Search Apartment Rentals in West Side

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
In one month
Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Browse Select West Side Apartments

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

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

10.0 out of 10, Exceptional, (275)
"In town for an event, the amenities and neighbourhood were very nice, the only down side was the noise considering that a we had early morning obligations"
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1F Chicago's Little italy Graystone nearDowntown
Exterior

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (124)
"Clearly a lot of thought went into preparing the property and provided a beautiful place to come back to after being out all day. "
1F Chicago's Little italy Graystone nearDowntown
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (33)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Point of interest

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (222)
"I’ve stayed at this host’s properties several times, and the places are all lovely and welcoming with lots of extra touches and conveniences!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Entire Below Level Studio w/ Private Sauna
Property grounds

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (31)
"We loved the area and the place was easy to navigate as well as clean. LOVE the sauna. We will definitely be reaching back out when we visit in the spring."
Entire Below Level Studio w/ Private Sauna
Go Out or Stay In... This Property Has Everything You Need for a Perfect Visit - Just Steps from Humboldt Park by AllSet Turnover
Interior

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)
"Getting into the townhome was horrible . Code to open the gate was not working and also the key to get into the back door didn’t work. It took over an hour for someone to come let us into the unit. No Toilet paper, battery low in the firearm. Alarmed beeped all night. Sink in the basement bathroom was plugged up . "
Go Out or Stay In... This Property Has Everything You Need for a Perfect Visit - Just Steps from Humboldt Park by AllSet Turnover
Beautiful Downtown 3BR with Free Parking
Smart TV, fireplace

Beautiful Downtown 3BR with Free Parking

9.4 out of 10, Exceptional, (16)
"Great location with parking! Easy to walk to restaurants/bars. Location location location! "
Beautiful Downtown 3BR with Free Parking
UIC / Little Italy - Charming 1 Bed 1 Bath Apt. WITH FREE PARKING!
Exterior

UIC / Little Italy - Charming 1 Bed 1 Bath Apt. WITH FREE PARKING!

2.0 star property
UIC / Little Italy - Charming 1 Bed 1 Bath Apt. WITH FREE PARKING!
Rooftop, Balcony, 1 Garage Parking, Sleeps 6!
Terrace/patio

Rooftop, Balcony, 1 Garage Parking, Sleeps 6!

10.0 out of 10, Exceptional, (1)
"Very comfortable great location nice extras coffee bar toiletries. The only suggestion would be to check up on cleaning service. "
Rooftop, Balcony, 1 Garage Parking, Sleeps 6!
Cozy 2BR haus inn Pilsen with patio and fire pit 🔥
Terrace/patio

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 🔥
Stay in “STYLE” Apartment, close to CHI downtown
Fridge, microwave, oven, dishwasher

Stay in “STYLE” Apartment, close to CHI downtown

9.8 out of 10, Exceptional, (74)
"So close to everything good, nice space. "
Stay in “STYLE” Apartment, close to CHI downtown
Central Chicago Suite2 Access to Patio!
Terrace/patio

Central Chicago Suite2 Access to Patio!

8.8 out of 10, Excellent, (8)
"Overall a great place to stay. Very clean and very responsive!"
Central Chicago Suite2 Access to Patio!
Luxury Fulton Market Penthouse Amazing City Views
Fitness facility

Luxury Fulton Market Penthouse Amazing City Views

9.6 out of 10, Exceptional, (20)
"This place had plenty of space, comfortable bedding, and is in a great location (Fulton market). We had a large group coming in from out of town for a yearly conference, and the place had plenty of room to accommodate us all. I was fairly impressed with how comfortable the beds were as well as the number of bathrooms available in the unit. It’s hard to find such a large place to accommodate 16+ people in the city, but this one felt plenty spacious! I’d definitely book again if we choose to have...
Luxury Fulton Market Penthouse Amazing City Views
Stunning 2 Floor Penthouse Downtown
Fridge, microwave, oven, stovetop

Stunning 2 Floor Penthouse Downtown

9.0 out of 10, Wonderful, (6)
"Great stay with friends! "
Stunning 2 Floor Penthouse Downtown
Cosy & fully furnished bedroom near medical district/UIC
Fridge, microwave, oven, stovetop

Cosy & fully furnished bedroom near medical district/UIC

9.8 out of 10, Exceptional, (6)
"It was a wonderful place, and easy check in process. Just keep your street smarts near Polk St"
Cosy & fully furnished bedroom near medical district/UIC
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Smart TV, printers

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

8.8 out of 10, Excellent, (23)
"Great place to stay, close to downtown. Clean comfortable beds. "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Immaculate Brand New Condo Downtown!
TV

Immaculate Brand New Condo Downtown!

9.6 out of 10, Exceptional, (8)
"3 Highschool friends in their 70’s checking off their bucket list "
Immaculate Brand New Condo Downtown!
Spacious Condo w/ Deck ~ 3 Mi to Downtown Chicago!
TV, fireplace

Spacious Condo w/ Deck ~ 3 Mi to Downtown Chicago!

10.0 out of 10, Exceptional, (8)
"Great for a weekend trip to go to an event at United Center. "
Spacious Condo w/ Deck ~ 3 Mi to Downtown Chicago!
Hot spot! Trendy & Luxe 2BR/2BA apt - West Town - Near Train
Terrace/patio

Hot spot! Trendy & Luxe 2BR/2BA apt - West Town - Near Train

Hot spot! Trendy & Luxe 2BR/2BA apt - West Town - Near Train
Fulton Market PH-1K Guest Approved-Fireplace Deck
3 bedrooms, iron/ironing board, WiFi, bed sheets

Fulton Market PH-1K Guest Approved-Fireplace Deck

2.0 star property
10.0 out of 10, Exceptional, (1)
"My friends and I can not get enough of the amazing view at the 33rd floor. Our stay was great and we will be returning!"
Fulton Market PH-1K Guest Approved-Fireplace Deck
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
Sign in
Sign up, it's free

Other property types in West Side

Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (257)
"It was wonderful!"
The price is CA $160
CA $188 total
includes taxes & fees
Mar 13 - Mar 14
Sonder Market Hall
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (140)
"My unit was very nice and more than perfect for my needs. It was spacious and quiet. There is little going on in the area in the evenings which I found a bit unnerving as an older adult. You know - there's safety in numbers! "
The price is CA $178
CA $209 total
includes taxes & fees
Feb 28 - Mar 1
Sonder The Burnham Apartments
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (130)
"I love it"
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.