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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select West Side Apartments

Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is £171
includes taxes & fees
20 Aug - 21 Aug
Stylish 1BR in West Loop
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is £180
includes taxes & fees
25 Aug - 26 Aug
West Loop Living – Bright 1BR
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is £177
includes taxes & fees
25 Aug - 26 Aug
Sun-Drenched 1BR Apartment
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is £173
includes taxes & fees
25 Aug - 26 Aug
1BR Modern Luxe Apt with In-Unit Laundry
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

10.0 out of 10, Exceptional, (5)
"Very nice apartment close to downtown!"
The price is £157
includes taxes & fees
2 Sept - 3 Sept
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
Fridge, microwave, oven, stovetop

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

2.0 star property
The price is £246
includes taxes & fees
26 Aug - 27 Aug
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
NEW Private West Loop 1br with Backyard near Green Line and CTA
Fridge, microwave, oven, stovetop

NEW Private West Loop 1br with Backyard near Green Line and CTA

9.0 out of 10, Wonderful, (2)
"The apartment was clean and the host was very responsive and helpful. "
The price is £155
includes taxes & fees
9 Sept - 10 Sept
NEW Private West Loop 1br with Backyard near Green Line and CTA
Spacious 3-bedroom apartment near downtown, FREE PARKING
Private kitchen

Spacious 3-bedroom apartment near downtown, FREE PARKING

8.6 out of 10, Excellent, (4)
"Extremely clean space that was perfect for our group. We didn't spend a lot of time in the home during our stay, but when we did it was fantastic. Only minor gripe would be the upstairs neighbors, they were occasionally quite loud and woke us up a few times in the middle of the night. Would absolutely stay here again, if/when we come back to the area."
The price is £268
includes taxes & fees
19 Aug - 20 Aug
Spacious 3-bedroom apartment near downtown, FREE PARKING
Flexhome Wicker Park 2BR DV3
Fridge, microwave, oven, stovetop

Flexhome Wicker Park 2BR DV3

9.6 out of 10, Exceptional, (4)
"We enjoyed our stay! The apartment is nice, clean, and well stocked. The location is central to many things and made getting around town easy. Whenever we had a question, our hosts answered quickly. Recommend a stay here for anyone visiting Chicago"
The price is £128
includes taxes & fees
24 Aug - 25 Aug
Flexhome Wicker Park 2BR DV3
3BR Complete and Spacious Apt
TV

3BR Complete and Spacious Apt

10.0 out of 10, Exceptional, (2)
"Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. "
The price is £191
includes taxes & fees
19 Aug - 20 Aug
3BR Complete and Spacious Apt
Bright & Roomy 4BR in Pilsen

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is £300
includes taxes & fees
19 Aug - 20 Aug
Bright & Roomy 4BR in Pilsen
Your Perfect 2BR Home w/ Parking
Fridge, microwave, oven, stovetop

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is £191
includes taxes & fees
1 Sept - 2 Sept
Your Perfect 2BR Home w/ Parking
Your 2BR Home in the City
TV

Your 2BR Home in the City

10.0 out of 10, Exceptional, (1)
"Visited my daughter who lives near by in Ukrainian Village Everything was great! Would definitely stay again "
The price is £183
includes taxes & fees
2 Sept - 3 Sept
Your 2BR Home in the City
Upscale 4BR Retreat: Wicker Park
Fridge, microwave, oven, stovetop

Upscale 4BR Retreat: Wicker Park

9.0 out of 10, Wonderful, (4)
"Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again! "
The price is £302
includes taxes & fees
25 Aug - 26 Aug
Upscale 4BR Retreat: Wicker Park
Spacious 4BR Near Wicker Park
Fridge, microwave, oven, stovetop

Spacious 4BR Near Wicker Park

10.0 out of 10, Exceptional, (2)
"Had an amazing stay at this Vrbo. Very cozy and comfortable for everyone!"
The price is £302
includes taxes & fees
26 Aug - 27 Aug
Spacious 4BR Near Wicker Park
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
Interior

5 Mins to Downtown CHI Sleeps 10 - Parking + Games

5 Mins to Downtown CHI Sleeps 10 - Parking + Games
Luxurious, Cozy Beauty 10 min from Downtown Chicago
Fridge, microwave, oven, stovetop

Luxurious, Cozy Beauty 10 min from Downtown Chicago

9.6 out of 10, Exceptional, (4)
"Very clean, owner readily available quick response with questions such as parking"
Luxurious, Cozy Beauty 10 min from Downtown Chicago
Urban Comfort • 2BR in West Town
2 bedrooms, iron/ironing board, travel cot, WiFi

Urban Comfort • 2BR in West Town

10.0 out of 10, Exceptional, (2)
"Very clean. Host was exceptionally communicative. Would stay again!"
The price is £183
includes taxes & fees
2 Sept - 3 Sept
Urban Comfort • 2BR in West Town
Flexhome East Village 2BR H1
Fridge, microwave, oven, stovetop

Flexhome East Village 2BR H1

10.0 out of 10, Exceptional, (2)
"great place! clean, comfortable, safe and in a great area! highly recommend. "
Flexhome East Village 2BR H1
Flexhome Wicker Park 2BR DV3
Fridge, microwave, oven, stovetop

Flexhome Wicker Park 2BR DV3

9.0 out of 10, Wonderful, (2)
"Great place at a great price. Please be sure to read parking signs twice as we did wake up to our vehicle having been towed even though we paid for parking at the parking box. Will rent again if back in the area!"
The price is £128
includes taxes & fees
24 Aug - 25 Aug
Flexhome Wicker Park 2BR DV3
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

The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

10/10 Excellent
"The Arlo was an amazing hotel in the heart of downtown Chicago. A wonderful, clean, friendly place to stay."
Arlo 3-night trip
Posted 19 hours ago
The Neighborhood Hotel-Little Italy