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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 $124
CA $313 total
includes taxes & fees
Nov 18 - Nov 19
3BR Complete and Spacious Apartment in Ideal Spot

2. Fun Gaming Apartment w/Free Parking

Fun Gaming Apartment w/Free Parking
Lawndale
The price is CA $171
CA $397 total
includes taxes & fees
Nov 21 - Nov 22
Fun Gaming Apartment w/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 $109
CA $244 total
includes taxes & fees
Nov 15 - Nov 16
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

4. Flexhome West Town · Spacious 2BR Duplex · Sleeps 8

Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Thank you. We had a wonderful stay."
United States
Janice G.
The price is CA $141
CA $317 total
includes taxes & fees
Dec 14 - Dec 15
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8

5. 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)
"Awesome place to stay, no issues with anything whatsoever and will definitely love to come back!"
United States
joey d.
The price is CA $197
CA $655 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful Zen Flat | 2BR Oasis with Free Parking

6. 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 $231
CA $490 total
includes taxes & fees
Dec 3 - Dec 4
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is CA $134
CA $301 total
includes taxes & fees
Nov 16 - Nov 17
Convenient 2BR Apt w/ In-Unit Laundry

8. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is CA $183
CA $397 total
includes taxes & fees
Dec 2 - Dec 3
Pilsen Sweet Life Up High

9. 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 $154
CA $464 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

10. 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 $197
CA $652 total
includes taxes & fees
Nov 15 - Nov 16
Modern Zen Retreat mins from Downtown

11. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is CA $166
CA $570 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Boho Retreat | Free Private Parking

12. 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 $205
CA $642 total
includes taxes & fees
Nov 16 - Nov 17
Bright & Spacious Boho Oasis: A Warm Retreat

13. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is CA $221
CA $522 total
includes taxes & fees
Nov 18 - Nov 19
4BR Flat By Douglass Park & Transit - Free parking

14. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is CA $202
CA $686 total
includes taxes & fees
Nov 16 - Nov 17
Boho City Escape | Parking + Balcony

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 $183
CA $236 total
includes taxes & fees
Nov 15 - Nov 16
LIVN West Loop Chicago Classic Queen Studio

16. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
8.0 out of 10, Very good, (1 review)
"Everything was great, good location, all went smooth.It is right by the L train so is a bit noisy. Host left earplugs which was nice."
United States
Doris L.
The price is CA $154
CA $385 total
includes taxes & fees
Nov 17 - Nov 18
Modern 1BR in Prime West Loop Location

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

West Town 2BR | Full Kitchen + In-Unit Laundry
West Town
10.0 out of 10, Exceptional, (1 review)
"."
United States
Brennan G.
The price is CA $131
CA $302 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 1

Modern West Loop Gem-City Views & Prime Location 1
Downtown Chicago
8.4 out of 10, Very good, (6 reviews)
"Great location, HUGE space, and great service at a great rate!"
United States
Ernest C.
The price is CA $241
CA $787 total
includes taxes & fees
Nov 15 - Nov 16
Modern West Loop Gem-City Views & Prime Location 1

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

Flexhome Wicker Park • Stylish 2BR • Sleeps 6
West Town
9.2 out of 10, Wonderful, (11 reviews)
"We liked the location near lots of nice restaurants and nightlife."
United States
Scott F.
The price is CA $109
CA $244 total
includes taxes & fees
Nov 15 - Nov 16
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

20. Zen City Escape | Patio + Free Parking

Zen City Escape | Patio + Free Parking
West Town
10.0 out of 10, Exceptional, (5 reviews)
"I had an amazing stay at Tracee's place. It was quiet, clean, plenty of parking and served all of my needs. Tracee was responsive and very accommodating of my stay."
United States
Denise R.
The price is CA $168
CA $623 total
includes taxes & fees
Dec 8 - Dec 9
Zen City Escape | Patio + Free Parking
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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