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Compare 1921 Apartments in Chicago with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (272)
"We stayed at Bella Villa for the location and proximity to the events we wanted to attend while we were in Chicago for a couple of days. The apartment is nicely updated and felt spacious for our family of 4. We did hear quite a bit of street noise in the front and heard the people upstairs also. But it is CHICAGO and the apartment is in an old building so you have to expect some noise! The parking in the back is VERY tight but it was wonderful to have a dedicated space. We loved all the...
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (124)
"Nice 3 bedroom, 2 bath in a quiet neighborhood The three of us loved this clean and cozy apartment. "
1F Chicago's Little italy Graystone nearDowntown

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

9.8 out of 10, Exceptional, (129)
"This is a very comfortable apartment with 2 bedrooms, a functional kitchen, lovely dining room, living room, and a nice small craft/puzzle room. We enjoyed having it as our home base during a visit to family in Lincoln Park. We will come back! "
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (132)
"Great host, great location and great stay. Harry is a great host and was easy to work with on the stay. Thank you!"
Walk to Wrigley Field/Monthly Discounts Available

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (5)
"This apartment has almost everything you could hope for! From the shoe covers and socks by the front door, to a heated towel rack in the bathroom. The only thing missing is a soaking tub! If you’re looking for a fantastic view of the city with spacious accommodations, look no further! The host was more than accommodating and very quick to reply when I had questions "
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (70)
"Great property, perfect for two people. Easy walk to Wrigley. Stayed there on a couple cold winter days, and being a basement unit, the heater couldn’t keep up very well, so it was a little colder than ideal, but nothing a sweatshirt or extra blanket couldn’t fix. Would definitely go back!"
Wrigley/Southport Corridor Garden Oasis +parking!

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (31)
"Great amenities, great location, spacious and comfortable. Check in a few days prior was difficult as the owner/manager didn’t message me or email me back… I had to call VRBO to have them investigate. Once they were made aware, smooth sailing from then on. Also, they listed a jacuzzi on site which was an error,and that was disappointing as I planned on that. Overall, despite these two things, great place ti stay! "
Chic & Historic Apartment Steps from Mag Mile

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

10.0 out of 10, Exceptional, (168)
"Hosts were responsive to our needs. Perfect location for our stay"
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (33)
"Beautiful apartment! We really enjoyed our time in Chicago. We ended up just parking across the street. It was easier, and there was always a spot available. There are many stairs leading up to the third floor apartment, so keep that in mind if you have mobility issues. The host texts you right back if you have concerns or questions."
Remodeled West Loop Apartment Near United Center

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (5)
"One of the most beautiful rentals I've stayed in. Also, when there was a hiccup in the booking process, the owner communicated directly with me right away, coming to a solution that made everyone happy. A very lovely experience all around. "
The price is AED 551
AED 1,207 total
includes taxes & fees
6 Feb - 7 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field

NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

10.0 out of 10, Exceptional, (1)
"First of all, the pictures does not do this place justice. It was so bright and sunny and well decorated. It was WELL stocked with anything you could think of. And our hostess was the mostess. Thank you again Tori for everything. I just loved the place! Easy parking as well, that's always a plus in my book!"
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

10.0 out of 10, Exceptional, (219)
"We had a group of couples coming to Chicago from different locations, and this was the perfect spot for us to be all together, but also have our own rooms and spaces. Everything was easy, and when we had a question on parking when we arrived later in the evening, John was very prompt in responding and helping us right away. "
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (30)
"Great communication with the owners. Very clean and lovely stay in a quiet neighborhood. "
Entire Below Level Studio w/ Private Sauna

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

10.0 out of 10, Exceptional, (102)
"Stayed with my husband and our two preteens. I grew up in Oak Park and chose this based off of location and it was perfect. Walkable neighborhood, close to the El and downtown Oak Park. The house was clean and comfortable, on top of having the quintessential Oak Park / Chicago vibe Communication was easy so was check in and out. I would choose to stay here again for sure!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

Luxurious HUGE Penthouse with 4000+ Games, Arcades

10.0 out of 10, Exceptional, (1)
"The spot was wonderfuke management was responsive. The space was big and comfortable. Games were available. We did have to deal with missing players ok fusball table and pool may need new accessories but we still enjoyed our time there overall i would recomended. When i advised management of fusball table thry offered to send someone, so props to their respokse time."
Luxurious HUGE Penthouse with 4000+ Games, Arcades

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (40)
"Great location. Very easy access "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

5 Bedroom Wrigleyville experience right by stadium

10.0 out of 10, Exceptional, (49)
"The property was spacious, clean and was in an excellent location for walking to restaurants and having food delivered and using ride share. Parking was very easy and the beds were all very comfortable. "
5 Bedroom Wrigleyville experience right by stadium

Clarendon Hills Garden

9.6 out of 10, Exceptional, (4)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden
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, (670)
"Sandra and Joy are welcoming and helpful. Great front desk."
The price is AED 403
AED 581 total
includes taxes & fees
2 Feb - 3 Feb
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (250)
"Enjoyed My Stay."
The price is AED 416
AED 488 total
includes taxes & fees
24 Feb - 25 Feb
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (427)
"Property was convenient and clean. Overall great experience. Street meter parking could be a headache during parking hours but it’s a city thing. Also the incidental feee is a bit confusing with how it’s returned. "
The price is AED 344
AED 404 total
includes taxes & fees
25 Feb - 26 Feb
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 2477 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Millennium Park 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: Neighborhood: Near West Side. Includes free WiFi and Smart TVs. 1F Chicago’s Little italy Graystone nearDowntown: Located in Near West Side neighborhood. Free WiFi and Smart TVs are included.
How many apartments will I be able to find in Chicago?
Expedia has 2477 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 Millennium Park.
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.