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

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November 2026

December 2026

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Our top choices for Chicago condo rentals

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

1. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Rachael

￥68,104 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.

2. Wrigley Field MVP Suite 1 Bedroom Apartment

Lakeview

Curt M.

￥98,567 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

3. Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park

Makenna

￥33,638 total

includes taxes & fees

Nov 17 - Nov 18

4. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

Kenwood

Anonymous traveler

￥91,716 total

includes taxes & fees

Nov 10 - Nov 11

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

5. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Downtown Evanston

Robin M.

￥66,991 total

includes taxes & fees

Nov 12 - Nov 13

A stone building with a covered entrance, benches, and potted plants.

6. Air-Conditioned King Suite | Complimentary Breakfast

York Center

Jeffery R.

￥26,788 total

includes taxes & fees

Nov 22 - Nov 23

A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

7. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Lakeview

Celia A

￥164,860 total

includes taxes & fees

Nov 11 - Nov 12

A covered porch with wicker furniture, a table, and a railing.

8. Spacious Chicago Group Home! Walk to Train & Eats

Uptown

Jeffrey K.

￥121,244 total

includes taxes & fees

Nov 10 - Nov 11

9. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Lakeview

Christina

￥164,860 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a blue sofa, a round dining table, and a white desk.

10. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

South Evanston

Evan Q.

￥73,677 total

includes taxes & fees

Nov 16 - Nov 17

A large, two-story building with a stone facade, a prominent entrance with a glass door, and a landscaped garden with flowering plants.

11. 1 Bedroom | Free Breakfast, Indoor Pool Access

Half Day

￥35,577 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

12. Just remodeled apartment close to airport and mall

Elk Grove Village

Mitchell R.

￥40,350 total

includes taxes & fees

Nov 22 - Nov 23

13. Downtown Elmhurst! Where else would you want to be!!

Elmhurst

Karwarsky B.

￥63,655 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

14. Half a mile from everything in the heart of Evanston, Illinois

Downtown Evanston

Lisa m.

￥66,652 total

includes taxes & fees

Nov 13 - Nov 14

15. Chicago's Hidden Treasure, "EVANSTON, IL"

Downtown Evanston

friendolyn

￥66,652 total

includes taxes & fees

Nov 13 - Nov 14

16. Fully-Equipped Suite | Gym Access

York Center

Heather M.

￥26,788 total

includes taxes & fees

Nov 22 - Nov 23

17. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview

Enrique

￥164,860 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

18. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Lakeview

Meaghan M.

￥164,860 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

19. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Lakeview

Angela A.

￥139,829 total

includes taxes & fees

Nov 11 - Nov 12

20. Fully-Equipped Suite | Complimentary Breakfast

York Center

Paul S.

￥30,411 total

includes taxes & fees

Dec 6 - Dec 7

View all properties

Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago

Top reviews in Chicago

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Erin

Residence Inn Chicago Downtown Magnificent Mile

Downtown Chicago

10/10 Excellent

Vickie

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

blerina

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

We chose this hotel last minute and we were nervous because there were a couple recent negative reviews. There were 4 of us in our family and couldn't find anything negative to say about the hotel. The only disappointing fact was that the rooftop bar was not open but that wasn't a big deal. Everything was very clean. I actually wiped the floor in our room with a wet, white wash cloth, it was clean! There was no hair in the bathroom from a previous guest. There was no hair in the bed from a...

Donna

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

Springhill Suites by Marriott Chicago Downtown/ River North

Downtown Chicago

10/10 Excellent

Recently stayed at the Springhill Suites/River North. Could not have picked a better location for the first time in Chicago. Tons of local dining options. Close to landmarks. Easily walked to the Magnificient Mile(Michigan Ave) Walked to the subway to go to Wrigley Field and the United Center. Hotel was excellent. Clean, the staff was excellent in all areas. Free breakfast was fresh and good. Highly recommend overall.

Michael

A modern interior with a geometric bookshelf filled with books, a bench, and a lamp.

