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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Featured Apartments in Chicago and around

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

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

10.0 out of 10, Exceptional, (270)
"Our family had a very nice stay. Clean and comfortable. There are lots of great places to eat right outside your door. Excellent location for seeing Chicago."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1F Chicago's Little italy Graystone nearDowntown
Exterior

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (123)
"What a great stay for a long weekend. Only a block away from amazing restaurants and a couple of blocks from bus and train stops.The host was top of the line, responding quickly to communication, kept the steps, stairs, and sidewalk cleared of snow, and provided lots of snacks and amenities. Our only incident was the poor choices of the upstairs tenants the first night with a loud and long lasting party. That is not the fault of the host or VRBO just the risk of a building with multiple...
1F Chicago's Little italy Graystone nearDowntown
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Beach

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

9.8 out of 10, Exceptional, (127)
"The home is lovely and clean. Plenty of towels and supplies. And the neighborhood is ideal. We'll be back!"
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

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
Beautiful apartment in peaceful Elk Grove
Lobby

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Smart TV, fireplace, printers

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
Wrigley/Southport Corridor Garden Oasis +parking!
Exterior

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (68)
"convienent location "
Wrigley/Southport Corridor Garden Oasis +parking!
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Exterior

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

10.0 out of 10, Exceptional, (167)
"Fantastic location and an outstanding host! I had an amazing stay. The space was ideal for my needs, offering a comfortable and convenient setting to assist my daughter with her wedding preparations. It had everything I was looking for—well-equipped with great amenities and in a prime location. The property was spotless, peaceful, and provided everything needed for a smooth and enjoyable experience. Easy street parking was always available! I highly recommend this place to anyone looking for a...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Chic & Historic Apartment Steps from Mag Mile
Fridge, microwave, oven, stovetop

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
Remodeled West Loop Apartment Near United Center
Interior

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
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (4)
"This was a great place and we had a great experience. This is very close to my brother's famly and we hope to stay at this location often, in the future.Thanks for everything!"
The price is €367
includes taxes & fees
9 Feb - 10 Feb
2-bedroom apartment just 2 minutes drive to Wrigley Field
NEW, clean & sunny, 2bd, private deck, 15min to Wrigley!
Fridge, microwave, oven, stovetop

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
Point of interest

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

10.0 out of 10, Exceptional, (219)
"We had a fantastic stay at this property! It was perfect for our group of 8. The bedrooms were super comfortable, and the shower had reliable hot water with high-quality toiletries—such a nice touch. The living room was cozy and stocked with fun games and sweet treats that everyone enjoyed. The location couldn’t have been better—just a short walk to the subway and surrounded by a variety of great restaurants. Everything about this stay made our trip smooth and enjoyable. Highly recommend!"
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Entire Below Level Studio w/ Private Sauna
Property grounds

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.
Fridge, microwave, oven, stovetop

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.
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, (40)
"Great location. Very easy access "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Luxurious HUGE Penthouse with 4000+ Games, Arcades
Smart TV, video games, table football, books

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

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

9.8 out of 10, Exceptional, (68)
"The description was spot on. We had a great 2 night stay. The host was super kind and met us when we arrived and gave us a tour. The place was immaculate! They had a Keurig with coffee pods which was so nice. My bed was extremly comfortable. Wonderful stay and would definitely stay again!"
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
Property grounds

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

10.0 out of 10, Exceptional, (39)
"This was a great place to celebrate the holidays. Kitchen was well stocked with cookware and utensils to make Christmas dinner and we had plenty of room to gather for game night. Beds were comfy and all amenities were in good condition. The apartment looks brand new! Loved the shampoo/conditioner/soap dispensers in the shower! Will definitely be back next Christmas. Thanks for the hospitality!"
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
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, (42)
"Just as described and fit our needs perfectly. Super clean"
Chic, Cozy home, by Blue Line Train Stop + Free parking
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, (658)
"Everything was amazing I forgot the two ladies that helped if I’m not mistaken one was Sandra they were great "
The price is €154
includes taxes & fees
21 Jan - 22 Jan
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (418)
"Great place to spend a few days. "
The price is €125
includes taxes & fees
28 Jan - 29 Jan
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (242)
"Wonderful experience. Easy in and out access. Very comfortable "
The price is €84
includes taxes & fees
28 Jan - 29 Jan
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’ll find 2484 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 Millennium Park 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?
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC: Neighbourhood: Near West Side . Includes free WiFi and a Smart TV . 1F Chicago’s Little italy Graystone nearDowntown: Located in Near West Side neighbourhood . Free WiFi and a Smart TV are included .
How many apartments will I be able to find in Chicago?
Expedia has 2484 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 Millennium Park.
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.