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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Residences in South Side

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Recommended hotels in South Side

Motel 6 - Chicago, IL
Free WiFi, bed sheets

Motel 6 - Chicago, IL

2.0 star property
6.2 out of 10, (65)
"The place was cool."
The price is NZ$133
includes taxes & fees
1 Sept - 2 Sept
Motel 6 - Chicago, IL
Jaslin Hotel
View from room

Jaslin Hotel

3.0 star property
8.8 out of 10, Excellent, (1121)
"Great location & great staff. Enjoyed our stay and would stay again."
The price is NZ$228
includes taxes & fees
2 Sept - 3 Sept
Jaslin Hotel
Hyatt Place Chicago-South/University Medical Center
View from property

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1003)
"I really enjoyed my stay here "
The price is NZ$312
includes taxes & fees
21 Aug - 22 Aug
Hyatt Place Chicago-South/University Medical Center
Villa Dubois Guest House
Living room

Villa Dubois Guest House

2.0 star property
8.0 out of 10, Very good, (65)
"it was comfortable and nice furniture and decor"
The price is NZ$353
includes taxes & fees
16 Aug - 17 Aug
Villa Dubois Guest House
Rainbow Motel
Interior detail

Rainbow Motel

2.5 star property
5.0 out of 10, (9)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
The price is NZ$176
includes taxes & fees
20 Aug - 21 Aug
Rainbow Motel
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Free daily buffet breakfast

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

2.5 star property
9.0 out of 10, Wonderful, (1124)
"Proximity to the airport and eateries was great"
The price is NZ$265
includes taxes & fees
21 Aug - 22 Aug
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Mccormick Place Guest House
Full-sized fridge, microwave, oven, coffee/tea maker

Mccormick Place Guest House

3.0 star property
8.6 out of 10, Excellent, (18)
"Great "
The price is NZ$304
includes taxes & fees
17 Aug - 18 Aug
Mccormick Place Guest House
Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (998)
"Loved the area, safe, quiet and convenient."
The price is NZ$538
includes taxes & fees
17 Aug - 18 Aug
Sophy Hyde Park
SpringHill Suites by Marriott Chicago Chinatown
Lobby lounge

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (972)
"Great place to stay!"
The price is NZ$316
includes taxes & fees
24 Aug - 25 Aug
SpringHill Suites by Marriott Chicago Chinatown
Chicago Marriott Midway
View from property

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (870)
"Great place"
The price is NZ$269
includes taxes & fees
21 Aug - 22 Aug
Chicago Marriott Midway
Best Western Inn & Suites - Midway Airport
Reception

Best Western Inn & Suites - Midway Airport

2.5 star property
6.6 out of 10, (1002)
"Pleasant stuff, comfy bed, would stay again."
The price is NZ$227
includes taxes & fees
21 Aug - 22 Aug
Best Western Inn & Suites - Midway Airport
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is NZ$489
includes taxes & fees
16 Aug - 17 Aug
Dubois Guest House Room 101
Cozy Studio in Hyde Park-Walk to Lake & University
Microwave, oven, stovetop, coffee/tea maker

Cozy Studio in Hyde Park-Walk to Lake & University

10.0 out of 10, Exceptional, (2)
"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "
The price is NZ$328
includes taxes & fees
18 Aug - 19 Aug
Cozy Studio in Hyde Park-Walk to Lake & University
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Fridge, microwave, oven, stovetop

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

9.0 out of 10, Wonderful, (18)
"It was great for our needs! Definitely hear EVERYTHING though as usual for most older places in the city."
The price is NZ$360
includes taxes & fees
18 Aug - 19 Aug
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Carlton Inn Midway
Coffee and/or coffee maker

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Staff are very friendly:) "
The price is NZ$206
includes taxes & fees
17 Aug - 18 Aug
Carlton Inn Midway
Admiral Motel By Oyo Chicago I-94
Lobby

Admiral Motel By Oyo Chicago I-94

2.5 star property
4.2 out of 10, (27)
"It was a great hotel"
The price is NZ$144
includes taxes & fees
1 Sept - 2 Sept
Admiral Motel By Oyo Chicago I-94
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is NZ$484
includes taxes & fees
19 Aug - 20 Aug
Villa Dubois Guest House Room 4
Sleek & Functional 2-Bedroom Apt
Interior

Sleek & Functional 2-Bedroom Apt

10.0 out of 10, Exceptional, (1)
"Clean , awesome and nice apartment . Very close to the city and everything is around . Will stay again . Thank you "
The price is NZ$380
includes taxes & fees
17 Aug - 18 Aug
Sleek & Functional 2-Bedroom Apt
Relax & Unwind in This Comfortable 3BR Unit
Interior

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (3)
"Lakeia was very accommodating throughout our stay."
The price is NZ$575
includes taxes & fees
26 Aug - 27 Aug
Relax & Unwind in This Comfortable 3BR Unit
Bright & Cozy 1BR Near UChicago
TV, offices

Bright & Cozy 1BR Near UChicago

10.0 out of 10, Exceptional, (1)
"This stay was very pleasant. The place was clean and the area safe. They provided two towel sets, dishware set, pans, utensils, cups, mugs, and coffee. Also a travel crib. I will definitely be back to show my littles the city. The apartment is located on the third floor. However the elevator is out of service. So if you’re handicapped I would not recommend this place. We however didn’t mind the haul upstairs three flights. It was very short and very few steps. We had packed light as we only...
The price is NZ$345
includes taxes & fees
20 Aug - 21 Aug
Bright & Cozy 1BR Near UChicago
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 South Side Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Very nice property. Breakfast was great! "
Michelle 2-night trip
Posted 1 day ago
Hyatt Place Chicago-South/University Medical Center