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
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
Yiu S.
The price is HK$823
HK$2,145 total
includes taxes & fees
13 Jul - 14 Jul
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | ArcadeBrighton Park
9.4 out of 10, Exceptional, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
Jessica H.
The price is HK$752
HK$2,284 total
includes taxes & fees
30 Jun - 1 Jul
LIVN West Loop Chicago Queen Superior Studio
LIVN West Loop Chicago Queen Superior StudioDowntown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
Michelle R.
The price is HK$1,442
HK$1,944 total
includes taxes & fees
21 Jun - 22 Jun
River North Rooftop With In and Out Parking 5
River North Rooftop With In and Out Parking 5Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"Everything was amazing, property was even better than expected"
Jacob
The price is HK$2,218
HK$4,483 total
includes taxes & fees
9 Jul - 10 Jul
Modern West Loop Gem-City Views & Prime Location 5
Modern West Loop Gem-City Views & Prime Location 5Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
The price is HK$1,434
HK$4,730 total
includes taxes & fees
7 Jul - 8 Jul
River North Rooftop With In and Out Parking 3
River North Rooftop With In and Out Parking 3Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
Jennifer M.
The price is HK$2,077
HK$4,710 total
includes taxes & fees
1 Jul - 2 Jul
Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago Stay with Free In & Out Parking 5Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
Gina C.
The price is HK$1,849
HK$4,400 total
includes taxes & fees
7 Jul - 8 Jul
3BR Luxury Suite w/Gym and Balcony
3BR Luxury Suite w/Gym and BalconyDowntown Chicago
9.4 out of 10, Exceptional, (30 reviews)
"A wonderful place to stay and everything was so perfect! Could not recommend staying here enough! "
Cassidy L.
The price is HK$2,908
HK$5,996 total
includes taxes & fees
1 Jul - 2 Jul
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
Eurostars Magnificent Mile
10/10 Excellent
Find out more about Southwest Side
Southwest Side Apartments information
Number of reviews | 61,209 |
|---|---|
Accommodation | 663 Apartments |
Lowest Price | HK$800 |
Highest Price | HK$2,508 |
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)