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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for West Side apartments

A corner room with a green upholstered chair, a small round table with a potted plant, and a framed picture on the wall.

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)
The price is HK$433
HK$1,585 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Urban View Retreat Near Downtown - Sleeps 7
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

2. 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 HK$1,169
HK$2,396 total
includes taxes & fees
8 Nov - 9 Nov
2BR Apt with 2 Baths & Laundry
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.

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, (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 HK$934
HK$2,179 total
includes taxes & fees
26 Oct - 27 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.

4. 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 HK$596
HK$1,413 total
includes taxes & fees
3 Nov - 4 Nov
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
Room

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is HK$863
HK$1,950 total
includes taxes & fees
4 Nov - 5 Nov
Convenient 2BR Apt w/ In-Unit Laundry
A modern kitchen with a dishwasher, a sink, and a large island. There is a trash can and a dining area with a table and chairs.

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

Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Thank you. We had a wonderful stay."
United States
Janice G.
The price is HK$691
HK$1,440 total
includes taxes & fees
17 Nov - 18 Nov
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
A room with a checkered table, a potted plant, and a bunk bed in the background.

7. 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$678
HK$2,479 total
includes taxes & fees
28 Oct - 29 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.

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
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
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

9. 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.
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A modern kitchen with a stove, sink, and refrigerator, connected to a living area with a sofa and a view of the city.

10. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is HK$1,118
HK$2,335 total
includes taxes & fees
28 Oct - 29 Oct
Pilsen Sweet Life Up High
Private kitchen

11. 2 Bedroom - Games - Sleeps 6 - Free Garage Parking

2 Bedroom - Games - Sleeps 6 - Free Garage Parking
Lawndale
2 Bedroom - Games - Sleeps 6 - Free Garage Parking
A modern kitchen with wooden cabinets, a stainless steel dishwasher, and a window with a view of a brick wall.

12. 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$3,481 total
includes taxes & fees
16 Nov - 17 Nov
Modern Zen Retreat mins from Downtown
A playground with a climbing structure and a fenced area, a parked car, and trees.

13. Zen City Escape | Patio + Free Parking

Zen City Escape | Patio + Free Parking
West Town
10.0 out of 10, Exceptional, (4 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 HK$949
HK$3,318 total
includes taxes & fees
16 Nov - 17 Nov
Zen City Escape | Patio + Free Parking
A modern living room with a sofa, coffee table, and decorative items.

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 HK$1,365
HK$3,758 total
includes taxes & fees
27 Oct - 28 Oct
Bright & Spacious Boho Oasis: A Warm Retreat
A modern living room with a grey sofa, black armchair, and a round coffee table with a plant. A flat-screen TV is mounted on the wall, and there are two windows with blinds.

15. Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
Sunlit 1BR Apartment | Warm & Welcoming Space
Private kitchen

16. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is HK$983
HK$3,413 total
includes taxes & fees
4 Nov - 5 Nov
Peaceful Boho Retreat | Free Private Parking
A bedroom with a bed, a window with blinds, a door, a bedside table, and a mirror.

17. Private Apartment in Fulton Market

Private Apartment in Fulton Market
West Town
Private Apartment in Fulton Market
A balcony with outdoor furniture, an air conditioning unit, and a view of neighboring buildings.

18. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is HK$2,305
HK$5,005 total
includes taxes & fees
27 Oct - 28 Oct
Boho City Escape | Parking + Balcony
A living room with a sofa, coffee table, TV, and a ceiling fan.

19. 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 hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

20. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (26 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 HK$1,436
HK$1,928 total
includes taxes & fees
25 Oct - 26 Oct
LIVN West Loop Chicago Queen Superior Studio
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

Chicago Parthenon Hostel

Chicago Parthenon Hostel

10/10 Excellent
"I enjoyed my stay! FYI this place is not ADA friendly at all. I had to do 2 flights of stairs! Other than that this was a great place to stay overnight! Clean place comfortable bed and clean showers! Very nice for the price!"
Verna 1-night trip
Posted 12 hours ago
Chicago Parthenon Hostel

Find out more about West Side

West Side Apartments information

Number of reviews
84
Accommodation
232 Apartments
Lowest Price
HK$1,413
Highest Price
HK$5,005

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