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Featured Apartments in Chicago

The Oak Park Loft
View from property
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great time at Oak Park. The host was very accommodating,giving us good places to eat. The place was very clean. I'd would go there again."
The price is S$345
includes taxes & fees
16 Dec - 17 Dec
The Oak Park Loft
Historic Oak Park Home
Shared kitchen
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (2)
"A lot of space!"
The price is S$477
includes taxes & fees
26 Nov - 27 Nov
Historic Oak Park Home
Historic Oak Park Apartment ~ 8 Mi to Downtown
Property grounds
Historic Oak Park Apartment ~ 8 Mi to Downtown
3.0 star property
9.4 out of 10, Exceptional, (3)
"Well located apt to explore Chicagoland. Renovated 1920s shotgun apt (which gives it charm). Minor challenges with lighting and metro/highway nightly noise but overall a good place to stay with free one-car garage"
Historic Oak Park Apartment ~ 8 Mi to Downtown
Fascinating 1BR Apartment in Skokie
Private kitchen
Fascinating 1BR Apartment in Skokie
2.0 star property
Fascinating 1BR Apartment in Skokie
Charming 1br/1ba Hideaway In Oak Park, Il
View from property
Charming 1br/1ba Hideaway In Oak Park, Il
2.0 star property
Charming 1br/1ba Hideaway In Oak Park, Il
Walk to Train: Convenient Skokie Condo!
Interior
Walk to Train: Convenient Skokie Condo!
3.0 star property
8.0 out of 10, Very good, (1)
"Picked this place because it had on-site parking. My wife is disabled. Couple days before trip got email saying on street parking only - first come. Chicago has notorious bad parking. After complaining 2x ( had to park 3 blocks away) was able to park in back of building. Host ignored all communication after that. Property was clean but no numbers on doors and outside doors constantly left open. Felt unsafe. Code lock on door didnt work normally most times. Had to use key to secure door after...
Walk to Train: Convenient Skokie Condo!
Historic Oak Park Residence
Lounge
Historic Oak Park Residence
2.0 star property
9.4 out of 10, Exceptional, (6)
"This was quite a charming home. The access to public transportation was great. One mile walk or drive to parking garage. We ventured into the city every day but could have easily stayed in Oak Park."
The price is S$455
includes taxes & fees
26 Nov - 27 Nov
Historic Oak Park Residence
Blue Island Apartment: Walk to Metra!
TV, books
Blue Island Apartment: Walk to Metra!
3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Blue Island Apartment: Walk to Metra!
Berwyn Apartment Rental ~ 11 Mi to Chicago!
Private kitchen
Berwyn Apartment Rental ~ 11 Mi to Chicago!
3.0 star property
10.0 out of 10, Exceptional, (1)
Berwyn Apartment Rental ~ 11 Mi to Chicago!
Adorable 1BR Apartment in Evanston
Fridge, microwave, oven, stovetop
Adorable 1BR Apartment in Evanston
2.5 star property
9.2 out of 10, Wonderful, (9)
"Fantastic location. Very clean and in good condition."
Adorable 1BR Apartment in Evanston
At Home in Oak Park
Terrace/patio
At Home in Oak Park
3.5 star property
10.0 out of 10, Exceptional, (3)
"Great stay! Hosts were accessible and friendly!"
The price is S$342
includes taxes & fees
8 Dec - 9 Dec
At Home in Oak Park
Family Apartment w/ Deck + Yard Near Northwestern
Private kitchen
Family Apartment w/ Deck + Yard Near Northwestern
3.0 star property
Family Apartment w/ Deck + Yard Near Northwestern
Pet-friendly Family Apartment - Near NU Campus!
Private kitchen
Pet-friendly Family Apartment - Near NU Campus!
3.0 star property
10.0 out of 10, Exceptional, (1)
"I loved the Harvey House - it was beautiful, clean and peaceful. I intend to stay here again next time I am in Evanston. I hadn't realised the entrance code wouldn't work before 4pm, my check in time, which was my fault!! But just thought I'd let people know so they didn't make the same error as me. I thoroughly recommend this apartment as a place to stay."
Pet-friendly Family Apartment - Near NU Campus!
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Interior
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
3.0 star property
10.0 out of 10, Exceptional, (1)
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Fenced Backyard: Family Getaway in Des Plaines!
Microwave, oven, stovetop, dishwasher
Fenced Backyard: Family Getaway in Des Plaines!
3.0 star property
Fenced Backyard: Family Getaway in Des Plaines!
Historic Townhome in Oak Park w/ Backyard!
Private kitchen
Historic Townhome in Oak Park w/ Backyard!
3.0 star property
7.0 out of 10, Good, (2)
"Property manager was very helpful."
Historic Townhome in Oak Park w/ Backyard!
Hanover Park Townhome w/ Grill: 36 Mi to Chicago!
Private kitchen
Hanover Park Townhome w/ Grill: 36 Mi to Chicago!
3.0 star property
Hanover Park Townhome w/ Grill: 36 Mi to Chicago!
1-Bedroom Nice Apartment in Skokie
Living area
1-Bedroom Nice Apartment in Skokie
3.0 star property
4.0 out of 10, (2)
"Floors squeak like no other. Check in was weird. Extra keys were out and they didn’t know where. There is no parking and the app they recommended is for parking garages. "
1-Bedroom Nice Apartment in Skokie
Simple and Roomy 1BR Apt in Evanston
Exterior
Simple and Roomy 1BR Apt in Evanston
3.5 star property
6.0 out of 10, (3)
"The apartment itself was fine (except for the shower)--roomy, clean with a very comfortable bed. The shower was adequate -- temperature control was unsteady, and the drain was finicky. The host also provided enough coffee for our entire stay, which was a nice touch. However, there were major problems in communication. Queries went unanswered for weeks. The Expedia site promises that entry instructions (the lockbox code) wouldl be sent 48 hours before check-in. When I asked if it could be...
Simple and Roomy 1BR Apt in Evanston
Scenic 1BR APT in Arlington Heights
Private kitchen
Scenic 1BR APT in Arlington Heights
2.5 star property
Scenic 1BR APT in Arlington Heights
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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Other property types in Chicago

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (592)
"Great stay. Will stay again!"
The price is S$208
includes taxes & fees
25 Nov - 26 Nov
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is S$88
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall
Sonder South Wabash
Living area
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (395)
"Nice"
The price is S$191
includes taxes & fees
19 Dec - 20 Dec
Sonder South Wabash
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

What's it like to stay at an apartment in Chicago?
You’ll find 2430 apartments to choose from in Chicago for your holiday. Make sure you enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Wrigley Field are top sights to enjoy.
How do you know if an apartment is a good option for your stay?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
How many apartments will I be able to find in Chicago?
Expedia has 2430 apartments to book in Chicago.
What can I expect from the weather when I travel 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What are the must-see places to visit in Chicago?
Travellers appreciate Chicago for its monuments and shops. Six Flags Great America and Field Museum of Natural History are a couple of the 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 Wrigley Field.
What's the best way to get to and around Chicago?
Knowing a bit about the transportation options can save you time 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 International 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.