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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for West Side apartments

A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

1. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our overnight stay. Thank you"
United States
michele
The price is CA $200
CA $420 total
includes taxes & fees
Nov 2 - Nov 3
2BR Apt with 2 Baths & Laundry
A hotel room with a geometric-patterned wall, a bed with white bedding and a beige throw, two bedside lamps, and a window with blinds.

2. 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 CA $94
CA $239 total
includes taxes & fees
Nov 2 - Nov 3
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
Private kitchen

3. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

4. 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, (23 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 $147
CA $362 total
includes taxes & fees
Oct 20 - Oct 21
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a sofa, armchair, coffee table, and a TV mounted on a wooden wall.

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.
The price is CA $118
CA $269 total
includes taxes & fees
Nov 1 - Nov 2
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
A rooftop terrace with a fire pit, seating area, and a city skyline view.

6. 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, (6 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
The price is CA $163
CA $341 total
includes taxes & fees
Nov 4 - Nov 5
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A residential street with houses, parked cars, and a city skyline in the background.

7. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is CA $179
CA $392 total
includes taxes & fees
Nov 2 - Nov 3
Pilsen Sweet Life Up High
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

8. 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 $179
CA $351 total
includes taxes & fees
Oct 21 - Oct 22
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A modern kitchen with a large island, coffee maker, and a view of the city.

9. 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
9.2 out of 10, Wonderful, (5 reviews)
"Incredible place. Awesome neighborhood. Easy access to the freeways. Great neighborhood with tons of great local dining."
United States
Chad
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
Interior

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is CA $151
CA $344 total
includes taxes & fees
Nov 4 - Nov 5
Convenient 2BR Apt w/ In-Unit Laundry
A modern kitchen with dark cabinets, a built-in microwave, a stove, and a refrigerator. There is a shelf with decorative items and a chair.

11. Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
The price is CA $214
CA $490 total
includes taxes & fees
Nov 10 - Nov 11
Modern Comfort: 1BR Unit w/ Laundry
A modern desk with a mirror, a lamp, and two potted plants.

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

West Town 2BR | Full Kitchen + In-Unit Laundry
West Town
The price is CA $163
CA $358 total
includes taxes & fees
Oct 14 - Oct 15
West Town 2BR | Full Kitchen + In-Unit Laundry
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

13. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is CA $436
CA $585 total
includes taxes & fees
Oct 15 - Oct 16
LIVN West Loop Chicago King Studio
A modern living room with large windows, a flat-screen TV, a sofa, a coffee table, and a dining area with stools and a small table.

14. Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (28 reviews)
"Great location. "
United States
Tom S.
The price is CA $547
CA $1,269 total
includes taxes & fees
Oct 28 - Oct 29
Modern West Loop Gem-City Views & Prime Location 6
A bedroom with a bed, a window with blinds, a door, a bedside table, and a mirror.

15. Private Apartment in Fulton Market

Private Apartment in Fulton Market
West Town
The price is CA $525
CA $903 total
includes taxes & fees
Oct 27 - Oct 28
Private Apartment in Fulton Market
A living room with a sofa, coffee table, TV, and a ceiling fan.

16. Newly Remodeled Gem | Heart of Chicago

Newly Remodeled Gem | Heart of Chicago
Humboldt Park
9.6 out of 10, Exceptional, (7 reviews)
"Super clean, comfortable beds, easy to access, easy checkout, and a very communicable host. Overall a great stay. "
United States
Kevin R.
Newly Remodeled Gem | Heart of Chicago
A modern living room with a sofa, armchair, coffee table, and a TV mounted on a wooden wall.

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

Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
West Town
5.0 out of 10, (2 reviews)
"Basically nothing in the unit worked. Chairs were rickety and felt unsafe to sit in, none of the windows were in their tracks so you couldn't open them without them falling out, the bathroom fan didn't work, there was evidence of water damage in basically every room, and the central HVAC was both exceptionally loud and struggled in very mild heat.The cherry on top is these people refuse to rent to locals for some bizarre reason"
United States
Nick G.
The price is CA $113
CA $263 total
includes taxes & fees
Nov 1 - Nov 2
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
A rooftop terrace with a fire pit, seating area, and a city skyline view.

18. 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 CA $163
CA $341 total
includes taxes & fees
Nov 4 - Nov 5
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

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

Flexhome Wicker Park • Stylish 2BR • Sleeps 6
West Town
9.8 out of 10, Exceptional, (8 reviews)
"We liked the location near lots of nice restaurants and nightlife."
United States
Scott F.
The price is CA $179
CA $351 total
includes taxes & fees
Oct 21 - Oct 22
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A modern living room with a sofa, a coffee table, a floor lamp, a television, and a black cabinet.

20. Modern 1BR in Prime West Loop Location

Modern 1BR in Prime West Loop Location
Downtown Chicago
The price is CA $211
CA $484 total
includes taxes & fees
Oct 14 - Oct 15
Modern 1BR in Prime West Loop Location
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.
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Top West Side Hotel Reviews

LIVN - West Loop Chicago

LIVN - West Loop Chicago

10/10 Excellent
"My room was perfect for a 3 day stay in Chicago!! I was able to walk everywhere I needed to. Riverside was a good 30ish min walk. I will be staying here again"
Zahira 3-night trip
Posted 4 hours ago
LIVN - West Loop Chicago

Find out more about West Side

West Side Apartments information

Number of reviews
117
Accommodation
232 Apartments
Lowest Price
CA $239
Highest Price
CA $903

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