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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 SAR 375
SAR 1,413 total
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 SAR 417
SAR 955 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is SAR 413
SAR 893 total
includes taxes & fees
4 Nov - 5 Nov
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.
The price is SAR 239
SAR 620 total
includes taxes & fees
16 Nov - 17 Nov
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.
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 SAR 198
SAR 1,077 total
includes taxes & fees
2 Nov - 3 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.
The price is SAR 758
SAR 1,945 total
includes taxes & fees
1 Nov - 2 Nov
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 SAR 413
SAR 998 total
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 SAR 319
SAR 914 total
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 SAR 229
SAR 766 total
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
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 SAR 972
SAR 1,308 total
includes taxes & fees
23 Oct - 24 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 SAR 236
SAR 523 total
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
The price is SAR 687
SAR 1,956 total
includes taxes & fees
29 Oct - 30 Oct
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 SAR 370
SAR 1,311 total
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 SAR 401
SAR 1,146 total
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 SAR 405
SAR 923 total
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 price is SAR 567
SAR 1,713 total
includes taxes & fees
19 Oct - 20 Oct
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"."
Moira 3-night trip
Posted 8 hours ago
Hyatt Regency Chicago

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You can search through 1779 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Soldier Field and Navy Pier 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?
Cozy studio in Andersonville Chicago: Located in Edgewater neighborhood. Free WiFi and separate dining areas are included. Access to onsite laundry facilities is available on site. King Bed Non-Smoking: Includes Smart TVs. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Neighborhood: North Center. Includes free WiFi and Smart TVs. Access to onsite 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 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 Soldier Field and Navy Pier.
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.