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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for South Side condo rentals

Smart TV, books

1. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (71 reviews)
"Easy access to the Green Line."
United States
Michael
$205 nightly
The price is $235
Sep 29 - Sep 30
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Smart TV, fireplace, offices

2. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (64 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$203 nightly
The price is $208
Sep 28 - Sep 29
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
Private kitchen

3. Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field MVP Suite 1 Bedroom Apartment
Lakeview
9.6 out of 10, Exceptional, (14 reviews)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
$540 nightly
The price is $666
Sep 27 - Sep 28
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment
Exterior

4. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (1 review)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
$171 nightly
The price is $190
Sep 27 - Sep 28
Total with taxes and fees
Fully-Equipped Suite | Gym Access
Iron/ironing board, travel crib, WiFi, bed sheets

5. Chicago O’Hare Modern Hotel‑Style Stay w/parking

Chicago O’Hare Modern Hotel‑Style Stay w/parking
Norridge
$335 nightly
The price is $338
Sep 22 - Sep 23
Total with taxes and fees
Chicago O’Hare Modern Hotel‑Style Stay w/parking
Paper towels

6. Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
9.8 out of 10, Exceptional, (21 reviews)
"Great place! "
United States
Isabella T.
$261 nightly
The price is $279
Sep 24 - Sep 25
Total with taxes and fees
Just remodeled apartment close to airport and mall
Smart TV, books, printers

7. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (27 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
$422 nightly
The price is $480
Sep 29 - Sep 30
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Interior

8. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (36 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
$372 nightly
The price is $422
Sep 22 - Sep 23
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
TV

9. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (28 reviews)
"Perfect location! "
United States
Angela A.
$767 nightly
The price is $946
Sep 28 - Sep 29
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Smart TV, fireplace

10. Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.4 out of 10, Exceptional, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
$340 nightly
The price is $360
Sep 22 - Sep 23
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Fireplace

11. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (33 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
$879 nightly
The price is $1,085
Sep 21 - Sep 22
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Interior

12. Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
$238 nightly
The price is $267
Oct 12 - Oct 13
Total with taxes and fees
Free Breakfast. Indoor Pool. Gym. Business Center.
Exterior

13. Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.8 out of 10, Excellent, (5 reviews)
"Sufficient for a quick overnight stay. Hotel was undergoing renovations."
United States
Anonymous traveler
$174 nightly
The price is $194
Oct 4 - Oct 5
Total with taxes and fees
Air-Conditioned King Suite | Complimentary Breakfast
Interior

14. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (11 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
$367 nightly
The price is $417
Sep 22 - Sep 23
Total with taxes and fees
Half a mile from everything in the heart of Evanston, Illinois
Interior

15. Chicago's Hidden Treasure, "EVANSTON, IL"

Chicago's Hidden Treasure, "EVANSTON, IL"
Downtown Evanston
9.6 out of 10, Exceptional, (9 reviews)
"Great location for Northwestern. Clean,Safe place. "
United States
friendolyn
$372 nightly
The price is $422
Sep 22 - Sep 23
Total with taxes and fees
Chicago's Hidden Treasure, "EVANSTON, IL"
Exterior

16. Fully-Equipped Suite | Complimentary Breakfast

Fully-Equipped Suite | Complimentary Breakfast
York Center
2.0 out of 10, (1 review)
"Hotel staff were great. “Suite” was a total disaster. Carpets were at least 10 years old with holes and furniture was as old and very uncomfortable. Never would have rented this “Suite” if we knew the true condition. Online pictures paint a very different picture."
United States
Paul S.
$162 nightly
The price is $181
Oct 4 - Oct 5
Total with taxes and fees
Fully-Equipped Suite | Complimentary Breakfast
Living area

17. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (28 reviews)
"Location cannot be beat! So close to Wrigley and so fun! "
United States
Celia A
$879 nightly
The price is $1,085
Sep 20 - Sep 21
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Private kitchen

18. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.0 out of 10, Wonderful, (15 reviews)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
United States
Meaghan M.
$879 nightly
The price is $1,085
Sep 21 - Sep 22
Total with taxes and fees
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Fireplace

19. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.6 out of 10, Exceptional, (20 reviews)
"Would definitely stay there again "
United States
Enrique
$879 nightly
The price is $1,085
Sep 20 - Sep 21
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Interior

20. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
$374 nightly
The price is $419
Oct 12 - Oct 13
Total with taxes and fees
2 Bedroom | Free Daily Breakfast. Indoor Pool.
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

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"Na"
Marlon 3-night trip
Posted less than an hour ago
Holiday Inn Chicago – Midway Airport S by IHG

Find out more about South Side

South Side Condo Rentals information

Number of reviews
331
Accommodation
24 Condo Rentals
Lowest Price
$181
Highest Price
$1,085

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