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 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Hillside family-friendly hotels

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.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,537
NT$3,960 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Plus Chicago Hillside
A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
A modern bathroom with a toilet, sink, and mirror.
A reception area with two reception desks, a wall-mounted display, and a carpeted floor.
An indoor swimming pool with blue chairs and a tiled floor.

2. 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$4,129
NT$4,623 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.
A bathroom with a sink, toilet, and shower.
A reception area with a counter, two wall-mounted lamps, a framed artwork, and a sign for 'Mattress & Bedding.'
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$2,846
NT$3,187 total
includes taxes & fees
Nov 9 - Nov 10
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 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$4,047
NT$4,653 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 bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.

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$3,979
NT$4,416 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 hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

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$3,146
NT$3,492 total
includes taxes & fees
Oct 27 - Oct 28
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern bathroom with a glass shower enclosure, a white sink with a mirror above it, and two white towels hanging on the wall.
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.

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$4,259
NT$5,024 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Bathroom
Exterior
Room
A vending machine and a refrigerated display case stocked with snacks and beverages in a commercial setting.

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
NT$3,288
NT$3,748 total
includes taxes & fees
Oct 26 - Oct 27
Best Western At O'Hare
A modern dining area with a large table, chairs, and a coffee station.
A modern indoor space with a market area, seating, and a counter.
A modern living room with a sectional sofa, a coffee table, and a flat-screen TV mounted on a teal accent wall.
A modern hotel building with a prominent 'avid' sign, multiple windows, and a covered entrance area.

9. avid hotel Chicago O’Hare – Des Plaines by IHG

avid hotel Chicago O’Hare – Des Plaines by IHG
Des Plaines
NT$4,129
NT$4,706 total
includes taxes & fees
Nov 1 - Nov 2
avid hotel Chicago O’Hare – Des Plaines by IHG
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.
A modern living room with a sectional sofa, a fireplace, and a bar area.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.

10. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,259
NT$4,911 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Chicago O'Hare – Rosemont 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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It is nice and good location"
Shu 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Our favorite downtown hotel!!"
Judith 2-night trip
Posted 2 hours ago
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"I liked everything"
Nadirah 3-night trip
Posted 2 hours ago
Hilton Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Staff were helpful"
Sondra 4-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

10/10 Excellent
"Very clean hotel, comfy bed & pillows. Water station was a plus. Great view of the river."
Maria Celeste 3-night trip
Posted 7 hours ago
River Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 2 days ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent
"I love that I had my own parking spot with the hotel"
Fatima 1-night trip
Posted 2 days ago
The Chicago Hotel Collection River North

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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