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Our top choices for West Side apartments

1. 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 HK$1,201
HK$2,484 total
includes taxes & fees
6 Nov - 7 Nov
Cozy Luxury 1BR - 10 Min to Downtown Chicago

2. 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, (24 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 HK$683
HK$1,652 total
includes taxes & fees
9 Nov - 10 Nov
3BR Complete and Spacious Apartment in Ideal Spot

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

Flexhome West Town Spacious 2BR Duplex · Sleeps 8
West Town
8.0 out of 10, Very good, (1 review)
"We really liked staying at this property and would do so again in a heartbeat except for one major hesitation. The AC unit condensate pipe had come loose and was pouring water into the floorboard downstairs. Meaning most of our stay wound up with the basement being extremely humid and damp and generally not pleasant to be in. We notified the host promptly and it took 2 days for the landlord to have maintenance come out and address the issue once it was addressed. Everything was good from there...
United States
Lucas C.
The price is HK$817
HK$1,779 total
includes taxes & fees
1 Dec - 2 Dec
Flexhome West Town Spacious 2BR Duplex · Sleeps 8

4. 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 HK$785
HK$2,085 total
includes taxes & fees
11 Nov - 12 Nov
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is HK$1,044
HK$2,073 total
includes taxes & fees
24 Nov - 25 Nov
Convenient 2BR Apt w/ In-Unit Laundry

6. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is HK$1,062
HK$2,255 total
includes taxes & fees
11 Nov - 12 Nov
Pilsen Sweet Life Up High

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 HK$1,186
HK$3,346 total
includes taxes & fees
29 Nov - 30 Nov
Bright & Spacious Boho Oasis: A Warm Retreat

8. 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 HK$1,127
HK$3,629 total
includes taxes & fees
2 Dec - 3 Dec
Peaceful Zen Flat | 2BR Oasis with Free Parking

9. 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 HK$1,085
HK$3,335 total
includes taxes & fees
15 Nov - 16 Nov
Modern Zen Retreat mins from Downtown

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 HK$932
HK$2,653 total
includes taxes & fees
18 Nov - 19 Nov
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

11. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is HK$941
HK$3,183 total
includes taxes & fees
16 Nov - 17 Nov
Peaceful Boho Retreat | Free Private Parking

12. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is HK$1,241
HK$2,895 total
includes taxes & fees
16 Nov - 17 Nov
4BR Flat By Douglass Park & Transit - Free parking

13. Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
The price is HK$965
HK$2,159 total
includes taxes & fees
9 Nov - 10 Nov
Sunlit 1BR Apartment | Warm & Welcoming Space

14. 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 HK$1,099
HK$1,406 total
includes taxes & fees
11 Nov - 12 Nov
LIVN West Loop Chicago Classic Queen Studio

15. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is HK$1,246
HK$3,649 total
includes taxes & fees
2 Dec - 3 Dec
Boho City Escape | Parking + Balcony

16. Patio | 15 min Downtown & United Ctr+King Bed, CTA

Patio | 15 min Downtown & United Ctr+King Bed, CTA
West Town
10.0 out of 10, Exceptional, (1 review)
"Really nice apartment, perfect size. Really nice area and very Safe neighborhood. Apartment was perfect for me and my business partner, traveling and attending the Pack Expo at the McCormick Place in Downtown Chicago. 2 Nice comfortable beds, good coffee maker. I was a little scared about parking because I have never been to Chicago, but it worked out perfectly. I will 100% stay again the next time I am in Chicago. Thank you!"
United States
Joe K.
The price is HK$1,924
HK$4,303 total
includes taxes & fees
6 Nov - 7 Nov
Patio | 15 min Downtown & United Ctr+King Bed, CTA

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

West Town 2BR | Full Kitchen + In-Unit Laundry
West Town
The price is HK$910
HK$1,907 total
includes taxes & fees
16 Nov - 17 Nov
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 HK$1,185
HK$4,174 total
includes taxes & fees
15 Nov - 16 Nov
Modern West Loop Gem-City Views & Prime Location 1

19. 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
9.8 out of 10, Exceptional, (7 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
The price is HK$1,175
HK$2,220 total
includes taxes & fees
3 Dec - 4 Dec
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

20. 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
10.0 out of 10, Exceptional, (4 reviews)
"Excellent - highly recommended."
United States
Jay J.
The price is HK$1,175
HK$2,220 total
includes taxes & fees
3 Dec - 4 Dec
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
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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