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Check prices for these dates

Next weekend
Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Far Southwest Side Apartments

Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is CA $155
CA $312 total
includes taxes & fees
Aug 18 - Aug 19
Stylish 1BR in West Loop
South Loop | Rooftop With In & Out Parking
Outdoor dining

South Loop | Rooftop With In & Out Parking

10.0 out of 10, Exceptional, (1)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
The price is CA $228
CA $545 total
includes taxes & fees
Aug 20 - Aug 21
South Loop | Rooftop With In & Out Parking
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is CA $144
CA $299 total
includes taxes & fees
Sep 3 - Sep 4
The One: A 1BR Stay That Feels Like Home
Twice as Nice: Chic 2BR Stay with Style & Space
Interior

Twice as Nice: Chic 2BR Stay with Style & Space

9.0 out of 10, Wonderful, (2)
"Had a very nice time in Chicago!"
The price is CA $184
CA $382 total
includes taxes & fees
Aug 26 - Aug 27
Twice as Nice: Chic 2BR Stay with Style & Space
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is CA $164
CA $332 total
includes taxes & fees
Aug 25 - Aug 26
Sun-Drenched 1BR Apartment
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is CA $155
CA $322 total
includes taxes & fees
Aug 25 - Aug 26
1BR Modern Luxe Apt with In-Unit Laundry
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is CA $164
CA $327 total
includes taxes & fees
Aug 18 - Aug 19
West Loop Living – Bright 1BR
River North | Rooftop With In & Out Parking | 3
Interior

River North | Rooftop With In & Out Parking | 3

River North | Rooftop With In & Out Parking | 3
3BR Luxury Modern Apartment
Property grounds

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (13)
"Our family of 5 really enjoyed our stay! The apartment was awesome with a great view of downtown Chicago, and the location was safe and close to the city."
3BR Luxury Modern Apartment
River North | Rooftop With In & Out Parking | 6
Fridge, microwave, oven, stovetop

River North | Rooftop With In & Out Parking | 6

The price is CA $315
CA $660 total
includes taxes & fees
Sep 3 - Sep 4
River North | Rooftop With In & Out Parking | 6
Historic Oak Park Home
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is CA $304
CA $501 total
includes taxes & fees
Aug 17 - Aug 18
Historic Oak Park Home
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (35)
"Great place to stay when you’re in town for the Cubbies! "
The price is CA $197
CA $470 total
includes taxes & fees
Aug 26 - Aug 27
2-bedroom apartment just 2 minutes drive to Wrigley Field
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

10.0 out of 10, Exceptional, (4)
"Seriously, very beautiful place to stay like the title of the announce. Cozy and affordable!! I highly recommend if you plan to visit Chicago for a week!"
The price is CA $83
CA $279 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1 bedroom, desk, iron/ironing board, WiFi

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.6 out of 10, Exceptional, (4)
"Very well main"
The price is CA $155
CA $271 total
includes taxes & fees
Aug 19 - Aug 20
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Mins to DT & Frank Lloyd Wright
Fridge, microwave, oven, stovetop

Mins to DT & Frank Lloyd Wright

2.0 star property
The price is CA $140
CA $292 total
includes taxes & fees
Aug 19 - Aug 20
Mins to DT & Frank Lloyd Wright
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Dining

Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

2.0 star property
The price is CA $161
CA $661 total
includes taxes & fees
Aug 19 - Aug 20
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
At Home in Oak Park
Apartment, Private Bathroom | Terrace/patio

At Home in Oak Park

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is CA $293
CA $469 total
includes taxes & fees
Aug 20 - Aug 21
At Home in Oak Park
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 CA $81
CA $390 total
includes taxes & fees
Aug 18 - Aug 19
Huge Projector and Designated Workspace - Near Wrigley!
Sleeps 10 - Heart of Logan Square 3BR + Garage & Patio
Fridge, microwave, oven, stovetop

Sleeps 10 - Heart of Logan Square 3BR + Garage & Patio

2.5 star property
8.4 out of 10, Very good, (9)
"Property check in was seamless, there were no problems with the house, and the host messaged me make sure we had everything we needed."
The price is CA $121
CA $445 total
includes taxes & fees
Aug 26 - Aug 27
Sleeps 10 - Heart of Logan Square 3BR + Garage & Patio
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 Far Southwest Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The view, specially the Navy pier fire works. Awesome! "
Jose 1-night trip
Posted 19 hours ago
Congress Plaza Hotel