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

Apartments in West Side

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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 NZ$483
includes taxes & fees
8 Nov - 9 Nov
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 NZ$295
includes taxes & fees
2 Nov - 3 Nov
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.
The price is NZ$392
includes taxes & fees
20 Oct - 21 Oct
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A rooftop terrace with a fire pit, seating area, and a city skyline view.

4. 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.
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.

5. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
Pilsen Sweet Life Up High
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

6. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
The price is NZ$495
includes taxes & fees
19 Oct - 20 Oct
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.

7. 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 NZ$302
includes taxes & fees
1 Nov - 2 Nov
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
A room with a checkered table, a potted plant, and a bunk bed in the background.

8. 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 NZ$562
includes taxes & fees
13 Oct - 14 Oct
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown
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
9.0 out of 10, Wonderful, (4 reviews)
"We loved the location, the area is awesome! Great stay, highly recommend. "
United States
Db D.
The price is NZ$566
includes taxes & fees
13 Oct - 14 Oct
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 NZ$491
includes taxes & fees
26 Oct - 27 Oct
Convenient 2BR Apt w/ In-Unit Laundry
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

11. 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 NZ$601
includes taxes & fees
21 Oct - 22 Oct
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A neatly made bed with a white comforter and brown pillows, two bedside lamps, a small potted plant, and a wall-mounted abstract painting.

12. West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
The price is NZ$728
includes taxes & fees
22 Oct - 23 Oct
West Loop Living – Bright 1BR
A modern desk with a mirror, a lamp, and two potted plants.

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

West Town 2BR | Full Kitchen + In-Unit Laundry
West Town
The price is NZ$721
includes taxes & fees
22 Oct - 23 Oct
West Town 2BR | Full Kitchen + In-Unit Laundry
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.
Modern West Loop Gem-City Views & Prime Location 6
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

15. 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 NZ$820
includes taxes & fees
15 Oct - 16 Oct
LIVN West Loop Chicago King Studio
A bedroom with a bed, a window with blinds, a door, a bedside table, and a mirror.

16. Private Apartment in Fulton Market

Private Apartment in Fulton Market
West Town
Private Apartment in Fulton Market
A living room with a sofa, coffee table, TV, and a ceiling fan.

17. 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.
The price is NZ$2,107
includes taxes & fees
11 Oct - 12 Oct
Newly Remodeled Gem | Heart of Chicago
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 NZ$405
includes taxes & fees
4 Nov - 5 Nov
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A modern kitchen with stainless steel appliances, a dining area with a black table and red placemats, and a living area with a red sofa and black curtains.

19. Modern Pilsen 3BR - Near Downtown - Sleeps 10

Modern Pilsen 3BR - Near Downtown - Sleeps 10
Lower West Side
8.0 out of 10, Very good, (1 review)
"It was decent for what we needed. Owner sends a lot of automated messages. Place was maintained, parking free, but is difficult to find."
United States
Marie Leola K.
Modern Pilsen 3BR - Near Downtown - Sleeps 10
A modern kitchen with stainless steel appliances, a dining area with a black table and red placemats, and a living area with a red sofa and black curtains.

20. Modern Pilsen Apt 3 Bedrooms

Modern Pilsen Apt 3 Bedrooms
Lower West Side
6.8 out of 10, (3 reviews)
"Comfortable, well stocked home in Pilsen: We had a great stay at this 3 bedroom home in Pilsen. The host was very responsive and made everything easy from start to finish. The location is a great spot, just a short trip to downtown Chicago. The beds were comfortable, and having a TV in every room was a nice bonus for our group. The home was well stocked with everything we needed, including housewares, a coffee machine, a full fridge and freezer, and all the kitchen utensils. We would definitely...
United States
Jason K.
Modern Pilsen Apt 3 Bedrooms
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Headboard was damaged on bed"
David 1-night trip
Posted 1 hour ago
Crowne Plaza Chicago West Loop by IHG

Find out more about West Side

West Side Apartments information

Number of reviews
105
Accommodation
223 Apartments
Lowest Price
NZ$295
Highest Price
NZ$2,107

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