Photo by Off The Beaten Track

Search Apartments in Hillside

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 1784 Apartments in Hillside with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (271)
"Loved this hip 3 bedroom! Lots of art prints and tasteful decor. Well stocked kitchen and comfy beds. Neighborhood had many restaurant offerings."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
1F Chicago's Little italy Graystone nearDowntown
Enjoy the Linden trees from the sunny bay window.

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (123)
"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
Exterior detail

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

9.8 out of 10, Exceptional, (128)
"In town as Chicago is a half-way point to my daughter’s college and we were celebrating her birthday. It was so homey and welcoming. We absolutely LOVED it!"
Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
Walk to Wrigley Field/Monthly Discounts Available
Panoramic view of Living room with 50 inch flatscreen TV!

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
Indulge in modern luxury: Lounge in our spacious living room with skyline views.

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!
Living area

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

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
Living area

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
Living area

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 SAR 675
SAR 1,382 total
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!
Living area

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
Open Concept Living Room

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
Cozy living room equipped with games, Nintendo Wii, smart TV & fold down couch.

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.
Large sunny living room great for get togethers with friends and family.

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
Living area

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
Game room

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
forrestville home

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

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
Private kitchen

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.
Don't see what you're looking for?
See all available properties in Hillside
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Hillside

Sentral Michigan Avenue
Pool

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (664)
"Amazing stay!"
The price is SAR 411
SAR 593 total
includes taxes & fees
28 Jan - 29 Jan
Sentral Michigan Avenue
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (422)
"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 SAR 361
SAR 424 total
includes taxes & fees
25 Feb - 26 Feb
Sonder South Wabash
Sonder Market Hall
Living area

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (245)
"New. Modern. Cozy.Clean & quiet place. Will book it again!"
The price is SAR 424
SAR 497 total
includes taxes & fees
18 Feb - 19 Feb
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 Hillside?
There are plenty of places to stay with in the Chicago area, with 4956 lodging choices including 2477 apartments. Why not relish this relaxing area’s top-notch restaurants? Visit top sights in the region such as Michigan Avenue and Wrigley Field.
How do you know if an apartment is the right choice for your stay?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's the best apartment I should consider for a stay in Hillside?
Here is a favorite apartment in the area: Wrigley/Southport Corridor Garden Oasis +parking!: It’s situated in Chicago, 13.3 mi/21.4 km away. Includes Smart TVs.
What can I expect from the weather during my trip to Hillside?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Hillside. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What are the must-see places to visit in Hillside?
Hillside is known for its forests and shops. While exploring the area, visit family-friendly sights like Parkway Bank Park Entertainment District, or get outside and enjoy nature at Millennium Park. You’ll find favorite places to visit like Michigan Avenue and Wrigley Field in the larger area.
What's the best way to get to and around Hillside?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago O’Hare Intl. Airport (ORD), which is located 6.9 mi (11 km) away from the city center. You can also search for flights into Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.