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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 2027 Apartments in Chicago with updated reviews, rates, and availability.

Sonder Onterie
Miscellaneous

Sonder Onterie

3.5 star property
8.4 out of 10, Very Good, (15)
"Nice quiet stay. The rooms are beautiful!"
The price is AED 450
AED 529 total
includes taxes & fees
26 May - 27 May
Sonder Onterie
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
3 bedrooms, WiFi, bed sheets

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

9.2 out of 10, Wonderful, (80)
"Nice property, enjoyed the stay."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Chic, Cozy home, by Blue Line Train Stop + Free parking
Interior

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

9.4 out of 10, Exceptional, (50)
"Just as described and fit our needs perfectly. Super clean"
Chic, Cozy home, by Blue Line Train Stop + Free parking
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (14)
"Great time and location. "
The price is AED 364
AED 959 total
includes taxes & fees
20 May - 21 May
2-bedroom apartment just 2 minutes drive to Wrigley Field
Charming Wrigleyville Home Close to the Cubs!
Interior

Charming Wrigleyville Home Close to the Cubs!

9.6 out of 10, Exceptional, (20)
"This place was perfect for us, and right where we needed it to be. "
Charming Wrigleyville Home Close to the Cubs!
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (141)
"Clean and great location "
Walk to Wrigley Field/Monthly Discounts Available
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (37)
"Overall a great place that was super convenient, comfortable, and exactly what we were looking for!"
Remodeled West Loop Apartment Near United Center
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Aerial view

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

10.0 out of 10, Exceptional, (234)
"I’ve stayed at this host’s properties several times, and the places are all lovely and welcoming with lots of extra touches and conveniences!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Smart TV, DVD player, books, stereo

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

10.0 out of 10, Exceptional, (48)
"Great neighborhood and communicative host! Would stay again"
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (59)
"Amazing place and clean"
The price is AED 441
AED 1,009 total
includes taxes & fees
20 May - 21 May
Cozy, Comfortable and Convenient apartment. Close to everything!
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94
Fridge, microwave, oven, stovetop

Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94

10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay at Toby's place. The property is as listed, very accommodating, everything we needed was provided! The host was very responsive within minutes of contacting. The place was very clean and well kept! The bed is very comfortable however if sleeping with a partner you will feel their every move. Parking can be difficult if you stay out late! If you can't find a spot on belle plaine try whipple. Would definitely stay here again. "
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Smart TV, fireplace, DVD player, books

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

10.0 out of 10, Exceptional, (26)
"Great stay and location!"
The Logan Square Guest House - Classic Vintage Comfort With Free Parking!
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Terrace/patio

Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!

9.4 out of 10, Exceptional, (20)
"Really nice space for an extended stay. Clean and thoughtfully decorated. Has all of the amenities you need."
Book Spring & Summer Trip, Safe & Serene, Beautiful Unit Chicago - SuperHost!
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Property grounds

Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover

8.8 out of 10, Excellent, (9)
"This lovely apartment was a great location for our family. Close to shops and restaurants. Easy walk to the Red Line train. The place was well stocked with bedding and the mattresses were quite comfy. We enjoyed cooking and hanging out in the living area. "
Sheridan Park Stunner! No Matter if You Are in Town for Business or Fun This Property Has You Covered by AllSet Turnover
Bright Garden Studio
1 bedroom, desk, iron/ironing board, travel crib

Bright Garden Studio

9.0 out of 10, Wonderful, (22)
"Great spot to stay, very accommodating and everything we needed! Will be back for future visits."
The price is AED 316
AED 901 total
includes taxes & fees
19 May - 20 May
Bright Garden Studio
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Pool

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (98)
"We had a great stay here in December. Communication was great and the property owner was very nice and helpful! Would definitely recommend this location. We will definitely return on our next trip if it’s available. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Smart TV, fireplace, DVD player, foosball

Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE

10.0 out of 10, Exceptional, (87)
"Had a great stay, close to train, close to great food! Wonderful host!"
Dramatic, Spacious Wrigley Loft + Private Rooftop, Grill - Ranked GUEST FAVORITE
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Fridge, microwave, oven, stovetop

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (82)
"Would definitely stay again!"
The price is AED 397
AED 824 total
includes taxes & fees
26 May - 27 May
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Fridge, microwave, oven, stovetop

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

10.0 out of 10, Exceptional, (60)
"Fantastic location in Old Town. Very spacious rental, check-in was easy, would definitely stay again and recommend!! "
Perfect 4 Bedroom/3 Bath in the HEART of Old Town
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6
Fridge, microwave, oven, stovetop

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

9.6 out of 10, Exceptional, (17)
"Nice place and easy walk to shops and CTA station "
Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6
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
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (753)
"we enjoyed the stay"
The price is AED 465
AED 654 total
includes taxes & fees
26 May - 27 May
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (508)
"Great stay "
The price is AED 403
AED 473 total
includes taxes & fees
27 May - 28 May
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (283)
"Cool location"
The price is AED 461
AED 541 total
includes taxes & fees
26 May - 27 May
Sonder Market Hall
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 2510 apartments in Chicago for your vacation. Make sure to enjoy the notable monuments and array of shops in this vibrant area. Michigan Avenue and Soldier 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 top apartment to consider: Sonder Onterie: Neighborhood: Downtown Chicago.
How many apartments will I be able to find in Chicago?
Expedia has 2510 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 Art Institute of Chicago and CIBC Theatre. You can also visit some other popular places in town, such as Michigan Avenue and Soldier 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.