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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for South Side apartments

Living area

1. 4BR Downtown Retreat | Free Street Parking

4BR Downtown Retreat | Free Street Parking
Armour Square
The price is HK$1,208
HK$3,898 total
includes taxes & fees
12 Aug - 13 Aug
4BR Downtown Retreat | Free Street Parking
2 bedrooms, desk, iron/ironing board, WiFi

2. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is HK$768
HK$2,829 total
includes taxes & fees
1 Sept - 2 Sept
Spacious Apt | 4 Queen Beds | Free Parking
Smart TV, books

3. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (5 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is HK$1,490
HK$3,485 total
includes taxes & fees
1 Sept - 2 Sept
Stylish 2BR Near Hyde Park, UChicago & Lake
Games room

4. W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (11 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is HK$1,059
HK$2,712 total
includes taxes & fees
10 Aug - 11 Aug
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Smart TV, fireplace, video games, DVD player

5. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (11 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
The price is HK$847
HK$1,989 total
includes taxes & fees
18 Aug - 19 Aug
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
TV

6. 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 HK$886
HK$2,482 total
includes taxes & fees
24 Aug - 25 Aug
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
TV, offices

7. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$2,071
HK$2,790 total
includes taxes & fees
9 Aug - 10 Aug
LIVN Millennium Park Downtown Chicago 2BR
Coffee/tea maker, fridge, microwave, oven

8. River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (12 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is HK$9,249
HK$15,114 total
includes taxes & fees
6 Sept - 7 Sept
River North Private Deck With In and Out Parking
TV, offices

9. Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
Downtown Chicago
9.6 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean & comfortable. West Loop is an awesome area to stay in Chicago. Seamless check in process."
United States
Dean R.
The price is HK$1,875
HK$5,364 total
includes taxes & fees
9 Aug - 10 Aug
Modern West Loop Gem-City Views & Prime Location 2
1 bedroom, iron/ironing board, travel cot, WiFi

10. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is HK$1,498
HK$1,982 total
includes taxes & fees
10 Aug - 11 Aug
LIVN West Loop Chicago King Studio
TV, offices

11. River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (8 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is HK$2,330
HK$4,671 total
includes taxes & fees
10 Aug - 11 Aug
River North Rooftop With In and Out Parking 1
Interior

12. South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
The price is HK$1,624
HK$4,134 total
includes taxes & fees
19 Aug - 20 Aug
South Loop Rooftop With In and Out Parking 3
3 bedrooms, iron/ironing board, WiFi, bed sheets

13. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is HK$2,055
HK$4,485 total
includes taxes & fees
11 Aug - 12 Aug
Plymouth Collection: 3BD 2BA High Floor with Gym
Dining

14. Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.6 out of 10, Exceptional, (7 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is HK$2,746
HK$5,683 total
includes taxes & fees
25 Aug - 26 Aug
Downtown Chicago Stay with Free In & Out Parking 4
TV, offices

15. LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
9.4 out of 10, Exceptional, (6 reviews)
"We loved the location."
United States
Nicoll M.
The price is HK$2,087
HK$2,808 total
includes taxes & fees
9 Aug - 10 Aug
LIVN Millennium Park Downtown Chicago Superior 2 BR
Coffee/tea maker, fridge, microwave, oven

16. River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is HK$2,416
HK$4,787 total
includes taxes & fees
16 Aug - 17 Aug
River North Rooftop With In and Out Parking 5
Interior

17. Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is HK$1,592
HK$5,015 total
includes taxes & fees
19 Aug - 20 Aug
Modern West Loop Gem-City Views & Prime Location 3
Dining

18. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is HK$1,357
HK$1,797 total
includes taxes & fees
10 Aug - 11 Aug
LIVN Millennium Park Downtown Chicago Studio
1 bedroom, iron/ironing board, travel cot, WiFi

19. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is HK$1,569
HK$2,113 total
includes taxes & fees
9 Aug - 10 Aug
LIVN West Loop Chicago Queen Superior Studio
TV, offices

20. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is HK$1,608
HK$2,159 total
includes taxes & fees
9 Aug - 10 Aug
LIVN Millennium Park Downtown Chicago Superior 1BR
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

Chinatown Hotel Chicago

Chinatown Hotel Chicago

10/10 Excellent
"Bj"
Patrick 2-night trip
Posted less than an hour ago
Chinatown Hotel Chicago

Find out more about South Side

South Side Apartments information

Number of reviews
123
Accommodation
134 Apartments
Lowest Price
HK$1,797
Highest Price
HK$15,114

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