
Search Apartments in Southwest Side
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
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 price is HK$565
HK$1,952 total
includes taxes & fees
10 Nov - 11 Nov

2. Spacious Apt | 4 Queen Beds | Free Parking
Spacious Apt | 4 Queen Beds | Free ParkingBrighton Park
The price is HK$998
HK$3,004 total
includes taxes & fees
3 Nov - 4 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)
The price is HK$510
HK$1,184 total
includes taxes & fees
12 Nov - 13 Nov

4. Cozy Urban View Retreat Near Downtown - Sleeps 7
Cozy Urban View Retreat Near Downtown - Sleeps 7Lawndale
10.0 out of 10, Exceptional, (1 review)
The price is HK$464
HK$1,561 total
includes taxes & fees
3 Nov - 4 Nov

5. Perfect 1BR Spot near Attractions
Perfect 1BR Spot near AttractionsHyde Park
The price is HK$604
HK$1,717 total
includes taxes & fees
9 Nov - 10 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)
The price is HK$533
HK$1,585 total
includes taxes & fees
10 Nov - 11 Nov

7. 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)
The price is HK$816
HK$1,818 total
includes taxes & fees
9 Nov - 10 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)
The price is HK$328
HK$1,953 total
includes taxes & fees
5 Nov - 6 Nov

9. Cozy Charm Studio Apt in Chicago
Cozy Charm Studio Apt in ChicagoHyde Park
The price is HK$526
HK$1,614 total
includes taxes & fees
24 Nov - 25 Nov

10. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Sleeps7 • 2BR • Coffee Station • Backyard w/ GrillBelmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
The price is HK$484
HK$2,880 total
includes taxes & fees
3 Nov - 4 Nov

11. 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)
The price is HK$588
HK$2,057 total
includes taxes & fees
3 Nov - 4 Nov

12. Conveniently Situated 1BR Apartment
Conveniently Situated 1BR ApartmentHyde Park
10.0 out of 10, Exceptional, (1 review)
The price is HK$604
HK$1,804 total
includes taxes & fees
9 Nov - 10 Nov

13. Bright & Spacious 2BR– Prime Hyde Park Location
Bright & Spacious 2BR– Prime Hyde Park LocationHyde Park
The price is HK$784
HK$1,693 total
includes taxes & fees
5 Nov - 6 Nov

14. 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)
The price is HK$771
HK$1,552 total
includes taxes & fees
19 Nov - 20 Nov

15. Chic Studio in the Heart of the Gold Coast
Chic Studio in the Heart of the Gold CoastDowntown Chicago
10.0 out of 10, Exceptional, (1 review)
The price is HK$769
HK$1,938 total
includes taxes & fees
9 Nov - 10 Nov

16. Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Stylish Luxe King bed w/Free Parkng near DT Oak PkOak Park
9.6 out of 10, Exceptional, (115 reviews)
The price is HK$899
HK$1,999 total
includes taxes & fees
3 Nov - 4 Nov

17. Cozy studio in Andersonville Chicago
Cozy studio in Andersonville ChicagoEdgewater
9.6 out of 10, Exceptional, (110 reviews)
The price is HK$515
HK$1,042 total
includes taxes & fees
23 Nov - 24 Nov

18. 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)
The price is HK$563
HK$1,375 total
includes taxes & fees
8 Nov - 9 Nov

19. 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)
The price is HK$871
HK$2,190 total
includes taxes & fees
11 Nov - 12 Nov

20. Flexhome Wicker Park • Stylish 2BR • Sleeps 6
Flexhome Wicker Park • Stylish 2BR • Sleeps 6West Town
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$633
HK$1,382 total
includes taxes & fees
15 Nov - 16 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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Southwest Side Hotel Reviews
Find out more about Southwest Side
Southwest Side Apartments information
Number of reviews | |
|---|---|
Accommodation | Apartments |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
- Cicero Hotels
- Destination Hotels in Kenwood
- Hotels near Kam Isaiah Israel Congregation
- B&B in Chicago Wrightwood Station
- Resorts in Chicago
- Aparthotels in Chicago Station
- Budgetel Hotels in West Elsdon
- Apartments in Bridgeview
- La Quinta Inn & Suites Hotels in Sleepy Hollow
- Hostels in Chicago
- Hotels near Ashland-63rd Station
- The Loop Hotels
- Hostels in Chicago Union Station
- Destination Hotels in Southwest Side
- Hotels near Midway Station
- Red Roof Inn Hotels in Kenwood
- Beverly Hotels
- Club Quarters Hotels in Glendale
- Motels in Chicago
- Hostels in Hometown
- Best Western Hotels in Glendale
- Apartments in Chicago
- Omni Hotels in Sleepy Hollow
- B&B in Broadview
- Independent Hotels in Sleepy Hollow
- Hotels near Chicago 95th Street Station
- 3 Star Hotels in Hyde Park
- Marriott Hotels & Resorts in Grace Abbott Homes
- Apartments in Roosevelt Station
- Hostels in Central Chicago
- 4 Star Hotels in East Garfield Park
- Vacation Homes in Bridgeview
- La Quinta Inn & Suites Hotels in Garfield Manor
- Guest Houses in Chicago
- Hotels near University of Illinois Chicago
- Hotels near Chicago Stony Island Station
- Sage Hospitality Hotels in Garfield Manor
- Kenwood Hotels
- Hyde Park Hotels
- Hostels in North Side
- Accor Hotels in Washington Park Court
- Aparthotels in Chicago
- Hotels near Chicago 91st Street Station
- Trump International Hotels in West Lawn
- B&B in Chicago
- Swissotel Hotels in Ducktown
- B&B in Bridgeview
- 5 Star Hotels in Little Village
- Independent Hotels in Greater Grand Crossing
- Marriott Hotels & Resorts in Garfield Manor
- La Quinta Inn & Suites Hotels in Hyde Park
- Extended Stay America Hotels in Southwest Side
- Hotels near McCormick Place
- Boutique Hotel Hotels in Chinatown
- Apartments in Oak Park
- Chinatown Hotels
- Motels in Bridgeview
- Bar Hotel Hotels in Chinatown
- Hotels near DuSable Museum of African-American History
- Destination Hotels in Douglas
- Guest Houses in UIC-Halsted Station
- Hard Rock Hotels in Garfield Manor
- 4 Star Hotels in South Loop
- Swissotel Hotels in Hometown
- Garfield Ridge Hotels
- Hyatt Hotels in Oakland
- Aparthotels in Millennium Station
- Hotels near Midway Intl.
- Motels in Hometown
- Resorts in Chicago Museum Campus-11th Street Station
- B&B in 35th-Archer Station
- Apartments in South Side
- Omni Hotels in McKinley Park
- Aparthotels in Central Chicago
- Hotels near Kedzie Station
- Accor Hotels in Grace Abbott Homes
- Gage Park Hotels
- B&B in Halsted Station
- Vacation Homes in Chicago
- B&B in Chicago Union Station
- Clubhouse Hotels in Ducktown
- Flights from Ontario (ONT) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights to Chicago
- Flights from Oklahoma City (OKC) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Miami (MIA) to Chicago (MDW)
- Flights from Hong Kong (HKG) to Chicago (MDW)
- Flights from Baltimore (BWI) to Chicago (MDW)



























































