Best Apartments in Chicago for Your Vacation from ￥24,811

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 large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

1. LIVN Millennium Park Downtown Chicago 1 BR

Downtown Chicago

Adrianna W.

￥40,940 total

includes taxes & fees

Aug 30 - Aug 31

A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

2. LIVN West Loop Chicago Classic Queen Studio

Downtown Chicago

Abigail B.

￥30,048 total

includes taxes & fees

Aug 31 - Sep 1

A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

3. River North Rooftop With In and Out Parking 3

Downtown Chicago

Kara B.

￥75,922 total

includes taxes & fees

Sep 8 - Sep 9

A modern building with a glass facade, surrounded by a parking area and greenery.

4. Spacious 4BR Central Apartment w/ Skyline Views

Near North Side

Miriam B.

￥71,593 total

includes taxes & fees

Aug 31 - Sep 1

A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

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

Downtown Chicago

Kimberly T.

￥101,667 total

includes taxes & fees

Sep 21 - Sep 22

6. South Loop Rooftop With In & Out Parking 1

Downtown Chicago

Bridney K.

￥97,496 total

includes taxes & fees

Sep 3 - Sep 4

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

7. LIVN Millennium Park Downtown Chicago Prem Studio

Downtown Chicago

Raquel W.

￥35,286 total

includes taxes & fees

Aug 31 - Sep 1

8. LIVN Millennium Park Downtown Chicago Studio

Downtown Chicago

Georgina E.

￥35,677 total

includes taxes & fees

Aug 30 - Aug 31

A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

9. LIVN Millennium Park Downtown Chicago 2BR

Downtown Chicago

Granada

￥53,899 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

10. LIVN West Loop Chicago Queen Superior Studio

Downtown Chicago

Sheila M.

￥33,425 total

includes taxes & fees

Aug 30 - Aug 31

A kitchen with white cabinets, a microwave, a kettle, and a toaster.

11. Plymouth Collection: 3BD 2BA High Floor with Gym

Downtown Chicago

Derek M.

￥69,313 total

includes taxes & fees

Sep 2 - Sep 3

A room with a large window, a round table with chairs, a television, and a lamp.

12. LIVN Millennium Park Downtown Chicago Superior 1BR

Downtown Chicago

Sandra S.

￥39,436 total

includes taxes & fees

Aug 30 - Aug 31

A modern living room with a blue sofa, a leather armchair, and a geometric coffee table.

13. LIVN Millennium Park Downtown Chicago Superior 2 BR

Downtown Chicago

Nicoll M.

￥43,010 total

includes taxes & fees

Aug 31 - Sep 1

A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

14. LIVN West Loop Chicago King Studio

Downtown Chicago

William

￥61,973 total

includes taxes & fees

Aug 30 - Aug 31

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a window above the sink.

15. Flexhome East Village • Modern 2BR • Quiet Street

West Town

Andrea B.

￥30,775 total

includes taxes & fees

Aug 30 - Aug 31

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

16. Cozy studio in Andersonville Chicago

Edgewater

Lilly L.

￥24,811 total

includes taxes & fees

Sep 8 - Sep 9

A spacious room with exposed brick walls, a large window with a city view, a gray sofa, a dining table with chairs, and a small side table.

17. River North Rooftop With In and Out Parking 1

Downtown Chicago

Kathleen M.

￥85,235 total

includes taxes & fees

Sep 3 - Sep 4

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

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

Irving Park

Meagan C.

￥39,542 total

includes taxes & fees

Aug 31 - Sep 1

A courtyard with a garden, stone building, and wooden house.

19. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

North Center

Christopher L.

￥45,541 total

includes taxes & fees

Aug 25 - Aug 26

A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

20. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Berwyn

Harquesha S.

