A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Hillside apartments

A modern living room with teal sofas, a coffee table, and a TV.

1. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (26 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is CA $210
CA $244 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

2. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is CA $151
CA $395 total
includes taxes & fees
Nov 11 - Nov 12
Cozy, Comfortable and Convenient apartment. Close to everything!
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

3. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is CA $100
CA $246 total
includes taxes & fees
Nov 16 - Nov 17
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A dining area with a round wooden table, four upholstered chairs, a vase with white flowers, and two wall-mounted light fixtures.

4. Studio Near Wrigley • Sleeps 4 • Games • Fireplace

Studio Near Wrigley • Sleeps 4 • Games • Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"Clean, comfortable bed, plenty of amenities. Steps and entry were a little awkward. Street parking only unless you paid extra for their garage which was a very tight fit for my sedan. Note older building so could hear neighbors but it wasn’t intrusive. Also note 3.6 miles to Wrigley was a 25 minute drive. Overall great place and would stay again."
United States
Meagan C.
The price is CA $68
CA $364 total
includes taxes & fees
Nov 17 - Nov 18
Studio Near Wrigley • Sleeps 4 • Games • Fireplace
A modern living room with a blue sofa, a patterned rug, and a television.

5. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is CA $84
CA $258 total
includes taxes & fees
Nov 9 - Nov 10
Great Area Logan Square Apt Games Pets - Sleeps 5
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

6. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is CA $107
CA $118 total
includes taxes & fees
Dec 1 - Dec 2
2 Full Beds | Non-Smoking, Kitchen
A modern building with a brick facade, large windows, and a central entrance area.

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

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
The price is CA $146
CA $337 total
includes taxes & fees
Nov 17 - Nov 18
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A bedroom with a bed, a chair, a desk, a bathroom with a bathtub, and a shower.

8. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (289 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveller
The price is CA $88
CA $106 total
includes taxes & fees
Dec 1 - Dec 2
King Bed Non-Smoking
A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

9. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
The price is CA $119
CA $557 total
includes taxes & fees
Nov 11 - Nov 12
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
A modern bedroom with a large bed, white bedding, and a view of a forest through the window.

10. 3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (6 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
The price is CA $136
CA $613 total
includes taxes & fees
Nov 9 - Nov 10
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
A rooftop terrace with a brick wall, large windows, and a metal railing.

11. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (32 reviews)
"Very nice and clean place in a great location if you are going to Wrigley"
United States
Paul J.
The price is CA $105
CA $347 total
includes taxes & fees
Nov 9 - Nov 10
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A rooftop terrace with a brick wall, large windows, and a metal railing.

12. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (60 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is CA $105
CA $347 total
includes taxes & fees
Nov 9 - Nov 10
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

13. Cozy Luxury 1BR - 10 Min to Downtown Chicago

Cozy Luxury 1BR - 10 Min to Downtown Chicago
Lawndale
7.8 out of 10, Good, (12 reviews)
"Don't miss out on this spot!! It's truly a must & great location!!! I really enjoyed my time here for real"
United States
Alexis R.
Cozy Luxury 1BR - 10 Min to Downtown Chicago
A modern bedroom with a bed, a sofa, and a hanging plant.

14. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (110 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is CA $114
CA $213 total
includes taxes & fees
Nov 10 - Nov 11
Cozy studio in Andersonville Chicago
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

15. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is CA $88
CA $333 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

16. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is CA $91
CA $212 total
includes taxes & fees
Nov 12 - Nov 13
Hyde Park Trendy Studio Apartment in Good Spot
A hotel room with a large bed, a window with blinds, a projector screen displaying a castle, and a neatly made bed with towels.

17. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.2 out of 10, Wonderful, (12 reviews)
"Truly wonderful experience and amazing hosts that are responsive!"
United States
Dev J.
The price is CA $139
CA $455 total
includes taxes & fees
Nov 17 - Nov 18
Sleeps 7 • Huge Projector • Designated Workspace
A modern living room with a sofa, a TV, and a dining area with stools.

18. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is CA $119
CA $291 total
includes taxes & fees
Nov 9 - Nov 10
3BR Complete and Spacious Apartment in Ideal Spot
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a window above the sink.

19. Flexhome East Village • Modern 2BR • Quiet Street

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (28 reviews)
"Great location! "
United States
Andrea B.
The price is CA $113
CA $246 total
includes taxes & fees
Nov 11 - Nov 12
Flexhome East Village • Modern 2BR • Quiet Street
A hotel room with a bed, desk, chair, and a ceiling fan.

20. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago

Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
Chicago
8.8 out of 10, Excellent, (33 reviews)
"Clean, secure, good parking. Mattress side closest to the bathroom had a sag and woke up with a sore back."
United States
Sharon R.
The price is CA $101
CA $112 total
includes taxes & fees
Dec 1 - Dec 2
Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago
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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Top Hillside Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"We loved this hotel! The. Staff was super friendly and the hotel was very comfortable and beautiful. It felt like we were staying at the continental from the John Wick movies ❤️ the bathrooms had the perfect warm lightning....not that bright blue white light that blinds you. The staff were super nice. Always accommodating. Will definitely stay there again, next time we come to Chicago ❤️"
Eva Patricia Torres 2-night trip
Posted 2 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Find out more about Hillside

Hillside Apartments information

Number of reviews
885
Accommodation
1438 Apartments
Lowest Price
CA $106
Highest Price
CA $613

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 5431 lodging choices including 1779 apartments. Why not relish this relaxing area's top-notch restaurants? Visit top sights in the region such as Wrigley Field and Soldier 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?
Listed below are some of the top apartments in the area to choose from: King Bed Non-Smoking: It's situated in Des Plaines, 12 mi/19.3 km away. Includes Smart TVs. Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley: Located 12.9 mi/20.7 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy King bed,Nsmk|Kitchen|Shower|Studio 6 Chicago: It's located in Lisle, 9.3 mi/15 km from Hillside. 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 Galloping Ghost, or get outside and enjoy nature at Millennium Park. You'll find favorite places to visit like Wrigley Field and Soldier 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.

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