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

Apartments in West Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for West Side apartments

A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

1. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is NZ$564
includes taxes & fees
29 Aug - 30 Aug
LIVN West Loop Chicago Classic Queen Studio
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.

2. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (19 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is NZ$409
includes taxes & fees
24 Aug - 25 Aug
LIVN West Loop Chicago Queen Superior Studio
A modern living room with a sofa, armchair, coffee table, and a TV mounted on a wooden wall.

3. 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 NZ$303
includes taxes & fees
31 Aug - 1 Sept
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

4. Luxurious, Cozy Beauty 10 min from Downtown Chicago

Luxurious, Cozy Beauty 10 min from Downtown Chicago
Lawndale
7.6 out of 10, Good, (11 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 NZ$339
includes taxes & fees
25 Aug - 26 Aug
Luxurious, Cozy Beauty 10 min from Downtown Chicago

5. 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.
Bright & Spacious Boho Oasis: A Warm Retreat
A room with a checkered table, a potted plant, and a bunk bed in the background.

6. 10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades

10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
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$585
includes taxes & fees
14 Sept - 15 Sept
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
A modern kitchen with a large island, coffee maker, and a view of the city.

7. 5 Mins to Downtown CHI Sleeps 10 - Parking + Games

5 Mins to Downtown CHI Sleeps 10 - Parking + Games
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.
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

8. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is NZ$614
includes taxes & fees
30 Aug - 31 Aug
LIVN West Loop Chicago King Studio
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.
The price is NZ$410
includes taxes & fees
9 Sept - 10 Sept
Flexhome Wicker Park • Stylish 2BR • Sleeps 6

10. Peaceful Zen Flat | 2BR Oasis with Free Parking

Peaceful Zen Flat | 2BR Oasis with Free Parking
West Town
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommended rental. Great location near United Center. Excellent communication from landlord. Free parking! I would stay here again."
United States
DAVID
The price is NZ$735
includes taxes & fees
24 Aug - 25 Aug
Peaceful Zen Flat | 2BR Oasis with Free Parking
A modern living room with a sofa, armchairs, a dining table, and a TV mounted on the wall.

11. Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train

Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
Lawndale
10.0 out of 10, Exceptional, (1 review)
Sleeps 12 - Games - 10 Min to Downtown - Arcades - Walking Distance to Train
A rooftop terrace with a fire pit, seating area, and a city skyline view.

12. 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
9.6 out of 10, Exceptional, (5 reviews)
"Comfortable apartment and the rooftop deck was a great bonus. Street parking was convenient. Would absolutely stay again. "
United States
Dennis R.
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

13. Modern Zen Retreat mins from Downtown

Modern Zen Retreat mins from Downtown
West Town
10.0 out of 10, Exceptional, (1 review)
"Very clean and nice unit! We enjoyed it! It's right across the street from an elementary school so very safe. The neighborhood is quiet. We enjoyed walking around and meeting the friendly neighbors. Close to a Ukraine breakfast place (Ann's Bakery and Deli) and a taco place (Chavas Taco). So easy to talk to and very yummy food. You can park your car in the back, which makes getting in and out easy."
United States
Haipeng C.
The price is NZ$787
includes taxes & fees
21 Sept - 22 Sept
Modern Zen Retreat mins from Downtown

14. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is NZ$910
includes taxes & fees
21 Sept - 22 Sept
Boho City Escape | Parking + Balcony
A modern living room with a sofa, armchair, coffee table, and a TV mounted on a wooden wall.

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

Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6
West Town
8.0 out of 10, Very good, (1 review)
"On busy street so was a little noisy."
United States
Diane M.
Flexhome Ukrainian Village • 2BR • Convenient Walkability · Sleeps 6

16. Zen City Escape | Patio + Free Parking

Zen City Escape | Patio + Free Parking
West Town
10.0 out of 10, Exceptional, (3 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 NZ$783
includes taxes & fees
21 Sept - 22 Sept
Zen City Escape | Patio + Free Parking
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.

17. Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10

Modern 3 BR Apt - 5 Mins to 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.
The price is NZ$593
includes taxes & fees
7 Sept - 8 Sept
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
A modern room with a sofa, a dining table, and a window with a view of buildings.

18. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (11 reviews)
"Great property"
United States
duane
The price is NZ$1,354
includes taxes & fees
29 Aug - 30 Aug
LIVN West Loop Chicago 2 BR City View
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 Apt 3 Bedrooms

Modern Pilsen Apt 3 Bedrooms
Lower West Side
5.0 out of 10, (2 reviews)
"Everything was wonderful except the bathroom. When we checked in there was quite a bit of hair on the floor of the bathroom and in the tub. Everything else was very clean. Beds comfortable. Water pressure good. Felt safe in the area. Hard to find a parking spot Friday night. The kids had fun with all the games. "
United States
Naomi D.
Modern Pilsen Apt 3 Bedrooms

20. The Boho House • Two Private Suites + Parking

The Boho House • Two Private Suites + Parking
West Town
The price is NZ$1,367
includes taxes & fees
31 Aug - 1 Sept
The Boho House • Two Private Suites + Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Side Hotel Reviews

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

10/10 Excellent
"The breakfast was wonderful. Lots of other shops and food within walking distance."
JEREMIAH 1-night trip
Posted 1 hour ago
Hampton Inn & Suites Chicago Medical District UIC

Find out more about West Side

West Side Apartments information

Number of reviews
72
Accommodation
274 Apartments
Lowest Price
NZ$303
Highest Price
NZ$1,367

Explore a world of travel with Expedia