Best Apartments in Chicago for Your Vacation from ￥22,075

Q: 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.

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago apartments

A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

1. 2BR Apt with 2 Baths & Laundry

Near West Side

michele

￥43,651 total

includes taxes & fees

Oct 13 - Oct 14

A modern kitchen with stainless steel appliances, wooden cabinets, and a brick wall.

2. River North Rooftop With In and Out Parking 5

Downtown Chicago

Kimberly R.

A rooftop terrace with a brick wall, large windows, and a metal railing.

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

Uptown

Michael S.

￥44,981 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a bed, a view of a cityscape, and a window with curtains.

4. Elegant Style Loft Montrose|13 mins DT|4 mins Lake

Uptown

Ryinne P.

￥36,835 total

includes taxes & fees

Oct 13 - Oct 14

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.

5. Chic Studio in the Heart of the Gold Coast

Downtown Chicago

￥37,526 total

includes taxes & fees

Oct 13 - Oct 14

A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

6. LIVN Millennium Park Downtown Chicago Studio

Downtown Chicago

Karlise J.

￥60,576 total

includes taxes & fees

Oct 14 - Oct 15

A rooftop terrace with a fire pit, seating area, and a city skyline view.

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

West Town

Jessica C.

￥37,507 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with a white coffee table, a vase with flowers, a bottle of wine, and a cheese board with snacks.

8. 2BR Fitness Pad • Private Gym • Sleeps 7

Irving Park

Carey M.

￥62,653 total

includes taxes & fees

Oct 21 - Oct 22

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

West Town

Daniel J.

￥40,587 total

includes taxes & fees

Oct 20 - Oct 21

A waiting area with two white chairs, a white table, a television mounted on the wall, and an exit door.

10. Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago

Eric Dallas

￥74,054 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a blue sofa, a patterned rug, and a television.

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

Avondale

Deborah J.

￥34,279 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a bed, two bedside tables, and three wall-mounted paintings.

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

Downtown Chicago

￥49,206 total

includes taxes & fees

Nov 2 - Nov 3

A modern bedroom with a bed, a sofa, and a hanging plant.

13. Cozy studio in Andersonville Chicago

Edgewater

Sherry M.

￥22,075 total

includes taxes & fees

Nov 2 - Nov 3

A modern living room with a sofa, a round coffee table, a TV mounted on the wall, and a bed with a headboard.

14. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Irving Park

Emily G.

15. Logan Square Boho Getaway - Sleeps 6 - Remodeled

Avondale

"The host was very communicative. We had an issue with our AC when we arrived but he was on it immediately & had a tech over the next morning. As stated the parking is tight, and it being in Chicago it is understood. We were able to park our car on the same street where the house was on but had to wake up at 7am to move it daily as there’s only permit parking under certain hours but the park right up the street has good spaces available on the side of it. Space itself was extremely clean & all...

Mayra R.

￥41,681 total

includes taxes & fees

Oct 27 - Oct 28

A modern living room with a sofa, a coffee table, a floor lamp, a television, and a black cabinet.

16. Modern 1BR in Prime West Loop Location

Downtown Chicago

￥51,261 total

includes taxes & fees

Oct 13 - Oct 14

A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

17. The Oak Park Loft

Oak Park

￥49,729 total

includes taxes & fees

Oct 27 - Oct 28

A modern bedroom with a large bed, two bedside tables, and a window with blinds.

18. Elegant 2BR Apartment w/ In-Unit Laundry

Uptown

￥46,610 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

19. River North Private Balcony With In and Out Parking

Downtown Chicago

Rae M.

A modern building with a large dome and circular design, surrounded by a landscaped area with trees and a water body.

20. Expertly designed 2BR Art Deco sanctuary.

Lakeview

Keith N.

￥73,656 total

includes taxes & fees

Nov 2 - Nov 3

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Top Chicago Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Awesome Location, free expresso machine"

Eurostars Magnificent Mile

10/10 Excellent

"Hands-down, always my favorite place to stay when I am in Chicago. I’ve been staying here for years. It’s essentially located so you can walk everywhere to the magnificent mile to the Gold Coast Beach to all of the shopping. Restaurants are right next to it. There is a true food, kitchen and a soul cycle right next to it as well and Tal nightclub is also right next-door. The staff is absolutely amazing in the rooms are luxurious for a great price."

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"The room is nice, big with a bed which is comfy and the Wi.Fi works just fine. It wasn't the cleanest. If you look a bit under the chairs or in the corners there was plenty of dust. Breakfast is ok and they were very kind to make an earlier one for the marathon"

Congress Plaza Hotel

8/10 Good

"Lakeview window. Odd shaped room but the view was stunning! Watched the sunrise and it was amazing! Love the older hotels and some of the quirky things. Bathroom door stuck and locked my husband on for a few minutes. Cannot set your own room temperature. You can only adjust the fan. We had to crack the windows open to get cool air. But the room was CLEAN! Bartender on Saturday night was Amazing! The ladies in the cafe were adorable! Otherwise this was a good place to stay for the price. And did I mention the view!"

Find out more about Chicago

Chicago Apartments information

Number of reviews	156
Accommodation	1515 Apartments
Lowest Price	￥22,075
Highest Price	￥108,530

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.

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Apartments in Chicago for Rent

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chicago apartments

1. 2BR Apt with 2 Baths & Laundry

2. River North Rooftop With In and Out Parking 5

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

4. Elegant Style Loft Montrose|13 mins DT|4 mins Lake

5. Chic Studio in the Heart of the Gold Coast

6. LIVN Millennium Park Downtown Chicago Studio

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

8. 2BR Fitness Pad • Private Gym • Sleeps 7

9. 3BR Complete and Spacious Apartment in Ideal Spot

10. Downtown Chicago Stay with Free In & Out Parking 3

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

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

13. Cozy studio in Andersonville Chicago

14. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

15. Logan Square Boho Getaway - Sleeps 6 - Remodeled

16. Modern 1BR in Prime West Loop Location

17. The Oak Park Loft

18. Elegant 2BR Apartment w/ In-Unit Laundry

19. River North Private Balcony With In and Out Parking

20. Expertly designed 2BR Art Deco sanctuary.

Find vacation rentals that suit your style

Top Chicago Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Find out more about Chicago

Chicago Apartments information

Frequently asked questions

Explore a world of travel with Expedia