Arlo Chicago

Downtown Chicago

10/10 Excellent

Arlo Chicago is in the perfect location for walkable access to so many Chicago sights, excellent food (please try the Broken English Taco Pub around the corner!), bars, shopping, etc. It was also very conveniently located to access the L when we needed to get to other parts of the city! The staff was BEYOND accommodating, friendly, and helpful. The room was clean and exceeded all comfort expectations! I also highly recommend the lobby bar for a great happy hour spot!!! Everyone at this hotel...

Lina

A hotel with a classic facade, large windows, and flags.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Sergio

A modern hotel with a curved glass facade, a prominent 'SOFITEL' sign, and a colorful entrance area.

Sofitel Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Denine

A modern lobby with a reception desk, seating area, and a fireplace.

Aloft by Marriott Chicago Downtown River North

Downtown Chicago

10/10 Excellent

stephen

A corridor with ornate black metal railings and a patterned carpet.

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

10/10 Excellent

Natalya

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

We will definitely be staying here again! Great location, clean room, and great service. They even have a great complimentary breakfast which is a must have in a city like Chicago. The staff was great also. We had to switch trains for an earlier one due to weather and got into Chicago in the AM. Check in is 4pm and with two small children we were worried about what to do for hours but the staff helped us out and luckily had a room available.

Alexander

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Griffin

The Intercontinental hotel facade with a large American flag and a floral display.

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

10/10 Excellent

Rosemary

Frequently Asked Questions

How much do condos in Chicago cost?

The price range for condos in Chicago is ￥13,693 to ￥75,912 per night. Whatever your budget, you'll find someplace that suits your pocket — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Chicago?

Reclaim your vacation days and pick from condos in Chicago. For a business trip, a family getaway and everything in between, Expedia can help you find the perfect place in a few quick clicks.

Why book your condo in Chicago with Expedia?

Vacays shouldn't be complicated, so if you're after condos at a nice price, Expedia has your back. Keep costs down and stay in something cheap and cheerful, or book a 5-star condo and really spoil your crew. Our search filters make it easy to find a property in Chicago that suits you best.

How can I find cheap condos in Chicago?

With Expedia's useful filter tool, scoring cheap condos in Chicago is a breeze. To discover accommodations that'll make your wallet happy, refine your search results by amenities, budget and star rating.

What is there to do in Chicago near my condo?

Chicago has enough experiences and sights to keep you entertained for weeks (or months!), starting with Anna and Frederick Douglass Park. Grant Park, Marquette Park and Midway Plaisance are other terrific attractions. If you have time to spare, Ernest Hemingway Museum and House and Bridgehouse and Chicago River Museum are worthwhile additions to your itinerary.

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Search Condos in Chicago

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Chicago condo rentals

1. Chic Urban Retreat Near Wrigley Field w/Parking

2. Wrigley Field MVP Suite 1 Bedroom Apartment

3. Chic Suite/Mins to L Train /Laundry/Free Parking

4. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

5. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

6. Air-Conditioned King Suite | Complimentary Breakfast

7. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

8. Spacious Chicago Group Home! Walk to Train & Eats

9. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

10. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

11. 1 Bedroom | Free Breakfast, Indoor Pool Access

12. Just remodeled apartment close to airport and mall

13. Downtown Elmhurst! Where else would you want to be!!

14. Half a mile from everything in the heart of Evanston, Illinois

15. Chicago's Hidden Treasure, "EVANSTON, IL"

16. Fully-Equipped Suite | Gym Access

17. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

18. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

19. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

20. Fully-Equipped Suite | Complimentary Breakfast

Chicago and related destinations

Top reviews in Chicago

Hilton Vacation Club Hotel Blake Chicago

10/10 Excellent

Frequently Asked Questions

How much do condos in Chicago cost?

How many condos are there in Chicago?

Why book your condo in Chicago with Expedia?

How can I find cheap condos in Chicago?

What is there to do in Chicago near my condo?

Explore a world of travel with Expedia