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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for South Side condo rentals

A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

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
The price is €228
includes taxes & fees
28 Sept - 29 Sept
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

2. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (66 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is €196
includes taxes & fees
28 Sept - 29 Sept
Chic Urban Retreat Near Wrigley Field w/Parking
A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.

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.
The price is €590
includes taxes & fees
27 Sept - 28 Sept
Wrigley Field MVP Suite 1 Bedroom Apartment
A hotel room with two beds, a desk, a chair, a TV, and a painting on the wall.

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

Chicago O’Hare Modern Hotel‑Style Stay w/parking
Norridge
The price is €254
includes taxes & fees
25 Sept - 26 Sept
Chicago O’Hare Modern Hotel‑Style Stay w/parking
A stone building with a covered entrance, benches, and potted plants.

5. 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.
The price is €170
includes taxes & fees
25 Oct - 26 Oct
Fully-Equipped Suite | Gym Access
A modern living room with a blue sofa, a round dining table, and a white desk.

6. 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.
The price is €372
includes taxes & fees
29 Sept - 30 Sept
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

7. 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, (37 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
The price is €377
includes taxes & fees
27 Sept - 28 Sept
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

8. 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.
The price is €233
includes taxes & fees
27 Sept - 28 Sept
Just remodeled apartment close to airport and mall
A modern kitchen with grey cabinets, a stainless steel microwave, a gas stove, and a dishwasher.

9. Stylish 1BR - A+ Location, Parking, Laundry

Stylish 1BR - A+ Location, Parking, Laundry
Lisle
The price is €223
includes taxes & fees
28 Sept - 29 Sept
Stylish 1BR - A+ Location, Parking, Laundry
A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

10. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.2 out of 10, Wonderful, (29 reviews)
"Perfect location! "
United States
Angela A.
The price is €829
includes taxes & fees
28 Sept - 29 Sept
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

11. 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.
The price is €317
includes taxes & fees
5 Oct - 6 Oct
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

12. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (21 reviews)
"Would definitely stay there again "
United States
Enrique
The price is €942
includes taxes & fees
5 Oct - 6 Oct
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is €246
includes taxes & fees
22 Oct - 23 Oct
Free Breakfast. Indoor Pool. Gym. Business Center.
A stone building with a covered entrance, benches, and potted plants.

14. 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 traveller
The price is €165
includes taxes & fees
25 Oct - 26 Oct
Air-Conditioned King Suite | Complimentary Breakfast
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

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
The price is €377
includes taxes & fees
27 Sept - 28 Sept
Chicago's Hidden Treasure, "EVANSTON, IL"
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

16. 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, (12 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
The price is €377
includes taxes & fees
27 Sept - 28 Sept
Half a mile from everything in the heart of Evanston, Illinois
A stone building with a covered entrance, benches, and potted plants.

17. 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.
The price is €169
includes taxes & fees
4 Oct - 5 Oct
Fully-Equipped Suite | Complimentary Breakfast
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

18. 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
The price is €955
includes taxes & fees
27 Sept - 28 Sept
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

19. 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.
The price is €950
includes taxes & fees
28 Sept - 29 Sept
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

20. 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.
The price is €955
includes taxes & fees
27 Sept - 28 Sept
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
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

Mccormick Place Guest House

Mccormick Place Guest House

8/10 Good
"I had a wonderful stay at the DuBois McCormick Place Guest House. The location was very convenient, especially for visiting McCormick Place and exploring the surrounding area. The room was clean, comfortable, and well maintained. I also appreciated the peaceful atmosphere and the overall attention to detail. The guest house offered a comfortable home base after a busy day, with everything needed for a pleasant stay. I would happily recommend the DuBois McCormick Place Guest House to both business and leisure travelers, and I look forward to staying there again."
Herman 1-night trip
Posted 2 hours ago
Mccormick Place Guest House

Find out more about South Side

South Side Condo Rentals information

Number of reviews
300
Accommodation
19 Condo Rentals
Lowest Price
€165
Highest Price
€955

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