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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for West Side apartments

Living area

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 CA $90
CA $296 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Urban View Retreat Near Downtown - Sleeps 7
A modern living room with a sofa, a TV, and a dining area with stools.

2. 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 $151
CA $367 total
includes taxes & fees
Oct 27 - Oct 28
3BR Complete and Spacious Apartment in Ideal Spot
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

3. 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.
The price is CA $244
CA $513 total
includes taxes & fees
Nov 21 - Nov 22
Cozy Luxury 1BR - 10 Min to Downtown Chicago
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a window above the sink.

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

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (27 reviews)
"Great location! "
United States
Andrea B.
The price is CA $113
CA $260 total
includes taxes & fees
Oct 28 - Oct 29
Flexhome East Village • Modern 2BR • Quiet Street
A modern living room with a sofa, armchair, and a desk with a chair.

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

Flexhome West Town Spacious 2BR Duplex · Sleeps 8
West Town
8.0 out of 10, Very good, (1 review)
"We really liked staying at this property and would do so again in a heartbeat except for one major hesitation. The AC unit condensate pipe had come loose and was pouring water into the floorboard downstairs. Meaning most of our stay wound up with the basement being extremely humid and damp and generally not pleasant to be in. We notified the host promptly and it took 2 days for the landlord to have maintenance come out and address the issue once it was addressed. Everything was good from there...
United States
Lucas C.
The price is CA $131
CA $266 total
includes taxes & fees
Nov 10 - Nov 11
Flexhome West Town Spacious 2BR Duplex · Sleeps 8
A modern kitchen with stainless steel appliances, white cabinetry, and a black stove.

6. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (2 reviews)
"This made our stay in Chicago very relaxing. Everything was as expected and I do not have any complaints! Would definitely stay here again!"
United States
Matthew H.
The price is CA $196
CA $411 total
includes taxes & fees
Nov 2 - Nov 3
2BR Apt with 2 Baths & Laundry
A modern kitchen with a dining area, a foosball table, and a view of the outdoors.

7. 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.
The price is CA $135
CA $342 total
includes taxes & fees
Oct 28 - Oct 29
Modern Pilsen 3BR - Near Downtown - Sleeps 10
Private kitchen

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is CA $158
CA $355 total
includes taxes & fees
Nov 11 - Nov 12
Convenient 2BR Apt w/ In-Unit Laundry
A room with a checkered table, a potted plant, and a bunk bed in the background.

9. 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 CA $144
CA $467 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown
A bedroom with a bed, a desk, a chair, a TV, and a window with blinds.

10. 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 $113
CA $260 total
includes taxes & fees
Nov 2 - Nov 3
Flexhome Wicker Park • Stylish 2BR • Sleeps 6
A dining area with a table set for two, a bottle of wine, and a candle. A cityscape view is visible through a window.

11. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is CA $176
CA $382 total
includes taxes & fees
Nov 9 - Nov 10
Pilsen Sweet Life Up High
A modern living room with a sofa, coffee table, and artwork on the walls.

12. 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 CA $194
CA $623 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Zen Flat | 2BR Oasis with Free Parking
A modern kitchen with a central island, stainless steel appliances, and a brick backsplash.

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 CA $194
CA $632 total
includes taxes & fees
Nov 2 - Nov 3
Modern Zen Retreat mins from Downtown
A modern kitchen with grey cabinetry, a central island, and a built-in dishwasher.

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 CA $212
CA $637 total
includes taxes & fees
Oct 27 - Oct 28
Bright & Spacious Boho Oasis: A Warm Retreat
A modern living room with a sofa, coffee table, and bar stools.

15. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
The price is CA $221
CA $670 total
includes taxes & fees
Nov 16 - Nov 17
Boho City Escape | Parking + Balcony
A neatly made bed with pillows, a bedside lamp, a small plant, and a stack of towels on the nightstand.

16. 1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
The price is CA $210
CA $481 total
includes taxes & fees
Oct 27 - Oct 28
1BR Modern Luxe Apt with In-Unit Laundry
A hallway with a wooden floor, a white rug, and framed artwork on the walls.

17. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is CA $222
CA $550 total
includes taxes & fees
Oct 27 - Oct 28
4BR Flat By Douglass Park & Transit - Free parking
A spacious lobby with high ceilings and a skylight, featuring marble columns and a central staircase.

18. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (27 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 CA $256
CA $335 total
includes taxes & fees
Nov 1 - Nov 2
LIVN West Loop Chicago Queen Superior Studio
A modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

19. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is CA $177
CA $604 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Boho Retreat | Free Private Parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

20. 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 CA $273
CA $678 total
includes taxes & fees
Oct 30 - Oct 31
Patio | 15 min Downtown & United Ctr+King Bed, CTA
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

Hyatt Place Chicago Medical/University District

Hyatt Place Chicago Medical/University District

8/10 Good
"Stayed for 2 nights traveling from Ohio for a concert had never stayed in Chicago before the hotel was enough to keep us comfortable historic building with updates note. Staff was great"
Karma 2-night trip
Posted less than an hour ago
Hyatt Place Chicago Medical/University District

Find out more about West Side

West Side Apartments information

Number of reviews
113
Accommodation
232 Apartments
Lowest Price
CA $260
Highest Price
CA $678

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