￥28,515 total

includes taxes & fees

Aug 25 - Aug 26

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Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

8/10 Good

"Nice place. Great location. One thing that did annoy me. They put a 100.00 hold on my card for every night I was there (three nights -300.00). I asked them when I would be reimbursed and they told me in 5-7 business days. I thought the purpose of giving them your CC was so they could charge the card at the end of the visits. Now they basically steal your money for the length of your visit. Here’s the math. They have 381 guest room. Assume they are full. Average length of stay is 3 night. 381x300 equals 114,300.00 that they get to hold for a week plus. Royal Sonesta is a chain of over 1000 hotels. Now they are holding 114m of our money (rough math). At a 9 % return, the parent company makes 10 million plus on our temporary invested. Kind of tired of getting screwed at every opportunity."

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"I was very pleased with the cleanliness of the hotel and the friendliness of the staff. Unfortunately, my check-in experience was disappointing due to a mix-up with my room assignment. I was given room keys in a sleeve with a room number written on it. When I went to that room, the key did not work. I returned to the front desk, only to find out that the room number written on my key sleeve was incorrect and actually belonged to another guest. The other guest staying with me was standing outside the room when the actual occupant approached and understandably asked why we were standing in front of their door. It was an embarrassing and uncomfortable situation, especially since we had been given keys and believed that this was our assigned room. When I returned to the front desk, I was also initially addressed by the wrong name before I had to clarify that I was not that person. I was eventually given the correct room assignment, and the staff did apologize. However, as an IHG member, I felt there should have been a little more acknowledgment of the situation beyond a quick apology and simply providing the correct room number. Given the embarrassment and the fact that I was mistakenly given information and keys associated with another guest's room, I would have appreciated some type of complimentary gesture or accommodation. Overall, the hotel was clean and the staff was pleasant, but I hope greater care is taken during check-in to ensure guests receive the correct room informa"

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"Our room was beautiful Lynn appointed, just large enough for two people who like each other. No extras: just the bed, a desk, and locked dresser in the bedroom, and a tub/shower and sink/vanity in the bath..just roomy enough for a couple; excessively cosy if you aren’t."

Find out more about Chicago

Chicago Apartments information

Number of reviews	285
Accommodation	1381 Apartments
Lowest Price	￥24,811
Highest Price	￥101,667

Frequently asked questions

What's it like to stay at an apartment in Chicago?

You can search through 1678 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?

Bella Villa on Taylor Street Chicago's Little Italy 1 mile west the Loop & UIC: Located in Near West Side neighborhood. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Wicker Park by Downtown and the Salt Shed Last Minute Deal 125.00 August 17-20: Neighborhood: West Town. Includes free WiFi and Smart TVs. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Located in North Center neighborhood. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Neighborhood: Edgewater. Includes free WiFi and separate dining areas. Access to onsite laundry facilities is available on site.

How many apartments will I be able to find in Chicago?

Expedia has 1678 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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Flights from Chicago

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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. LIVN Millennium Park Downtown Chicago 1 BR

2. LIVN West Loop Chicago Classic Queen Studio

3. River North Rooftop With In and Out Parking 3

4. Spacious 4BR Central Apartment w/ Skyline Views

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

6. South Loop Rooftop With In & Out Parking 1

7. LIVN Millennium Park Downtown Chicago Prem Studio

8. LIVN Millennium Park Downtown Chicago Studio

9. LIVN Millennium Park Downtown Chicago 2BR

10. LIVN West Loop Chicago Queen Superior Studio

11. Plymouth Collection: 3BD 2BA High Floor with Gym

12. LIVN Millennium Park Downtown Chicago Superior 1BR

13. LIVN Millennium Park Downtown Chicago Superior 2 BR

14. LIVN West Loop Chicago King Studio

15. Flexhome East Village • Modern 2BR • Quiet Street

16. Cozy studio in Andersonville Chicago

17. River North Rooftop With In and Out Parking 1

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

19. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

20. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Find vacation rentals that suit your style

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

Find out more about Chicago

Chicago Apartments information

Frequently asked questions

Explore a world of travel with Expedia