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 gym with treadmills, elliptical machines, and weight equipment.
A hotel lobby with a buffet area, multiple seating arrangements, and a patterned carpet.
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 hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.
A living room with a sofa, a coffee table, a TV, and an air conditioner.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'

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.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

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 modern bathroom with a sink, toilet, and bathtub.
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 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 hotel reception desk with two computer stations, a modern wall design, and a visible window.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.

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$4,245
NT$5,008 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 well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A conference room with a long table, purple chairs, and framed pictures on the walls.
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 bathroom with a white sink, a large mirror with a circular light, and two wall-mounted paintings.
A hotel room with a large bed, a desk, a chair, a TV, and a small table.
A modern conference room with long tables and black chairs, large windows, and decorative chandeliers.

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 spacious hotel lobby with a long reception desk, seating area with sofas and armchairs, and a modern chandelier.
A modern cafe with a menu board, a fruit display, and a coffee machine.
An indoor swimming pool with tiled floors and walls, surrounded by seating areas and potted plants.

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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Todo bien"
Javier 1-night trip
Posted less than an hour ago
Fairmont Chicago at Millennium Park
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"This was my first time in Chicago and my first stay at an L7. Upon check-in, Alex provided excellent customer service. From the moment we entered, he greeted us warmly and ensured everything was in place. Alex was helpful and clearly enjoyed making his customers happy. I also used the valet service, and the valet team was helpful and on point. The breakfast was delicious. Overall, 5 stars all around. Thank you."
Gail 1-night trip
Posted less than an hour ago
L7 Chicago by LOTTE
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Perfect experience!"
Morgan 1-night trip
Posted less than an hour ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Always a great stay at Eurostars, excellent location"
Kelby 3-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"A great stay ! It was really quiet The room was modest. Some room damage but clean and everything worked well including the AC and shower ! Staff were really nice Location was great. I recommend this hotel"
Ryan 1-night trip
Posted 1 hour ago
Freehand Chicago
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 6 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

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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