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

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Check availability on Hillside Family Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A hotel room with a blue sofa, a wooden coffee table, a bed with white linens, a desk with a chair, and a window with curtains.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.
A modern bathroom with a toilet, sink, and mirror.

1. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Hillside
NT$3,985
NT$4,463 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,511
NT$3,932 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus Chicago Hillside
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
A bathroom with a sink, toilet, and shower.
A living room with a sofa, a coffee table, a TV, and an air conditioner.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,821
NT$3,159 total
includes taxes & fees
Nov 8 - Nov 9
MainStay Suites Chicago Hillside
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

4. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
NT$4,018
NT$4,620 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Chicago-O'Hare International Airport
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A residential street with a sidewalk, houses, and greenery.
A hotel room with a bed, a desk, a chair, and a window with curtains.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

5. Carleton of Oak Park

Carleton of Oak Park
Oak Park
  • Family fun awaits at this boutique Oak Park hotel with kitchenettes, premium TV, and easy access to the conservatory.
NT$3,966
NT$4,401 total
includes taxes & fees
Oct 27 - Oct 28
Carleton of Oak Park
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A spacious lobby with a modern design, featuring a seating area with sofas and chairs, a coffee table, and a large flat-screen TV mounted on the wall.
A modern bathroom with a sink, toilet, and bathtub.
A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

6. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
Highland Hills
  • Chicago's family escape with free breakfast and premium entertainment includes free parking and Netflix streaming.
NT$3,136
NT$3,480 total
includes taxes & fees
Oct 26 - Oct 27
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A hotel reception desk with two computer stations, a modern wall design, and a visible window.
A modern building with a large glass facade, a prominent circular structure on the right, and a landscaped entrance area.

7. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Des Plaines
  • Family-friendly hotel offers indoor pool for kids and fitness facilities for parents near Allstate Arena.
NT$4,115
NT$4,855 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A modern building with a glass facade and a curved structure.
A conference room with a long table, purple chairs, and framed pictures on the walls.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A woman running on a treadmill in a gym with another person in the background.

8. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
NT$5,205
NT$5,933 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency O'Hare Chicago
A La Quinta hotel with a modern exterior, a covered entrance, and a parking lot visible in the background.
A modern conference room with long tables and black chairs, large windows, and decorative chandeliers.
A hotel room with a large bed, a desk, a chair, a TV, and a small table.
A hotel room with a gray sectional sofa, a bed with white bedding, a painting on the wall, and a patterned carpet.

9. La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport
Rosemont
NT$4,228
NT$4,820 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta by Wyndham Chicago O'Hare Airport
A hotel with a prominent "Crowne Plaza" sign, a modern facade, and a well-maintained outdoor area with seating and greenery.
A hotel room with a blue sofa, a dining table with a view, a desk with a chair, and a bed.
A modern cafe with a menu board, a fruit display, and a coffee machine.
A spacious hotel lobby with a long reception desk, seating area with sofas and armchairs, and a modern chandelier.

10. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Rosemont
NT$4,666
NT$5,318 total
includes taxes & fees
Nov 1 - Nov 2
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
View all properties

Choose what matters most at family-friendly hotels in Hillside

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Hillside Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"We had an early arrival, and first had only planned to store the luggage. Very friendly at reception had a nice surprise that rooms were already available - no extra costs. All staff was very attentive,"
Nicole 1-night trip
Posted 2 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"The location was perfect as it was walking distance to many attractions and the river walk. The room was comfortable but a little outdated. I also found a few strands of hair when I first arrived, but everything was fairly clean. My main issue with the room was the loud AC. It was set to auto and would turn on and off throughout the night with a loud clicking noise. The staff were friendly and personable throughout my stay. For the reasonable cost and location, I would definitely recommend this hotel and will stay here in the future."
Zaira 3-night trip
Posted 11 hours ago
Warwick Allerton - Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"We loved the window seats, and Nespresso machine, but we were disappointed that a microwave wasn’t included in the room. We did not try the restaurant on-site. Parking was valet and $69. Room was spacious and beds were comfortable. Room was a little noisy, with ambulance and traffic sounds."
Irene 1-night trip
Posted 14 hours ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room is spacious, very clean hotel. I would recommend."
Ramesh 4-night trip
Posted 16 hours ago
The Royal Sonesta Chicago Downtown
Freehand Chicago

Freehand Chicago

10/10 Excellent
"It was comfortable"
Ece 4-night trip
Posted 3 days ago
Freehand Chicago

Frequently asked questions

What's Hillside like for family-friendly vacations?
The relaxing destination of Hillside is a great choice if you've been considering a vacation with the kids. The entertainment, forests, and restaurants are just a few things that make this an attractive spot for a family vacation. Fly into Chicago O'Hare Intl. Airport (ORD), which is the closest airport, or Chicago Midway Airport (MDW), which is located 10.4 mi (16.7 km) from the city center.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Hillside?
While you are vacationing in Hillside, you and the family might want to see interesting spots such as Wrigley Field and Soldier Field. Make sure you have plenty of time to take in activities in the area like Navy Pier, United Center, and Michigan Avenue.

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