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Compare 1837 Apartments in Chicago with updated reviews, rates, and availability.

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

9.8 out of 10, Exceptional, (125)
"My husband and I were visiting our daughter nearby for a few days. We loved our stay here. The home was clean, spacious and warm....comfortable beds and wonderful sectional for relaxing. Easy walk to wonderful restaurants. Would definitely stay again when back in Chicago. Highly recommend."
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (67)
"Very clean and comfortable place!"
Wrigley/Southport Corridor Garden Oasis +parking!

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (119)
"John had the apartment well stocked with coffee, teas, candy, towels, toiletries, and warm robes. Bed were comfy with nice bedding. We would stay here again!! "
1F Chicago's Little italy Graystone nearDowntown

Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING

3.0 star property
8.4 out of 10, Very Good, (14)
"The property was excellent, for my stay "
Very clean, cozy IRVING PARK & ELSTON FREE STREET PARKING

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove

Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (216)
"What a beautiful apartment...and the Christmas decorations were so lovely."
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.6 out of 10, Exceptional, (37)
"I'd stay again, it was nice. Only issue was the upstairs neighbor must have been doing remodeling because the entire day was filled with hammers, drills, stomping etc. But all in all I enjoyed it."
Chic, Cozy home, by Blue Line Train Stop + Free parking

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (267)
"Clean, comfortable and communication was great. Would recommend. "
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.6 out of 10, Exceptional, (13)
"Host was extremely accomodating. We needed extended early and late check in / out. We worked together to make that happen. Greqt host / perect in and out"
The price is AED 220
AED 365 total
includes taxes & fees
12 Jan - 13 January 2025
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Beautiful Unit CHI in Prime River North - 3

9.8 out of 10, Exceptional, (15)
"This property is in a great location to many restaurants and bars. There is even a bumping nightclub across the street if that is your scene. It's also large enough to sleep many at a decent price."
Beautiful Unit CHI in Prime River North - 3

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (29)
"We very much enjoyed our stay at this property! We were visiting Chicago for a fun weekend trip to celebrate our anniversary. The location was on a quiet street but within close walking distance to plenty of restaurants and shopping. The apartment was clean and very quiet in a beautiful, historic building. We highly recommend Tempo Cafe for breakfast. On our last morning in town, we actually saw Larry David, Jeff Garlin and Susie Essman at brunch there! "
Chic & Historic Apartment Steps from Mag Mile

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (14)
"This place was perfect for us, and right where we needed it to be. "
Charming Wrigleyville Home Close to the Cubs!

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (9)
"The owner definitely pays attention to details. It had towels laid out in these cute little baskets a well stocked kitchen in terms of tools and the decor was very charming. The only reason I didn't give 5 stars is because it is an older building so the water pressure in the shower was low, there's no dishwasher and it is a 2 flat and the upstairs unit controlled the heat and we were on the first floor."
Cozy 2- bedroom w/ patio mins from Midway Airport

The Vibe Headquarters

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters

PET FRIENDLY! Unique Converted Storefront Stay - Great Neighborhood! by AllSet Turnover

9.4 out of 10, Exceptional, (26)
"Nice open space with large bedrooms. Quiet and clean! Perfect location to walk to local restaurants and shops "
PET FRIENDLY! Unique Converted Storefront Stay - Great Neighborhood! by AllSet Turnover

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (127)
"Clean and great location "
Walk to Wrigley Field/Monthly Discounts Available

Luxury Loft Collection 02 - Terrace - River North

10.0 out of 10, Exceptional, (11)
"We loved our stay. Close to everything. New unit. Plenty of space. Balcony was a bonus! Definitely recommend."
Luxury Loft Collection 02 - Terrace - River North

Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago

8.6 out of 10, Excellent, (14)
"Enjoyed our stay, great location, we will stay there again on our next trip to Chicago"
Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (101)
"We came to town for a hockey weekend and will absolutely book with them again when we come back. Everything was exactly as pictured or described. Cozy beds, plenty of blankets, pillows, towels, etc. Quiet neighborhood on a beautiful street, and a great location to call home while commuting to and from the rinks. "
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

Lovely 4 Bedroom Spot located in Charming Old Town

10.0 out of 10, Exceptional, (23)
"The apartment was AMAZING! Even better than the photos. All the furnishings were of the finest quality, including the bed linens and towels. The mattresses were exceptionally comfortable. The kitchen was also well stocked with every type of culinary tool, plenty of glasses of every variety. We were a family of 13 and we had plenty of room. The bean bag chairs were a big hit for all ages. We loved the neighborhood. We have some members with food allergies and there were several places they...
Lovely 4 Bedroom Spot located in Charming Old Town
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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Other property types in Chicago

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (624)
"I have stayed at this property 3 times now and every time has been amazing. They have become the only place I will stay at in the city. The location is great with a parking garage around the corner at is very cheap. You get so many more amenities than a hotel and is an overall great experience. I highly recommend."
The price is AED 403
AED 581 total
includes taxes & fees
23 Dec - 24 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (342)
"The property location was great. The room was very spacious. The only knock was there was not a tv in the bedroom."
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (407)
"Outstanding accommodations! Will choose this property again for my travels."
The price is AED 456
AED 536 total
includes taxes & fees
12 Jan - 13 January 2025
Sonder South Wabash
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.

Frequently asked questions

What's it like to stay at an apartment in Chicago?
You can search through 2434 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Naval Base Great Lakes 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?
Wrigley/Southport Corridor Garden Oasis +parking!: Located in Lakeview neighborhood. Amenities include Smart TVs. 1F Chicago’s Little italy Graystone nearDowntown: Neighborhood: Near West Side. Includes free WiFi and Smart TVs. Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood: Neighborhood: Lakeview. Includes free WiFi, private balconies, and separate dining areas.
How many apartments will I be able to find in Chicago?
Expedia has 2434 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. Field Museum of Natural History and Chicago Children’s Museum 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 Michigan Avenue and Naval Base Great Lakes.
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.