Apartments in West Side

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Apartments in West Side

Your Perfect 2BR Home w/ Parking
Relax in a spacious living area with a comfortable sofa and dining table, and enjoy a convenient kitchen with microwave, stove, and sink.

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (1)
"Our stay was great, the apartment was close to the bus line and the train. The beds were very comfortable and it was a good size for our family. It was nice to have the off street parking in the back although the rear entrance was a bit disheveled. The building was secure but not entirely sound proof, but that is expected in a basement appartment. I would stay here again on a trip to Chicago. "
The price is NZ$349
includes taxes & fees
6 Aug - 7 Aug
Your Perfect 2BR Home w/ Parking
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Interior

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

2.0 out of 10, (1)
"We showed up with our two grandchildren. The host does not have a working phone number in the account by the way. He said we didn’t actually have a reservation and would not give us access. We were left to find a hotel. Do not recommend 100%. "
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
Bright & Roomy 4BR in Pilsen
Enjoy cooking and dining in this well-equipped kitchen with a refrigerator, microwave, and oven.

Bright & Roomy 4BR in Pilsen

10.0 out of 10, Exceptional, (3)
"We had a great time and the host was very responsive. Pilsen is a great neighborhood, very safe, and super close to down town."
The price is NZ$413
includes taxes & fees
27 July - 28 July
Bright & Roomy 4BR in Pilsen
1F Chicago's Little italy Graystone nearDowntown
Stately entrance with a black door, flanked by white columns and a potted plant with vibrant flowers.

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (146)
"This is an awesome place to stay in Chicago."
1F Chicago's Little italy Graystone nearDowntown
Spacious 3-bedroom apartment near downtown, FREE PARKING
Enjoy cooking in this kitchen with a central island, microwave, and coffee maker.

Spacious 3-bedroom apartment near downtown, FREE PARKING

10.0 out of 10, Exceptional, (1)
"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 NZ$653
includes taxes & fees
29 July - 30 July
Spacious 3-bedroom apartment near downtown, FREE PARKING
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Relax in this serene space with a large bed and two bedside lamps.

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (297)
"Very clean, nice amenities, excellent designated parking..we have a ford flex...large car. "
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Spacious & private! Free parking! Great location!
Kitchen features a stainless steel refrigerator, oven, microwave, and sink with a faucet, along with white cabinetry and a black countertop.

Spacious & private! Free parking! Great location!

10.0 out of 10, Exceptional, (20)
"Good location and hosts were very responsive."
Spacious & private! Free parking! Great location!
Your 2BR Home in the City
2 bedrooms, iron/ironing board, travel cot, WiFi

Your 2BR Home in the City

The price is NZ$344
includes taxes & fees
27 July - 28 July
Your 2BR Home in the City
Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover
Classic townhouses with stone foundations and white trim, set amidst mature trees and well-maintained greenery.

Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover

10.0 out of 10, Exceptional, (15)
"a clean and cozy basement apartment. I was verypleased with the property."
Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
Relax in this stylish living room with a large sofa, a comfortable chair, and a potted plant.

Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area

9.0 out of 10, Wonderful, (7)
"We had a great time this weekend. Nice place to stay and close to our parking garage for Fan Fest. Might add some washcloths with the large bathroom towels. Would stay again. Thanks."
Cozy 2-bedroom apartment in welcoming Chicago in the Wicker Park area
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!
Enjoy cooking in this well-lit kitchen with sleek cabinetry, a refrigerator, and oven.

4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!

10.0 out of 10, Exceptional, (3)
"We stayed here for 4 days and our stay was awesome. Matthew was super responsive for all our queries. "
4 br/3ba, Great for Large Groups, Garage Parking. Spacious and updated!
Upscale 4BR Retreat: Wicker Park
Kitchen features a microwave, stove, oven, and sink with a faucet.

Upscale 4BR Retreat: Wicker Park

8.0 out of 10, Very good, (1)
"Communication was fantastic. The back area kinda creepy to enter in, especially at night, but the apartment was beautiful. It would be a neat idea to clean up the basement outdoor area for a sitting area. "
Upscale 4BR Retreat: Wicker Park
LOCATION! Mins to downtown! Fulton mkt/ Noble Square, FREE PARKING & LAUNDRY
Efficient kitchen with white cabinetry, stainless steel appliances, and ample storage.

LOCATION! Mins to downtown! Fulton mkt/ Noble Square, FREE PARKING & LAUNDRY

9.6 out of 10, Exceptional, (20)
"The place was super convenient to places in chicago. Super easy ck in and communication was great"
LOCATION! Mins to downtown! Fulton mkt/ Noble Square, FREE PARKING & LAUNDRY
Million Dollar Views! Luxury Downtown Skyhouse!
Located in a bustling urban area, this high-rise building offers a unique architectural design with a stepped structure.

Million Dollar Views! Luxury Downtown Skyhouse!

10.0 out of 10, Exceptional, (109)
"Wonderful location great views lovely apartment would definitely recommend staying at this apartment "
Million Dollar Views! Luxury Downtown Skyhouse!
Relaxing Studio with Private Patio Downtown Chicago
Relax by the pool with a view of the city.

Relaxing Studio with Private Patio Downtown Chicago

10.0 out of 10, Exceptional, (2)
"Lovely, clean, great amenities. I appreciated the good communication with the host!"
Relaxing Studio with Private Patio Downtown Chicago
Remodeled West Loop Apartment Near United Center
Enjoy a cozy evening by the fireplace, with a flat-screen TV and comfortable seating area.

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (44)
"This apartment is very close to downtown with easy parking right outside! The unit is very well maintained with spacious rooms and amenities! The host has thought of everything to make it feel like your own home! Would love to come back and stay here again!"
Remodeled West Loop Apartment Near United Center
The Neighborhood Hotel - Little Italy Two Bedroom
Welcome to The Neighborhood Hotel, where guests enter through a striking black brick facade with the hotel's name prominently displayed.

The Neighborhood Hotel - Little Italy Two Bedroom

10.0 out of 10, Exceptional, (3)
"Good location, very clean and well sized rooms. Imediate responses back from owner was appreciated."
The Neighborhood Hotel - Little Italy Two Bedroom
Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover
Relax in this inviting living room with a plush armchair, comfortable sofa, and dining area.

Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover

10.0 out of 10, Exceptional, (4)
"A fun place to stay with friends while visiting Chicago. The apartment is within walking distance of great coffee shops, bars, and bookstores—perfect for exploring the neighborhood on foot."
Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
Enjoy meals in this stylish dining area with a long table, comfortable chairs, and a beautiful centerpiece.

4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

9.4 out of 10, Exceptional, (10)
"Clean, cool sports memorabilia, great location!"
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking
Entire Below Level Studio w/ Private Sauna
Residents and visitors can enjoy a serene garden area with lush plants, a decorative fence, and a stone pathway.

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (52)
"Excellent property with amazing hosts. "
Entire Below Level Studio w/ Private Sauna
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

10/10 Excellent
"Great staff and all around great hotel!!"
Sara 2-night trip
Posted 10 hours ago
Hyatt Place Chicago Medical/University District