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Our top choices for Southwest Side apartments
1. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
Rachel
The price is HK$494
HK$1,786 total
includes taxes & fees
9 Nov - 10 Nov
2. Spacious Apt | 4 Queen Beds | Free Parking
Spacious Apt | 4 Queen Beds | Free ParkingBrighton Park
The price is HK$997
HK$2,866 total
includes taxes & fees
9 Nov - 10 Nov
3. Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park Trendy Studio Apartment in Good SpotHyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
Angelina
The price is HK$510
HK$1,183 total
includes taxes & fees
12 Nov - 13 Nov
4. Cozy Luxury 1BR - 10 Min to Downtown Chicago
Cozy Luxury 1BR - 10 Min to Downtown ChicagoLawndale
7.8 out of 10, Good, (12 reviews)
"Don't miss out on this spot!! It's truly a must & great location!!! I really enjoyed my time here for real"
Alexis R.
5. Perfect 1BR Spot near Attractions
Perfect 1BR Spot near AttractionsHyde Park
6.0 out of 10, (1 review)
"I would characterize this property as “fine”. I only needed to stay one night for a business trip and it got the job done. Getting in/out was a little cumbersome with a lockbox to retrieve a set of keys. Hot water took quite a long time to heat up and deliver for a shower. Shower bathtub and amenities were lacking. Again, it got the job done for a night of sleep."
Andrew M.
The price is HK$541
HK$1,720 total
includes taxes & fees
8 Nov - 9 Nov
6. Great Area Logan Square Apt Games Pets - Sleeps 5
Great Area Logan Square Apt Games Pets - Sleeps 5Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
Deborah J.
The price is HK$470
HK$1,446 total
includes taxes & fees
9 Nov - 10 Nov
7. Sleek & Functional 2-Bedroom Apt
Sleek & Functional 2-Bedroom AptHyde Park
10.0 out of 10, Exceptional, (1 review)
"Great place, great location!"
Lisa T.
The price is HK$831
HK$1,795 total
includes taxes & fees
10 Nov - 11 Nov
8. Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Studio Near Wrigley • Sleeps 4 • Games • FireplaceIrving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
Meagan C.
The price is HK$328
HK$1,971 total
includes taxes & fees
8 Nov - 9 Nov
9. Flexhome East Village • Modern 2BR • Quiet Street
Flexhome East Village • Modern 2BR • Quiet StreetWest Town
9.6 out of 10, Exceptional, (29 reviews)
"Great location! "
Andrea B.
The price is HK$633
HK$1,381 total
includes taxes & fees
11 Nov - 12 Nov
10. 3BR Complete and Spacious Apartment in Ideal Spot
3BR Complete and Spacious Apartment in Ideal SpotWest Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
Francis
The price is HK$627
HK$1,654 total
includes taxes & fees
8 Nov - 9 Nov
11. Conveniently Situated 1BR Apartment
Conveniently Situated 1BR ApartmentHyde Park
10.0 out of 10, Exceptional, (1 review)
"Cute, cozy place in walking distance to UChicago. Would stay here again."
Jane L.
The price is HK$557
HK$1,661 total
includes taxes & fees
9 Nov - 10 Nov
12. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Artistic Loft Rooftop | 13 mins DT | 4 mins LakeUptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
Michael S.
The price is HK$588
HK$1,949 total
includes taxes & fees
9 Nov - 10 Nov
13. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6West Town
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Comfortable and quiet. "
Jonalyn B.
14. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSPBerwyn
9.8 out of 10, Exceptional, (35 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
Cynthia M.
The price is HK$563
HK$1,340 total
includes taxes & fees
8 Nov - 9 Nov
15. Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free ParkingLower West Side
8.8 out of 10, Excellent, (6 reviews)
"Incredible place. Awesome neighborhood. Easy access to the freeways.
Great neighborhood with tons of great local dining."
Chad
The price is HK$792
HK$2,091 total
includes taxes & fees
11 Nov - 12 Nov
16. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Regal Stylish Loft Rooftop|13 mins DT |4 mins LakeUptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
Paul J.
The price is HK$588
HK$1,978 total
includes taxes & fees
8 Nov - 9 Nov
17. Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8West Town
10.0 out of 10, Exceptional, (3 reviews)
"Thank you. We had a wonderful stay."
Janice G.
The price is HK$816
HK$1,778 total
includes taxes & fees
1 Dec - 2 Dec
18. Bright & Spacious 2BR– Prime Hyde Park Location
Bright & Spacious 2BR– Prime Hyde Park LocationHyde Park
The price is HK$831
HK$1,834 total
includes taxes & fees
10 Nov - 11 Nov
19. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Sleeps7 • 2BR • Coffee Station • Backyard w/ GrillBelmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
Jacob
The price is HK$633
HK$3,061 total
includes taxes & fees
11 Nov - 12 Nov
20. Cozy studio in Andersonville Chicago
Cozy studio in Andersonville ChicagoEdgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
Sherry M.
The price is HK$706
HK$1,277 total
includes taxes & fees
23 Nov - 24 Nov
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.
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.
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