A greenhouse with a glass ceiling, various cacti, and a wooden structure in the center.

Apartments in West Side for Rent

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for West Side apartments

1. Cozy Urban View Retreat Near Downtown - Sleeps 7

Cozy Urban View Retreat Near Downtown - Sleeps 7
Lawndale
10.0 out of 10, Exceptional, (1 review)
Cozy Urban View Retreat Near Downtown - Sleeps 7

2. Flexhome East Village • Modern 2BR • Quiet Street

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (28 reviews)
"Great location! "
United States
Andrea B.
The price is ¥12,746
¥27,809 total
includes taxes & fees
Nov 11 - Nov 12
Flexhome East Village • Modern 2BR • Quiet Street

3. 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 ¥16,263
¥36,397 total
includes taxes & fees
Nov 9 - Nov 10
3BR Complete and Spacious Apartment in Ideal Spot

4. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
West Town
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
The price is ¥12,746
¥27,809 total
includes taxes & fees
Nov 10 - Nov 11
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

5. Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6

Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
West Town
8.2 out of 10, Very good, (11 reviews)
"Excellent place and location."
United States
Josh L.
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6

6. 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 ¥12,720
¥27,751 total
includes taxes & fees
Nov 24 - Nov 25
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is ¥13,736
¥32,435 total
includes taxes & fees
Nov 4 - Nov 5
Convenient 2BR Apt w/ In-Unit Laundry

8. 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 ¥15,653
¥41,798 total
includes taxes & fees
Nov 11 - Nov 12
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

9. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony
West Town
10.0 out of 10, Exceptional, (1 review)
"Once we were in the place it was wonderful, met all of our needs.The entrance to our unit was filthy and steps kind of dangerous for 5 year old with no railing"
United States
PAT C.
The price is ¥12,746
¥27,809 total
includes taxes & fees
Nov 10 - Nov 11
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony

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

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 ¥19,610
¥54,335 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown

12. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is ¥21,374
¥45,380 total
includes taxes & fees
Nov 11 - Nov 12
Pilsen Sweet Life Up High

13. 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 ¥21,827
¥67,312 total
includes taxes & fees
Nov 16 - Nov 17
Modern Zen Retreat mins from Downtown

14. 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 ¥28,648
¥71,619 total
includes taxes & fees
Nov 22 - Nov 23
Bright & Spacious Boho Oasis: A Warm Retreat

15. 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 ¥23,020
¥68,189 total
includes taxes & fees
Dec 2 - Dec 3
Peaceful Zen Flat | 2BR Oasis with Free Parking

16. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is ¥18,378
¥63,177 total
includes taxes & fees
Nov 4 - Nov 5
Peaceful Boho Retreat | Free Private Parking

17. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Clean, comfortable, effortless check-in and checkout process, and in a very convenient location. Would stay again!"
United States
Tara H.
The price is ¥25,736
¥31,384 total
includes taxes & fees
Nov 5 - Nov 6
LIVN West Loop Chicago Queen Superior Studio

18. 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 ¥23,912
¥64,559 total
includes taxes & fees
Nov 5 - Nov 6
Patio | 15 min Downtown & United Ctr+King Bed, CTA

19. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is ¥24,978
¥58,260 total
includes taxes & fees
Nov 16 - Nov 17
4BR Flat By Douglass Park & Transit - Free parking

20. 1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
The price is ¥19,736
¥43,822 total
includes taxes & fees
Nov 9 - Nov 10
1BR Modern Luxe Apt with In-Unit Laundry
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.
Save an average of 15% on thousands of hotels when you're signed in

Top West Side Hotel Reviews

Find out more about West Side

West Side Apartments information

Number of reviews
147
Accommodation
229 Apartments
Lowest Price
¥27,751
Highest Price
¥71,619

Explore a world of travel with Expedia