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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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$471
HK$1,626 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Urban View Retreat Near Downtown - Sleeps 7
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

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 HK$910
HK$2,122 total
includes taxes & fees
29 Oct - 30 Oct
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.
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 HK$808
HK$1,684 total
includes taxes & fees
19 Nov - 20 Nov
Flexhome East Village • Modern 2BR • Quiet Street
A modern kitchen with a central island, stainless steel dishwasher, pendant lighting, and hardwood flooring.

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 HK$734
HK$1,490 total
includes taxes & fees
10 Nov - 11 Nov
Flexhome West Town Spacious 2BR Duplex · Sleeps 8
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.

6. 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
Private kitchen

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

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is HK$894
HK$1,995 total
includes taxes & fees
11 Nov - 12 Nov
Convenient 2BR Apt w/ In-Unit Laundry
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 HK$1,560
HK$3,610 total
includes taxes & fees
7 Nov - 8 Nov
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.

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 dining area with a table set for two, a bottle of wine, and a candle. A cityscape view is visible through a window.

10. Pilsen Sweet Life Up High

Pilsen Sweet Life Up High
Lower West Side
The price is HK$984
HK$2,131 total
includes taxes & fees
10 Nov - 11 Nov
Pilsen Sweet Life Up High
A modern living room with a sofa, coffee table, and artwork on the walls.

11. 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.
Peaceful Zen Flat | 2BR Oasis with Free Parking
A modern kitchen with a central island, stainless steel appliances, and a brick backsplash.

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$1,084
HK$3,538 total
includes taxes & fees
3 Nov - 4 Nov
Modern Zen Retreat mins from Downtown
A modern kitchen with grey cabinetry, a central island, and a built-in dishwasher.

13. 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 modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

14. Boho City Escape | Parking + Balcony

Boho City Escape | Parking + Balcony
West Town
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.

15. 1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
The price is HK$1,200
HK$2,725 total
includes taxes & fees
10 Nov - 11 Nov
1BR Modern Luxe Apt with In-Unit Laundry
A hallway with a wooden floor, a white rug, and framed artwork on the walls.

16. 4BR Flat By Douglass Park & Transit - Free parking

4BR Flat By Douglass Park & Transit - Free parking
Lawndale
The price is HK$1,241
HK$3,078 total
includes taxes & fees
3 Nov - 4 Nov
4BR Flat By Douglass Park & Transit - Free parking
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.

17. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (29 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$1,918 total
includes taxes & fees
1 Nov - 2 Nov
LIVN West Loop Chicago Queen Superior Studio
A modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

18. Peaceful Boho Retreat | Free Private Parking

Peaceful Boho Retreat | Free Private Parking
West Town
The price is HK$974
HK$3,402 total
includes taxes & fees
3 Nov - 4 Nov
Peaceful Boho Retreat | Free Private Parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

19. 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.
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

Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

10/10 Excellent
"Excellent visit and stay!!!!"
robert 3-night trip
Posted 4 hours ago
Hotel Chicago West Loop, SureStay Collection by Best Western

Find out more about West Side

West Side Apartments information

Number of reviews
113
Accommodation
232 Apartments
Lowest Price
HK$1,490
Highest Price
HK$3,610

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