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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chicago apartments

A bedroom with a bed, bedside tables, a desk, and a chair. There are windows with blinds, a ceiling fan, and a rug on the floor.

1. Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great little spot in a fun area of downtown Chicago. Lots of bars & restaurants within walking distance."
United States
Ryan
Chic Studio in the Heart of the Gold Coast
A modern living room with a brick wall, large windows, a flat-screen TV, a sofa, a coffee table, and a side table.

2. River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is €340
includes taxes & fees
3 Nov - 4 Nov
River North Rooftop With In and Out Parking 6
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

3. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our overnight stay. Thank you"
United States
michele
The price is €265
includes taxes & fees
26 Oct - 27 Oct
2BR Apt with 2 Baths & Laundry
A rooftop terrace with a fire pit, seating area, and a city skyline view.

4. Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
West Town
9.8 out of 10, Exceptional, (6 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
A hotel room with a geometric-patterned wall, a bed with white bedding and a beige throw, two bedside lamps, and a window with blinds.

5. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
West Town
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

6. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, Wonderful, (10 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is €416
includes taxes & fees
3 Nov - 4 Nov
River North Rooftop With In and Out Parking 3
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

7. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was just as described, modern, comfortable, very clean and perfect for two people for our five night stay. Very comfortable bed and we especially appreciated the easy entry lock. Great location. Good communication with property manager but we had zero complaints. We would stay again!"
United States
Margaret N.
The price is €271
includes taxes & fees
3 Nov - 4 Nov
Private Workspace • Sleeps4 • Modern Stylish Stay
A narrow hallway with a concrete wall, a wooden floor, a small table, and a large mirror on the right.

8. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
South Loop Rooftop With In and Out Parking 2
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

9. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (23 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is €242
includes taxes & fees
26 Oct - 27 Oct
3BR Complete and Spacious Apartment in Ideal Spot
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

10. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is €224
includes taxes & fees
1 Nov - 2 Nov
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
A modern living room with a blue sofa, a patterned rug, and a television.

11. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is €188
includes taxes & fees
10 Nov - 11 Nov
Great Area Logan Square Apt Games Pets - Sleeps 5
A hotel room with a bed, two bedside tables, and three wall-mounted paintings.

12. Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
The price is €291
includes taxes & fees
15 Nov - 16 Nov
Stylish Japanese-Themed 2BR Apt Close to Downtown
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

13. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.4 out of 10, Exceptional, (12 reviews)
"Great location"
United States
Jason P.
The price is €382
includes taxes & fees
24 Oct - 25 Oct
LIVN Millennium Park Downtown Chicago Studio
A modern bedroom with a bed, a sofa, and a hanging plant.

14. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (104 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is €128
includes taxes & fees
2 Nov - 3 Nov
Cozy studio in Andersonville Chicago
A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

15. Downtown Chicago Stay with Free In & Out Parking 1

Downtown Chicago Stay with Free In & Out Parking 1
Downtown Chicago
9.4 out of 10, Exceptional, (6 reviews)
"Spacious, free parking, family friendly"
United States
Majid
Downtown Chicago Stay with Free In & Out Parking 1
A modern living room with a white coffee table, a vase with flowers, a bottle of wine, and a cheese board with snacks.

16. 2BR Fitness Pad • Private Gym • Sleeps 7

2BR Fitness Pad • Private Gym • Sleeps 7
Irving Park
9.4 out of 10, Exceptional, (8 reviews)
"Great property in a central location. Neighborhood was quiet and safe with good parks nearby. Apartment had good amenities and perfect for our stay. Communication with host was excellent"
United States
Carey M.
The price is €315
includes taxes & fees
22 Oct - 23 Oct
2BR Fitness Pad • Private Gym • Sleeps 7
A rooftop terrace with a brick wall, large windows, and a metal railing.

17. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is €291
includes taxes & fees
21 Oct - 22 Oct
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Interior

18. Convenient 2BR Apt w/ In-Unit Laundry

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is €226
includes taxes & fees
4 Nov - 5 Nov
Convenient 2BR Apt w/ In-Unit Laundry
A modern bedroom with a bed, a window, and a view of an outdoor area.

19. The Lincoln Square Hideaway

The Lincoln Square Hideaway
Lincoln Square
10.0 out of 10, Exceptional, (27 reviews)
"Great place! Highly recommended."
United States
Ian
The Lincoln Square Hideaway
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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Everything was nice in the room. Staff was very accommodating. We had a package mailed to this hotel overnight due to my forgetfulness and Hilton did an amazing job at getting it to me on time. Thanks to everyone."
Edward 1-night trip
Posted 1 hour ago
Hilton Chicago O'Hare Airport

Find out more about Chicago

Chicago Apartments information

Number of reviews
300
Accommodation
1515 Apartments
Lowest Price
€128
Highest Price
€416

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You'll find 1779 apartments to choose from in Chicago for your holiday. Make sure you enjoy the notable monuments and array of shops in this vibrant area. Soldier Field 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?
Cozy studio in Andersonville Chicago: Located in Edgewater neighbourhood . Free WiFi and a dining area are included . Access to on-site laundry facilities is available on site . King Bed Non-Smoking: Includes a Smart TV . Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Neighbourhood: North Center . Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site .
How many apartments will I be able to find in Chicago?
Expedia has 1779 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 Soldier Field 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.

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