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Featured Apartments in Chicago and around

Our top choices for Chicago apartments

Twice as Nice: Chic 2BR Stay with Style & Space

9.0 out of 10, Wonderful, (2)
"Had a very nice time in Chicago!"
The price is €240
includes taxes & fees
2 Sept - 3 Sept
Twice as Nice: Chic 2BR Stay with Style & Space

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is €193
includes taxes & fees
2 Sept - 3 Sept
Stylish 1BR in West Loop

Your Chicago get Away

10.0 out of 10, Exceptional, (2)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is €393
includes taxes & fees
25 Aug - 26 Aug
Your Chicago get Away

West Loop Living – Bright 1BR

The price is €197
includes taxes & fees
2 Sept - 3 Sept
West Loop Living – Bright 1BR

Sun-Drenched 1BR Apartment

The price is €193
includes taxes & fees
2 Sept - 3 Sept
Sun-Drenched 1BR Apartment

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is €192
includes taxes & fees
2 Sept - 3 Sept
The One: A 1BR Stay That Feels Like Home

River North | Rooftop With In & Out Parking | 1

River North | Rooftop With In & Out Parking | 1

South Loop | Rooftop With In & Out Parking

10.0 out of 10, Exceptional, (1)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
South Loop | Rooftop With In & Out Parking

River North | Rooftop With In & Out Parking | 5

10.0 out of 10, Exceptional, (1)
"As advertised. Beautiful, well appointed apartment. Centrally located to restaurants, shopping and the L train. Hosts were very communicative and attentive to our needs. Highly recommend. "
River North | Rooftop With In & Out Parking | 5

1BR Modern Luxe Apt with In-Unit Laundry

The price is €195
includes taxes & fees
2 Sept - 3 Sept
1BR Modern Luxe Apt with In-Unit Laundry

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (13)
"Our family of 5 really enjoyed our stay! The apartment was awesome with a great view of downtown Chicago, and the location was safe and close to the city."
The price is €697
includes taxes & fees
10 Sept - 11 Sept
3BR Luxury Modern Apartment

Vintage Arcade Apt with Parking

2.0 star property
6.0 out of 10, (2)
"Very clean and private"
The price is €179
includes taxes & fees
23 Aug - 24 Aug
Vintage Arcade Apt with Parking

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.6 out of 10, Exceptional, (4)
"Very well main"
The price is €171
includes taxes & fees
25 Aug - 26 Aug
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (37)
"Great place to stay when you’re in town for the Cubbies! "
The price is €300
includes taxes & fees
24 Aug - 25 Aug
2-bedroom apartment just 2 minutes drive to Wrigley Field

Complete 1BR Home Sum

The price is €192
includes taxes & fees
3 Sept - 4 Sept
Complete 1BR Home Sum

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Sleeps 10 - Heart of Logan Square 3BR + Garage & Patio

2.5 star property
8.4 out of 10, Very good, (9)
"Property check in was seamless, there were no problems with the house, and the host messaged me make sure we had everything we needed."
The price is €290
includes taxes & fees
25 Aug - 26 Aug
Sleeps 10 - Heart of Logan Square 3BR + Garage & Patio

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 €352
includes taxes & fees
25 Aug - 26 Aug
Historic Oak Park Home

Chic Studio - In Downtown Highland Park, by Metra

8.6 out of 10, Excellent, (11)
"Excellent stay. The property was as described. Perfect for visiting Ravinia for a concert. Great communication throughout the entire process. Would definitely stay there again. "
The price is €145
includes taxes & fees
2 Sept - 3 Sept
Chic Studio - In Downtown Highland Park, by Metra

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (6)
"Had a great stay. Great location. "
The price is €157
includes taxes & fees
25 Aug - 26 Aug
Relaxing Chicago Studio
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

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You'll find 2719 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.
What's the best apartment I should consider for a stay in Chicago?
Stylish 1BR in Lakeview Chicago: Located in Lakeview neighbourhood . Clean & Equipped 1BR Apt: Neighbourhood: Lakeview . Cozy, Fully Set-Up 1BR Space: Located in Lakeview neighbourhood . Lakeview 2BR Apartment: Neighbourhood: Lakeview .
How many apartments will I be able to find in Chicago?
Expedia has 2719 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.