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Our top choices for West Side apartments

1. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (25 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."
United States
Francis
The price is CA $104
CA $284 total
includes taxes & fees
Nov 11 - Nov 12
3BR Complete and Spacious Apartment in Ideal Spot

2. Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
Lower 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."
United States
Chad
The price is CA $210
CA $460 total
includes taxes & fees
Nov 30 - Dec 1
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

3. Flexhome Wicker Park • Stylish 2BR • Sleeps 6

Flexhome Wicker Park • Stylish 2BR • Sleeps 6
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Wouldn’t change a thing. Great location to downtown and all the things that we wanted to do."
United States
beth m.
The price is CA $108
CA $241 total
includes taxes & fees
Nov 24 - Nov 25
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

4. Convenient 2BR Apt w/ In-Unit Laundry

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is CA $160
CA $330 total
includes taxes & fees
Nov 11 - Nov 12
Convenient 2BR Apt w/ In-Unit Laundry

5. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is CA $191
CA $406 total
includes taxes & fees
Nov 11 - Nov 12
Pilsen Sweet Life Up High

6. Comfy 2 Bedroom - Games - 1 Garage Spot - Sleeps 6

Comfy 2 Bedroom - Games - 1 Garage Spot - Sleeps 6
Lawndale
The price is CA $79
CA $307 total
includes taxes & fees
Nov 11 - Nov 12
Comfy 2 Bedroom - Games - 1 Garage Spot - Sleeps 6

7. Modern Zen Retreat mins from Downtown

Modern Zen Retreat mins from Downtown
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay! We would definitely come back when we're in Chicago again."
United States
Caley C.
The price is CA $195
CA $645 total
includes taxes & fees
Nov 11 - Nov 12
Modern Zen Retreat mins from Downtown

8. Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
West Town
9.6 out of 10, Exceptional, (8 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

9. Bright & Spacious Boho Oasis: A Warm Retreat

Bright & Spacious Boho Oasis: A Warm Retreat
West Town
10.0 out of 10, Exceptional, (1 review)
"We had the best stay! Saw a show at United Center and it was minutes away. Close enough for short drives to the major sights. Beautiful decor and an ultra comfortable bed were a huge bonus. Always found close street parking at the end of the day. We would definitely come back!"
United States
Natalie M.
The price is CA $203
CA $616 total
includes taxes & fees
Dec 7 - Dec 8
Bright & Spacious Boho Oasis: A Warm Retreat

10. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is CA $160
CA $447 total
includes taxes & fees
Nov 11 - Nov 12
4BR Flat By Douglass Park & Transit - Free parking

11. Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown
Lawndale
8.0 out of 10, Very good, (4 reviews)
"Great stay, perfect for our group of 6, everyone had there own room! Necessities right around the corner if needed Cermack rd a few feet away, gets you about everywhere! We wanted a real life Chicago experience, and it was great. Owner very responsive! Permit on street parking pretty accessible most times. Definitely will stay again!"
United States
Beth
The price is CA $149
CA $455 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

12. Peaceful Zen Flat | 2BR Oasis with Free Parking

Peaceful Zen Flat | 2BR Oasis with Free Parking
West Town
10.0 out of 10, Exceptional, (8 reviews)
"The host was quick to respond, the place was nice and clean and there is a parking spot in the back"
United States
Gene H.
The price is CA $195
CA $648 total
includes taxes & fees
Dec 7 - Dec 8
Peaceful Zen Flat | 2BR Oasis with Free Parking

13. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is CA $165
CA $564 total
includes taxes & fees
Nov 11 - Nov 12
Peaceful Boho Retreat | Free Private Parking

14. West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
The price is CA $123
CA $341 total
includes taxes & fees
Nov 11 - Nov 12
West Loop Living – Bright 1BR

15. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
9.8 out of 10, Exceptional, (9 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is CA $198
CA $253 total
includes taxes & fees
Nov 12 - Nov 13
LIVN West Loop Chicago Classic Queen Studio

16. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is CA $203
CA $682 total
includes taxes & fees
Nov 16 - Nov 17
Boho City Escape | Parking + Balcony

17. West Town 2BR | Full Kitchen + In-Unit Laundry

West Town 2BR | Full Kitchen + In-Unit Laundry
West Town
The price is CA $161
CA $336 total
includes taxes & fees
Nov 16 - Nov 17
West Town 2BR | Full Kitchen + In-Unit Laundry

18. Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
Downtown Chicago
9.4 out of 10, Exceptional, (15 reviews)
"Amazing accommodation"
United States
Jiri N.
The price is CA $379
CA $966 total
includes taxes & fees
Nov 19 - Nov 20
Modern West Loop Gem-City Views & Prime Location 4

19. Flexhome Wicker Park • Stylish 2BR • Sleeps 6

Flexhome Wicker Park • Stylish 2BR • Sleeps 6
West Town
9.8 out of 10, Exceptional, (10 reviews)
"We liked the location near lots of nice restaurants and nightlife."
United States
Scott F.
The price is CA $108
CA $241 total
includes taxes & fees
Nov 24 - Nov 25
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

20. The Zen Duplex: Two Private Suites for Groups

The Zen Duplex: Two Private Suites for Groups
West Town
The price is CA $456
CA $1,177 total
includes taxes & fees
Nov 11 - Nov 12
The Zen Duplex: Two Private Suites for Groups
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 West Side

Discover things to see and do in West Side as you venture to popular sights like United Center.

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