Search Apartments in Chicago

Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 1921 Apartments in Chicago with updated reviews, rates, and availability.

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, (277)
"The apartment was very cute and clean, had all the necessities we needed and then more! We really appreciated the set up. The neighborhood is great and safe as well! "
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, (125)
"One of the best VRBOs I’ve been in! "
1F Chicago's Little italy Graystone nearDowntown
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Beach

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

9.8 out of 10, Exceptional, (132)
"Couldn’t have asked for a better experience. I was looking for a place to stay while visiting my daughter who lives in the dorms at DePaul, after figuring out there really aren’t hotels close by. The space was clean, well maintained and nicely updated, check in was seamless and communication was great, plenty of space for my daughter and I to hang out and enjoy some carryout together. The location was ideal, a few minutes to walk to multiple coffee options, 15 minutes to my daughters dorm so we...
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (133)
"We’ll make this our home away from home whenever we get back to Wrigleyville. Enjoyed a family/friends reunion for a week. Great location and great host. The roomy flat has everything one needs to be comfortable. We enjoyed great food from Wrigleyville Dogs (next door) including delicious Greek gyro sandwiches and also made home cooked meals in a fully equipped kitchen. Awesome experience - highly recommend."
Walk to Wrigley Field/Monthly Discounts Available
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Smart TV, fireplace, printers

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (5)
"This apartment has almost everything you could hope for! From the shoe covers and socks by the front door, to a heated towel rack in the bathroom. The only thing missing is a soaking tub! If you’re looking for a fantastic view of the city with spacious accommodations, look no further! The host was more than accommodating and very quick to reply when I had questions "
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (32)
"I didn’t realize when I booked this unit that I would have to carry my luggage up two flight of stairs. Unit is spacious, bathroom is a little tight the only issue I experienced was NOISE, first two nights it was the heater (I think) the last night I could hear foot steps from above and on the early morning of Monday it sounded like construction. Location is great if you want to be steps from high end shopping and restaurants. "
Chic & Historic Apartment Steps from Mag Mile
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
Exterior

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

10.0 out of 10, Exceptional, (168)
"Hosts were responsive to our needs. Perfect location for our stay"
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.8 out of 10, Exceptional, (6)
"My wife and I were attending a show and stayed for a night. It's fairly close to the Aragon Ballroom and has lots of dining options nearby. The host was attentive and easy to reach. He even shoveled the snow at 11pm; as it had snowed during the show and when it was over several inches had fallen. Well done sir, cleanest walk in the neighborhood.Everything in the apartment was clean and comfortable."
The price is AED 312
AED 878 total
includes taxes & fees
6 Mar - 7 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
Fridge, microwave, oven, stovetop

NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

10.0 out of 10, Exceptional, (1)
"First of all, the pictures does not do this place justice. It was so bright and sunny and well decorated. It was WELL stocked with anything you could think of. And our hostess was the mostess. Thank you again Tori for everything. I just loved the place! Easy parking as well, that's always a plus in my book!"
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
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, (225)
"The villa was the perfect space for our family of 4. We loved exploring the neighborhood and parking was easy to find. My daughters especially appreciated the candy jar ;)"
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, (33)
"A good small apartment in a great area of town. Would have loved to have the heater thermostat control downstairs, to control the temperature as we came int the apartment. As it turns out, the weekend we stayed was frigid cold and we needed the apartment to be warmer throughout. Everything else was perfect."
Entire Below Level Studio w/ Private Sauna
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Fridge, microwave, oven, stovetop

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (103)
"It was exactly as expected. Clean and easy check in and check out well supplied!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
Luxurious HUGE Penthouse with 4000+ Games, Arcades
Smart TV, video games, foosball, books

Luxurious HUGE Penthouse with 4000+ Games, Arcades

10.0 out of 10, Exceptional, (1)
"The spot was wonderfuke management was responsive. The space was big and comfortable. Games were available. We did have to deal with missing players ok fusball table and pool may need new accessories but we still enjoyed our time there overall i would recomended. When i advised management of fusball table thry offered to send someone, so props to their respokse time."
Luxurious HUGE Penthouse with 4000+ Games, Arcades
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Smart TV, DVD player, books, stereo

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (43)
"Loved the art, books, games, comfy mattresses, clean linens… this place has it all!"
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Smart TV

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
5 Bedroom Wrigleyville experience right by stadium
Outdoor dining

5 Bedroom Wrigleyville experience right by stadium

10.0 out of 10, Exceptional, (49)
"The property was spacious, clean and was in an excellent location for walking to restaurants and having food delivered and using ride share. Parking was very easy and the beds were all very comfortable. "
5 Bedroom Wrigleyville experience right by stadium
Clarendon Hills Garden
Exterior

Clarendon Hills Garden

9.6 out of 10, Exceptional, (5)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden
2 New Construction Suites Same Place
TV

2 New Construction Suites Same Place

9.2 out of 10, Wonderful, (19)
"Great place to stay. Parking was great. Nice to have both places and the whole floor!"
2 New Construction Suites Same Place
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 Chicago
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 Chicago

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (691)
"The staff were very hospitable and made the stay much enjoyable."
The price is AED 465
AED 654 total
includes taxes & fees
12 Mar - 13 Mar
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (442)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is AED 339
AED 398 total
includes taxes & fees
27 Mar - 28 Mar
Sonder South Wabash
Sonder The Burnham Apartments
Marina

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (145)
"Beautiful apartment! Very quiet area "
The price is AED 461
AED 541 total
includes taxes & fees
1 Apr - 2 Apr
Sonder The Burnham Apartments
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.

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You can search through 2559 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Soldier Field are favorite places to discover.
How do you know if an apartment is the right choice for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Chicago?
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago: Located in Austin neighborhood. Free WiFi, separate dining areas, and Smart TVs are included. 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place: Neighborhood: Near West Side. Includes free WiFi and Smart TVs. Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!: Located in Lakeview neighborhood. Amenities include Smart TVs. Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC: Neighborhood: Near West Side. Includes free WiFi and Smart TVs.
How many apartments will I be able to find in Chicago?
Expedia has 2559 apartments to book in Chicago.
What can I expect from the weather during my trip to Chicago?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Chicago. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What are the must-see places to visit in Chicago?
Travelers appreciate Chicago for its monuments and shops. Six Flags Great America and Field Museum of Natural History are a couple of family-friendly sights, whereas cultural attractions include CIBC Theatre and Symphony Center. You can also visit some other popular places in town, such as Michigan Avenue and Soldier Field.
What's the best way to get to and around Chicago?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 15.7 mi (25.3 km) away. Nearby metro stations include Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.