Apartments in West Side

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Apartments in West Side

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (35)
"Overall a great place that was super convenient, comfortable, and exactly what we were looking for!"
Remodeled West Loop Apartment Near United Center

Beautiful Downtown 3BR with Free Parking

9.6 out of 10, Exceptional, (17)
"Very clean, good entry instructions, GREAT location in West Loop."
Beautiful Downtown 3BR with Free Parking

Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

9.8 out of 10, Exceptional, (83)
"Great location - convenient to two L-stops, large park down the street, and good, inexpensive restaurants nearby. Perfect for short stay."
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

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

10.0 out of 10, Exceptional, (286)
"Our family had a very nice stay. Clean and comfortable. There are lots of great places to eat right outside your door. Excellent location for seeing Chicago."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6

10.0 out of 10, Exceptional, (8)
"Awesome property."
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6

4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

9.4 out of 10, Exceptional, (10)
"The property was exactly as pictured and very clean. Great location! We would absolutely stay here again!"
4 Bedroom Penthouse Loft in Heart of Wicker Park with Parking

Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover

8.0 out of 10, Very good, (15)
"Excellent ,nice and quiet area. Liked the safe and security of exiting and entering the property."
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (39)
"this apartment was super comfy and was super convenient; it made my trip super easy"
Entire Below Level Studio w/ Private Sauna

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (133)
"Nice 3 bedroom, 2 bath in a quiet neighborhood The three of us loved this clean and cozy apartment. "
1F Chicago's Little italy Graystone nearDowntown

5 Mi to Dtwn: Ukrainian Village Apartment!

8.8 out of 10, Excellent, (3)
"Great location with tons of restaurants within walking distance. Public transportation (bus line) picks up nearby and easy to use. Not hard to find parking nearby. Even though property is located above a restaurant, you would not know it. Property was spacious, clean."
5 Mi to Dtwn: Ukrainian Village Apartment!

Pilsen Chicago's Art District Apartment

8.0 out of 10, Very good, (1)
"Nice, cozy little space. Host was most responsive. Kitchenette area was small but good enough. She had left some food (noodles & oatmeal packets a nice variety of granola bars for us to partake, which was a nice touch. The only reason for an overall rating of four stars out of five was that we were three adults, and while the couch did make for a bed, that was not comfortable enough by any means. In fairness, the host did bring out an inflatable air bed, but sadly that too had a slow leak, and...
Pilsen Chicago's Art District Apartment

Chi-Town Chill - Get Anywhere in the City from This Perfectly Located Duplex by AllSet Turnover

10.0 out of 10, Exceptional, (5)
"Comfortable and very spacious, and LOVED the attached garage in the back!"
Chi-Town Chill - Get Anywhere in the City from This Perfectly Located Duplex by AllSet Turnover

Go Out or Stay In... This Property Has Everything You Need for a Perfect Visit - Just Steps from Humboldt Park by AllSet Turnover

8.8 out of 10, Excellent, (6)
"This place had exactly what we needed: space for us to spread out and get away from each other; a full kitchen so we could save some money by eating in; a washer and dryer because my kids are filthy animals; a parking spot which was amazing since we have a disabled child; and a great location right by a big park and tons of food options on Chicago ave, Division, and North ave."
Go Out or Stay In... This Property Has Everything You Need for a Perfect Visit - Just Steps from Humboldt Park by AllSet Turnover

Flexhome Ukrainian Village 2BR D2

10.0 out of 10, Exceptional, (1)
"Wir waren 2 Wochen in dem Apartment und haben es sehr genossen. Alles was mach braucht. Super Kommunikation mit den Vermietern mit detaillierter Beschreibung zum einchecken etc. Würde es immer wieder buchen. "
The price is NZ$570
includes taxes & fees
10 May - 11 May
Flexhome Ukrainian Village 2BR D2

Cozy 2BR haus inn Pilsen with patio and fire pit 🔥

9.2 out of 10, Wonderful, (20)
"Clean, roomy two bedroom with comfy, firm beds. WiFi was pretty slow though. "
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥

Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago

8.0 out of 10, Very good, (1)
"Too much light comes in through the windows, the neighbors below are very noisy. The description says that the apartment has a laundry and it doesn't. But the apartment is nice."
Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago

Trendy Wicker Park Loft with Parking

9.0 out of 10, Wonderful, (2)
"We enjoyed the roominess of the loft and loved having the ability to park in a covered garage. The different bedroom setups worked out perfect for our family. The location was great for food, drinks, groceries, bus and train."
Trendy Wicker Park Loft with Parking

iKlektik House Chicago

9.6 out of 10, Exceptional, (17)
"It is a nice space, comfortable bed, good location..We would stay again!"
iKlektik House Chicago

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

10.0 out of 10, Exceptional, (11)
"Great location. Property manager was quick with responses to any of our questions"
Quiet Oasis Only Minutes from Downtown - Friendly Neighborhood! by AllSet Turnover

Flexhome Wicker Park 2BR DV3

10.0 out of 10, Exceptional, (1)
"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 NZ$262
includes taxes & fees
1 May - 2 May
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.
Don't see what you're looking for?
See all available properties in West Side
Save an average of 15% on thousands of hotels when you're signed in

Other property types in West Side

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is NZ$269
includes taxes & fees
26 May - 27 May
Sonder Market Hall

Sonder The Burnham Apartments

3.5 star property
9.0 out of 10, Wonderful, (163)
"Easy and great for extended stay."
The price is NZ$282
includes taxes & fees
27 May - 28 May
Sonder The Burnham Apartments

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (154)
"Another amazing stay in Little Italy!"
The Neighborhood Hotel-Little Italy
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.