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19 Sept - 21 Sept

Browse Select Chicago Apartments

Simple and Roomy 1BR Apt in Evanston
Stunning multi-story building with a central entrance and balconies on upper floors, set amidst lush greenery.

Simple and Roomy 1BR Apt in Evanston

3.5 star property
5.0 out of 10, (4)
"Not worth the price, TV didn’t work, poor communication for the check in process. "
Simple and Roomy 1BR Apt in Evanston
At Home in Oak Park
Relax on the covered porch with a bench and two chairs, surrounded by lush greenery and a charming flower pot.

At Home in Oak Park

3.5 star property
9.6 out of 10, Exceptional, (4)
"Great stay! Hosts were accessible and friendly!"
The price is ₹14,374
₹24,832 total
includes taxes & fees
27 Jul - 28 Jul
At Home in Oak Park
Picturesque 1BR Apt in Arlington Heights
Enjoy cooking in this well-lit kitchen with a stove, oven, and refrigerator, complemented by white cabinetry and a countertop.

Picturesque 1BR Apt in Arlington Heights

2.5 star property
3.0 out of 10, (2)
Picturesque 1BR Apt in Arlington Heights
The Oak Park Loft
Stunning views of a historic castle with multiple towers and a central structure.

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (4)
"This apartment was is so cute! Hosts were awesome."
The price is ₹14,695
₹25,200 total
includes taxes & fees
10 Aug - 11 Aug
The Oak Park Loft
Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover
Relax in a serene outdoor space surrounded by lush greenery and trees, with a round table and two chairs.

Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover

3.0 star property
Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover
Scenic 1BR APT in Arlington Heights
Enjoy cooking in the fully equipped kitchen with a gas stove, microwave, and refrigerator.

Scenic 1BR APT in Arlington Heights

2.5 star property
8.0 out of 10, Very good, (1)
"The apartment was clean (although at one point, someone must have smoked in the apartment…I am ultra sensitive) and the bed was comfortable. It was only a 10 minute walk to downtown Arlington Heights, which was great, and a five minute walk to the post office! The only drawback to this place was the very loud air conditioner. It was like a jet engine…and it was only in one room.We used a supplied box fan for the bedroom. Overall, though, we had a nice stay."
Scenic 1BR APT in Arlington Heights
Charming 1BR Apt in Arlington Heights
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, microwave, and toaster.

Charming 1BR Apt in Arlington Heights

3.5 star property
6.0 out of 10, (1)
Charming 1BR Apt in Arlington Heights
Walk to Train: Convenient Skokie Condo!
Prepare meals in a well-lit kitchen with a refrigerator, washing machine, and dining area.

Walk to Train: Convenient Skokie Condo!

3.0 star property
7.0 out of 10, Good, (2)
"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!
Walk to Metra: Pet-friendly Blue Island Apt
Apartment (3 Bedrooms) | Interior

Walk to Metra: Pet-friendly Blue Island Apt

3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Walk to Metra: Pet-friendly Blue Island Apt
Dog-friendly Blue Island Apt w/ Backyard!
Apartment (3 Bedrooms) | Interior

Dog-friendly Blue Island Apt w/ Backyard!

3.0 star property
Dog-friendly Blue Island Apt w/ Backyard!
Historic Oak Park Residence
Enjoy a serene suburban setting with a beautifully maintained front yard featuring lush greenery and a paved walkway.

Historic Oak Park Residence

2.0 star property
9.4 out of 10, Exceptional, (10)
"over all it was good "
The price is ₹18,588
₹29,662 total
includes taxes & fees
7 Aug - 8 Aug
Historic Oak Park Residence
Church 1100-301
Standard Apartment, 3 Bedrooms, Non Smoking | Private kitchen | Fridge, microwave, oven, stovetop

Church 1100-301

3.5 star property
Church 1100-301
Historic Oak Park Home
Relax in comfort on the plush sofa, surrounded by natural views and elegant decor.

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is ₹17,188
₹28,054 total
includes taxes & fees
3 Aug - 4 Aug
Historic Oak Park Home
Hanover Park Townhome w/ Grill: 36 Mi to Chicago!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stovetop.

Hanover Park Townhome w/ Grill: 36 Mi to Chicago!

3.5 star property
Hanover Park Townhome w/ Grill: 36 Mi to Chicago!
Fascinating 1BR Apartment in Skokie
Enjoy cooking in this well-equipped kitchen with a range hood, microwave, and double oven.

Fascinating 1BR Apartment in Skokie

2.0 star property
8.0 out of 10, Very good, (1)
"Street parking only"
Fascinating 1BR Apartment in Skokie
Townhome < 5 Mi to Naperville & Morton Arboretum
Apartment (3 Bedrooms) | Interior

Townhome < 5 Mi to Naperville & Morton Arboretum

3.5 star property
Townhome < 5 Mi to Naperville & Morton Arboretum
Adorable 1BR Apartment in Evanston
Enjoy a comfortable living space with a kitchen featuring stainless steel appliances, a sink island, and a potted plant, alongside a cozy living area with a sofa and floor lamp.

Adorable 1BR Apartment in Evanston

2.5 star property
8.6 out of 10, Excellent, (11)
"Great stay"
Adorable 1BR Apartment in Evanston
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Apartment (3 Bedrooms) | Interior

Spacious Oak Park Home, 11 Mi to Downtown Chicago!

3.5 star property
10.0 out of 10, Exceptional, (1)
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Pet-friendly Family Apartment - Near NU Campus!
Apartment (2 Bedrooms) | Interior

Pet-friendly Family Apartment - Near NU Campus!

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was perfect for the Skokie area. It’s very comfortable for a family or 4 adults. The back yard for the dogs worked great they loved it! "
Pet-friendly Family Apartment - Near NU Campus!
Lush 1BR Apt in Quiet Arlington Heights
Fully equipped kitchen with microwave, oven, refrigerator, coffee maker, and kettle.

Lush 1BR Apt in Quiet Arlington Heights

3.5 star property
2.0 out of 10, (1)
Lush 1BR Apt in Quiet 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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Top Chicago Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Location was perfect. The staff were all wonderfully helpful."
Suzanne 1-night trip
Posted 14 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You'll find 2686 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 Navy Pier 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 2686 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 Navy Pier.
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.