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Compare 1734 Apartments in Chicago with updated reviews, rates, and availability.

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
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (211)
"Enough room for 2 kids and parents qith room to spare"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
9.6 out of 10, Exceptional, (11)
"Great location, cute place."
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!
New Garden Studio near Wrigley/DePaul/Dwtn
9.6 out of 10, Exceptional, (7)
"All good"
New Garden Studio near Wrigley/DePaul/Dwtn
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Clarendon Hills Garden
10.0 out of 10, Exceptional, (2)
"Very clean for being in the basement. Great for the price we got it at! Felt very safe in it's location within a beautiful neighborhood with sidewalks. Walked to the market apx 15 min walk there. There were a TON of LOUD cicadas which was a little eek but I believe that only happens every 17 years? Would of been nice to have a wall separating unit stays instead of just a door. Wasn't sure if someone could come down stairs from the upstairs that wasn't part of our rental. over all though we had a...
The price is AED 184
AED 425 total
includes taxes & fees
22 Nov - 23 Nov
Clarendon Hills Garden
Cozy modern unit w/ easy access to downtown Chi
9.4 out of 10, Exceptional, (34)
"Clean, exactly as described and reasonably priced. Also a great location to access public transit & lots of restaurants nearby. Had a great stay!"
Cozy modern unit w/ easy access to downtown Chi
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
10.0 out of 10, Exceptional, (163)
"The location is close to the bus, and then easy to the Metro. It was about a 40ish min travel to the Art Institute when we were there. Roscoe Village is picturesque. There is a Starbucks at the end of the street if you want your pumpkin spice latte, but they've also got plenty of local talent- the owner of Rudy's Bakery (try the butter cookies YUM!!)-was lovely. There were plenty of other places--we just didn't have time! We arrived on Halloween; the entire neighborhood came out on their front...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Chic & Historic Apartment Steps from Mag Mile
9.8 out of 10, Exceptional, (26)
"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
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (12)
"It was a perfect place for a quick overnight trip."
The price is AED 208
AED 352 total
includes taxes & fees
24 Nov - 25 Nov
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Beautiful Unit CHI in Prime River North - 3
10.0 out of 10, Exceptional, (13)
"I had an amazing stay! The place was exactly as described—spotlessly clean, beautifully decorated, and super comfortable. The host was incredibly welcoming and provided excellent local recommendations. The location was perfect, with easy access to restaurants and attractions. I couldn’t have asked for a better experience. I’ll definitely be back!"
Beautiful Unit CHI in Prime River North - 3
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
8.0 out of 10, Very Good, (10)
"10 min walk from nearest train station"
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (124)
"Location was perfect, mostly clean, just needed wash cloths, some papertowels & at least an extra roll of TP. Louder group up top but expected that being in an apartment. Overall we would stay again. "
Walk to Wrigley Field/Monthly Discounts Available
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 AED 496
AED 950 total
includes taxes & fees
25 Nov - 26 Nov
Oak Park Queen
Sunny Coach House in Historic Oak Park
9.8 out of 10, Exceptional, (47)
"Hosts were great place check on easy! Would stay again."
Sunny Coach House in Historic Oak Park
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
8.4 out of 10, Very Good, (17)
"Grandparents visiting the kids. Fabulous week. It was wonderful having such a comfortable place to stay. Although an older home , it was neat, clean and well supplied. It's upstairs so you need to be able to climb. "
Enjoy Evanston! Slow Down After a Busy Day Sight Seeing - Walking Distance from Public Transportation by AllSet Turnover
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.6 out of 10, Exceptional, (70)
"Booked this place for my family who visited for my wedding. Everything was clean and just as described. The location was super easy to find and instructions were clear. Good location close to Downtown Oak Park and close enough to talk to the train station if needed. Ali was very nice and available via message. Thank you so much!!"
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Breathtaking Downtown Penthouse B - Sleeps 11
8.8 out of 10, Excellent, (19)
"Roof deck was great. Awesome location. Would stay there again"
Breathtaking Downtown Penthouse B - Sleeps 11
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, (592)
"Great stay. Will stay again!"
The price is AED 396
AED 573 total
includes taxes & fees
24 Nov - 25 Nov
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (208)
"My stay at Sonder was an absolute delight! The property is very clean and the view and vibe was very cozy and perfect! The manager Jess went above and beyond helping out with questions and took great care of me! I will definitely be coming back! "
The price is AED 206
AED 242 total
includes taxes & fees
22 Dec - 23 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (395)
"Nice"
The price is AED 445
AED 523 total
includes taxes & fees
19 Dec - 20 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 can search through 2430 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Wrigley Field 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?
Below is a favorite apartment to consider: 1F Chicago’s Little italy Graystone nearDowntown: Neighborhood: Near West Side. Includes free WiFi and Smart TVs.
How many apartments will I be able to find in Chicago?
Expedia has 2430 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 Michigan Avenue and Wrigley Field.
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.