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Featured Apartments in Chicago and around

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (118)
"Great location walking distance of restaurants and some nightlife. Good neighborhood very safe college kids walking the streets not occasion. Are you really lazy lots of amenities more than usual in places like this and enjoyed our state would stay there again"
1F Chicago's Little italy Graystone nearDowntown

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

9.8 out of 10, Exceptional, (123)
" weekend trip to visit our daughter for the holiday. Great house and location. Hosted a dinner for friends and family at the house. Very accommodating to everything we needed. Would stay again! "
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

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, (214)
"The lodging was excellent and well appointed. Thank you"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place

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

10.0 out of 10, Exceptional, (265)
"Property was excellent. Clean, well appointed, and roomy with a great location. Would definitely come back!"
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (52)
"Very stylish, clean and comfortable. Thank you "
The price is €266
includes taxes & fees
4 Dec - 5 Dec
Cozy, Comfortable and Convenient apartment. Close to everything!

N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio

9.8 out of 10, Exceptional, (11)
"This is a clean and new-looking cozy mansard on the 2 story building. We liked the large kitchen, spacious bathroom, side-loading washer/dryer and a sizable bedroom. The biggest hurdle was finding parking after 10-11 pm. There might be more parking during day time. Freddy (host) nicely provided the daily parking passes, but we had to park on the adjacent street one of our 3 nights risking to get a parking ticket for the wrong location. On our last night there was a loud music/party in the...
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio

Historic Oak Park Residence

2.0 star property
9.4 out of 10, Exceptional, (6)
"This was quite a charming home. The access to public transportation was great. One mile walk or drive to parking garage. We ventured into the city every day but could have easily stayed in Oak Park."
The price is €300
includes taxes & fees
31 Dec - 1 Jan 2025
Historic Oak Park Residence

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

9.4 out of 10, Exceptional, (18)
"This property was clean and nice I enjoyed my stay "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

Cozy 2- bedroom w/ patio mins from Midway Airport

10.0 out of 10, Exceptional, (8)
"This place was perfect for three of us in town for family reunion. Has well stocked kitchen, nice bath, decent beds. Best feature is back yard/patio with lights & privacy. Street parking was not a problem while we were there."
Cozy 2- bedroom w/ patio mins from Midway Airport

Charming Garden Apartment - Perfect for a Family Getaway by AllSet Turnover

8.6 out of 10, Excellent, (17)
"Basic unit with everything you need. "
Charming Garden Apartment - Perfect for a Family Getaway by AllSet Turnover

Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN

9.8 out of 10, Exceptional, (11)
"This is an older city home with updated bathroom and kitchen. The photos represent the property well. Plentiful street parking. We felt safe walking in the neighborhood. The owner was easy to contact and responsive. Would definitely come back!"
Large 3 bdrm / dining in the heart of Logan Square mins to DOWNTOWN

3BR Luxury Modern Apartment

2.0 star property
10.0 out of 10, Exceptional, (3)
"Short sightseeing trip to Chicago."
3BR Luxury Modern Apartment

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (27)
"Very nice neighborhood, walking distance to Michigan Avenue, great food options, place has everything you need, I’ll stay there again, "
Chic & Historic Apartment Steps from Mag Mile

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

9.4 out of 10, Exceptional, (36)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

9.0 out of 10, Wonderful, (71)
"Amazing experience and location!"
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

Lovely 2-Bdrm unit with pool. Home away from home.

8.6 out of 10, Excellent, (20)
"The condo was clean but was needed to be updated. "
Lovely 2-Bdrm unit with pool. Home away from home.

Oak Park Queen

9.2 out of 10, Wonderful, (9)
"I was mostly confused about how to go about checking in so i had to call. We were told we would get an email soon telling us everything we needed to know which is fine, but we didnt know that till almost check in time. A minor inconvenience but not serious. Loved the area!"
The price is €231
includes taxes & fees
2 Jan - 3 Jan 2025
Oak Park Queen

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.4 out of 10, Exceptional, (12)
"Thank you for the great stay. I really appreciate the little touches like the bath bomb. Much needed. Communication was great. Good location to stay. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
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, (607)
"This is an apartment unit for rent. It had a full kitchen and nice bathroom. The room was clean and the bed was soft. It has directv and the staff was nice. Parking was good but you have to walk around the corner to come inside and it was more inconvenient than just walking in after parking."
The price is €147
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (216)
"I love everything about Sonder hotels! Great location to catch the subway. We were able to park on the street with no issues. My only complaint was that we were on the second floor and one night the nightclub below was so loud that it seemed like the whole room was thumping! So beware if you book Thursday, Friday, Saturday! "
The price is €89
includes taxes & fees
24 Dec - 25 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (401)
"The location was perfect: close to grocery, public transportation and expressways. Unfortunately there is only street parking available, but I knew this when I booked. Had trouble getting in the front door which was VERY frustrating, but was able to speak to an agent easily. It did take them a while to remedy., and they gave a small credit for that. The layout of the 2 bedroom was nice; the furniture was what you might expect in a mid-range hotel: we had to put bed pillows on the sofa for...
The price is €164
includes taxes & fees
8 Dec - 9 Dec
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’ll find 2416 apartments to choose from in Chicago for your holiday. Make sure you enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Wrigley Field are top sights to enjoy.
How do you know if an apartment is a good option for your stay?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What's the best apartment I should consider for a stay in Chicago?
Below is a popular apartment to consider: 1F Chicago’s Little italy Graystone nearDowntown: Neighbourhood: Near West Side . Includes free WiFi and a Smart TV .
How many apartments will I be able to find in Chicago?
Expedia has 2416 apartments to book in Chicago.
What can I expect from the weather when I travel 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What are the must-see places to visit in Chicago?
Travellers appreciate Chicago for its monuments and shops. Field Museum of Natural History and Chicago Children’s Museum are a couple of the 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 Wrigley Field.
What's the best way to get to and around Chicago?
Knowing a bit about the transportation options can save you time 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 International 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.