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
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 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.
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$3,877
NT$4,342 total
includes taxes & fees
Oct 4 - Oct 5
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 gym with treadmills, elliptical machines, and weight equipment.
A bathroom with a shower, a sink with a mirror, and a towel rack.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,174
NT$3,555 total
includes taxes & fees
Oct 18 - Oct 19
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 hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
Hillside
NT$2,636
NT$2,952 total
includes taxes & fees
Oct 25 - Oct 26
MainStay Suites Chicago Hillside
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

4. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
  • Family escapes with arcade games and free airport shuttle at O'Hare's welcoming destination for all generations.
NT$3,008
NT$3,459 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Chicago O'Hare Airport
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A hotel room with a bed, a desk, a chair, and a window with curtains.
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$3,890
NT$4,317 total
includes taxes & fees
Sep 30 - Oct 1
Carleton of Oak Park
A multi-story hotel with a prominent entrance and a parking lot.
A hotel room with a large bed, a sofa, a desk, and a TV.
A hotel lobby with seating areas, a fireplace, a bar, and a dining area.
A lobby with seating areas, a reception desk, and a decorative wall.

6. Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook
Lombard
  • Fun family stays with an indoor pool create lasting memories at this centrally located Lombard hotel.
NT$3,178
NT$3,527 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Lombard/Oak Brook
A bar area with a bar counter, stools, and a variety of bottles and glasses.
A restaurant interior with a stone accent wall, a bar area, and a seating section.
A modern living room with a flat-screen TV, bookshelves, a fireplace, and comfortable seating.
Exterior

7. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
  • Vibrant family stays with cribs, babysitting, and 24-hour airport shuttles just steps from Parkway Bank Park entertainment district.
NT$6,960
NT$7,933 total
includes taxes & fees
Oct 2 - Oct 3
Loews Chicago O'Hare Hotel
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.
A modern living room with a sectional sofa, a fireplace, and a bar area.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a city view.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
NT$4,827
NT$5,557 total
includes taxes & fees
Oct 27 - Oct 28
Holiday Inn Chicago O'Hare – Rosemont by IHG
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.

9. 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$2,971
NT$3,297 total
includes taxes & fees
Sep 30 - Oct 1
SureStay Plus Hotel by Best Western Chicago Lombard
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 modern bathroom with a white sink, a large mirror with a circular light, and two wall-mounted paintings.

10. La Quinta by Wyndham Chicago O'Hare Airport

La Quinta by Wyndham Chicago O'Hare Airport
Rosemont
NT$3,804
NT$4,336 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta by Wyndham Chicago O'Hare Airport
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

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Excelente relación precio calidad"
Andres 1-night trip
Posted 1 hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"I had a wonderful stay at the Central Loop Hotel. The hotel offered the option of a fully automated check-in, which was very convenient, while staff were also readily available and consistently friendly and helpful. My room was clean and quiet and had everything I needed, including a Nespresso machine. After checkout, the hotel stored my bags for several hours so I could spend more time exploring Chicago before my train. The location was excellent…an easy walk from Union Station and very convenient for seeing the city. There is also a very popular restaurant accessible directly through the hotel lobby. I would happily stay here again, particularly when traveling by train. The combination of location, comfort, and helpful staff made for a very easy and enjoyable stay."
Elizabeth 1-night trip
Posted 1 hour ago
Central Loop Hotel
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Unable to adjust temperature control in room. Only a low, medium and high! Other than this, no complaints. Very convenient for Bears game."
Todd 1-night trip
Posted 1 hour ago
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Very good stay the hotel was clean and the bed was comfortable, close to all the good spots as well. I’d stay here again in the future"
Gordon 2-night trip
Posted 2 hours ago
Hilton Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"I didn’t like the bathroom doors & the windows you can hear everything"
James 3-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Excellent location, excellent staff, happy hour drinks were very good. Room was clean and quiet"
Greg 2-night trip
Posted 2 hours ago
L7 Chicago by LOTTE
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Traveling cross country and stayed at several hotel. This one was on point, from entering the hotel, smelling clean, the staff checking in was great, and the room was clean. I had an awesome stay."
Jose 2-night trip
Posted 2 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

10/10 Excellent
"Everything great and everyone e great"
Holly 4-night trip
Posted 3 hours ago
The Wade
River Hotel

River Hotel

8/10 Good
"."
Tracie 2-night trip
Posted 20 hours ago
River 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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