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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 $119
CA $302 total
includes taxes & fees
Nov 12 - Nov 13
3BR Complete and Spacious Apartment in Ideal Spot

2. Cozy Luxury 1BR - 10 Min to Downtown Chicago

Cozy Luxury 1BR - 10 Min to Downtown Chicago
Lawndale
7.8 out of 10, Good, (12 reviews)
"Don't miss out on this spot!! It's truly a must & great location!!! I really enjoyed my time here for real"
United States
Alexis R.
The price is CA $174
CA $378 total
includes taxes & fees
Nov 14 - Nov 15
Cozy Luxury 1BR - 10 Min to Downtown Chicago

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 $243 total
includes taxes & fees
Nov 24 - Nov 25
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

4. 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

5. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is CA $187
CA $481 total
includes taxes & fees
Nov 16 - Nov 17
4BR Flat By Douglass Park & Transit - Free parking

6. Fun Gaming Apartment w/Free Parking

Fun Gaming Apartment w/Free Parking
Lawndale
The price is CA $80
CA $282 total
includes taxes & fees
Nov 16 - Nov 17
Fun Gaming Apartment w/Free Parking

7. 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 $636 total
includes taxes & fees
Dec 1 - Dec 2
Bright & Spacious Boho Oasis: A Warm Retreat

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is CA $160
CA $333 total
includes taxes & fees
Nov 16 - Nov 17
Convenient 2BR Apt w/ In-Unit Laundry

9. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is CA $181
CA $393 total
includes taxes & fees
Nov 18 - Nov 19
Pilsen Sweet Life Up High

10. 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 $150
CA $456 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

11. 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 $648 total
includes taxes & fees
Nov 16 - Nov 17
Modern Zen Retreat mins from Downtown

12. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is CA $165
CA $566 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Boho Retreat | Free Private Parking

13. West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
The price is CA $147
CA $373 total
includes taxes & fees
Nov 12 - Nov 13
West Loop Living – Bright 1BR

14. 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 $461 total
includes taxes & fees
Nov 30 - Dec 1
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

15. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is CA $203
CA $682 total
includes taxes & fees
Dec 8 - Dec 9
Boho City Escape | Parking + Balcony

16. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Location was amazing, and check in was super simple."
United States
Dale H.
The price is CA $231
CA $293 total
includes taxes & fees
Nov 12 - Nov 13
LIVN West Loop Chicago Queen Superior Studio

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 $142
CA $311 total
includes taxes & fees
Nov 12 - Nov 13
West Town 2BR | Full Kitchen + In-Unit Laundry

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

Comfy 2 Bedroom - Games - 1 Garage Spot - Sleeps 6
Lawndale
The price is CA $82
CA $313 total
includes taxes & fees
Nov 17 - Nov 18
Comfy 2 Bedroom - Games - 1 Garage Spot - Sleeps 6

19. The Zen Duplex: Two Private Suites for Groups

The Zen Duplex: Two Private Suites for Groups
West Town
The price is CA $456
CA $1,184 total
includes taxes & fees
Nov 19 - Nov 20
The Zen Duplex: Two Private Suites for Groups

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 $167
CA $619 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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