total
includes taxes & fees
Aug 24 - Aug 25
Chicago Marriott Midway
Living area

11. Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
7.8 out of 10, Good, (119 reviews)
"Fantastic stay, easy to find, relatively close to the L"
United States
Steven
The price is P8,289
P9,730 total
includes taxes & fees
Aug 11 - Aug 12
Villa Dubois Guest House
Airport shuttle

12. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,001 reviews)
"Nice , clean, established."
United States
Kevin
The price is P6,576
P7,720 total
includes taxes & fees
Aug 4 - Aug 5
Carlton Inn Midway
Front of property

13. Chinatown Hotel Chicago

Chinatown Hotel Chicago
1.5 star property
Chinatown
5.6 out of 10, (1,005 reviews)
"Amazing A/C, super convenient location, parking around area, affordable"
United States
Sydney
The price is P7,460
P8,757 total
includes taxes & fees
Aug 4 - Aug 5
Chinatown Hotel Chicago
Exterior

14. Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (131 reviews)
"The towels were super thin and old, the bedding was stained, the bathtub was sagging, and the water wouldn't drain! Someone always had to let me into the building; it felt like a run-down tenement, not a motel."
United States
Jose Francisco Damas
The price is P6,079
P7,136 total
includes taxes & fees
Aug 10 - Aug 11
Skylark Motel
Free self parking

15. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
6.0 out of 10, (82 reviews)
"Staff here are really nice and it’s a great location."
United States
Roseanne
The price is P5,280
P6,727 total
includes taxes & fees
Aug 5 - Aug 6
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Property entrance

16. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.5 star property
Woodlawn
3.6 out of 10, (110 reviews)
"Clean room"
United States
Roger
The price is P5,963
P7,597 total
includes taxes & fees
Aug 17 - Aug 18
Best Motel By OYO Chicago I-90
Exterior

17. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
4.2 out of 10, (73 reviews)
"Clean"
United States
Arlex
The price is P5,963
P7,597 total
includes taxes & fees
Aug 17 - Aug 18
Admiral Motel By Oyo Chicago I-94
Front of property

18. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,874 reviews)
"We were very happy with our stay."
United States
Deanne
The price is P12,799
P16,972 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Riu Plaza Chicago
Exterior

19. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,475 reviews)
"Great stay"
United States
Julie Ann
The price is P15,865
P18,862 total
includes taxes & fees
Aug 19 - Aug 20
L7 Chicago by LOTTE
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, (1,488 reviews)
"Enjoyed my stay!"
United States
Kimberly
The price is P12,191
P14,494 total
includes taxes & fees
Aug 30 - Aug 31
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 South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

8/10 Good
"I liked the smallness of the hotel. It was quiet but an older hotel. I had major problems using my phone in the hotel. Low bars for connectivity."
Paula 2-night trip
Posted 1 day ago
Jaslin Hotel

Find out more about South Side

South Side Cottages information

Number of reviews
11,665
Accommodation
0 Cottages
Lowest Price
P6,486
Highest Price
P23,144