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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Condo Rentals in Southwest Side and around

Our top choices for Southwest Side condo rentals

Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

The price is €259
includes taxes & fees
1 Sept - 2 Sept
Huge Projector and Designated Workspace - Near Wrigley!
Chicago 1BR: Stylish Stay with Workspace
Fridge, microwave, oven, stovetop

Chicago 1BR: Stylish Stay with Workspace

9.6 out of 10, Exceptional, (5)
The price is €218
includes taxes & fees
23 Sept - 24 Sept
Chicago 1BR: Stylish Stay with Workspace
Chic Urban Retreat Near Wrigley Field w/Parking
Exterior detail

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (33)
"The property was amazing, clean and well organized. Parking was a breeze and check in was easy. Would recommend this place to anyone looking to stay in the area."
Chic Urban Retreat Near Wrigley Field w/Parking
Fitness Pad: Stylish 2BR with Gym in Chicago
Fridge, microwave, oven, stovetop

Fitness Pad: Stylish 2BR with Gym in Chicago

9.0 out of 10, Wonderful, (2)
"The property is what we needed and it checked all the boxes!"
Fitness Pad: Stylish 2BR with Gym in Chicago
Wrigley Field MVP Suite 1 Bedroom Apartment
Private kitchen

Wrigley Field MVP Suite 1 Bedroom Apartment

9.4 out of 10, Exceptional, (13)
"We found a used razer that was left in the shower and also some dishes that didn't look like they were washed. Other than those couple of things it was clean and an extremely nice stay. We went for a concert at the wrigley stadium and were able to listen to them rehearse the day before. The walk was just across the road and we were able to walk and pick up groceries from whole foods."
The price is €596
includes taxes & fees
8 Sept - 9 Sept
Wrigley Field MVP Suite 1 Bedroom Apartment
Chicago 1BR Condo w Free Gated Parking & Highspeed Internet
Smart TV, video games

Chicago 1BR Condo w Free Gated Parking & Highspeed Internet

9.0 out of 10, Wonderful, (2)
"The space was nice and cozy. The location was great as it was right off the freeway. "
Chicago 1BR Condo w Free Gated Parking & Highspeed Internet
Spacious & Comfortable 3 Bedrooms + Bonus Room
4 bedrooms, desk, iron/ironing board, free WiFi

Spacious & Comfortable 3 Bedrooms + Bonus Room

8.0 out of 10, Very good, (1)
"Property is very nice and as described in the listing. We enjoyed the space especially with a family of 5. Parking is snug but not a big deal, may be just our inexperience - but a good heads up!"
The price is €442
includes taxes & fees
2 Sept - 3 Sept
Spacious & Comfortable 3 Bedrooms + Bonus Room
Just remodeled apartment close to airport and mall
Paper towels

Just remodeled apartment close to airport and mall

10.0 out of 10, Exceptional, (13)
"Location was close to airport, restaurants and shopping"
The price is €235
includes taxes & fees
15 Sept - 16 Sept
Just remodeled apartment close to airport and mall
East Lincoln Park Gem: Spacious 4BR apartment with modern amenities.
Beach

East Lincoln Park Gem: Spacious 4BR apartment with modern amenities.

10.0 out of 10, Exceptional, (6)
"Convenient to areas we visited"
The price is €875
includes taxes & fees
23 Sept - 24 Sept
East Lincoln Park Gem: Spacious 4BR apartment with modern amenities.
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Private kitchen

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

10.0 out of 10, Exceptional, (21)
"We had a great experience. We would stay here again!"
The price is €958
includes taxes & fees
8 Sept - 9 Sept
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Comfortable Condo in the Heart of Bronzeville by RedAwning
Fridge, microwave, oven, coffee/tea maker

Comfortable Condo in the Heart of Bronzeville by RedAwning

6.6 out of 10, (4)
"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"
The price is €357
includes taxes & fees
2 Sept - 3 Sept
Comfortable Condo in the Heart of Bronzeville by RedAwning
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Fridge, microwave, oven, stovetop

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.6 out of 10, Exceptional, (37)
"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "
3BR Modern Condo near Wrigley/Dwtn +Free Parking
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (24)
"Great location near Northwestern University. Plenty of on street parking for our group. Good communication with owner."
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Private kitchen

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

9.6 out of 10, Exceptional, (24)
"It was great to be able to walk to Cubs games and back right after. It was a cold three days worth of game so very nice to be able to walk across the street and get warm quick. The place was absolutely great! Very spacious and comfy. The property manager was so very easy to work with when we requested an early check in. Thanks and we look forward to our next stay there. Go Cubs Go!!!"
The price is €958
includes taxes & fees
8 Sept - 9 Sept
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Fridge, microwave, oven, stovetop

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.6 out of 10, Exceptional, (42)
"It was a great place to stay and very spacious!"
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Cozy Wicker Park Home with Movie Room
Fridge, microwave, oven, stovetop

Cozy Wicker Park Home with Movie Room

9.8 out of 10, Exceptional, (9)
"Great stay!! I think the 7 bed is a little misleading but overall was a great space with 5 beds for a group. Great location and vibe."
The price is €1,182
includes taxes & fees
9 Sept - 10 Sept
Cozy Wicker Park Home with Movie Room
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (22)
"Good location, clean, and very well kept"
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Exterior

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

9.4 out of 10, Exceptional, (18)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
The price is €834
includes taxes & fees
8 Sept - 9 Sept
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Private kitchen

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

9.0 out of 10, Wonderful, (14)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
The price is €954
includes taxes & fees
27 Aug - 28 Aug
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Private kitchen

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

9.6 out of 10, Exceptional, (18)
"Would definitely stay there again "
The price is €958
includes taxes & fees
8 Sept - 9 Sept
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
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 Southwest Side Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Centrally located in Magnificent Mile. "
mehmet 2-night trip
Posted 1 day ago
InterContinental Chicago Magnificent Mile by IHG

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Condo Rentals information

Number of reviews
442
Accommodation
152 Condo Rentals
Lowest Price
€357
Highest Price
€834

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