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 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 hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A gym with treadmills, elliptical machines, and weight equipment.

1. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
NT$3,177
NT$3,557 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Chicago Hillside
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.
An indoor swimming pool with blue chairs and a tiled floor.
A reception area with two reception desks, a wall-mounted display, and a carpeted 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$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 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 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.'

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 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 residential street with a sidewalk, houses, and greenery.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

4. 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
Oct 28 - Oct 29
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.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with visible structural beams.

5. 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 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 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$2,971
NT$3,297 total
includes taxes & fees
Oct 1 - Oct 2
SureStay Plus Hotel by Best Western Chicago Lombard
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 large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
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.

7. 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
Breakfast area
Room
Breakfast area
Bathroom

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
NT$3,215
NT$3,664 total
includes taxes & fees
Oct 4 - Oct 5
Best Western At O'Hare
A bar area with a bar counter, stools, and a variety of bottles and glasses.
A modern living room with a flat-screen TV, bookshelves, a fireplace, and comfortable seating.
Exterior
A hotel entrance with a covered area, a sign reading "LOEWS," and a building labeled "THE CAPITAL GRILLE."

9. 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
An outdoor patio area with wicker furniture, potted plants, and a covered seating area with a view of the street.
A modern bathroom with a large mirror, dual sinks, a bathtub, and a glass-enclosed shower.
A modern building entrance with a 'CIMA' sign, glass doors, and a tiled pathway.
An outdoor cafe area with tables and chairs, large windows, and a modern ceiling design.

10. Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
Rosemont
  • Family fun near airport includes vibrant entertainment, premium TV channels, and game consoles.
NT$3,909
NT$4,455 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Centric Chicago O'Hare
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

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Only problem was the AC wasn’t working well so the room was muggy."
Oscar 1-night trip
Posted less than an hour ago
Congress Plaza Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good
"The breakfast at Sonesta was very good! Could add more seating when when girl is full."
Carole 3-night trip
Posted 1 hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Muy bueno todo . Excelente ubicación"
Julio 4-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

8/10 Good
"The rooms were clean and beds were comfortable. The staff were very helpful and friendly"
Richard 2-night trip
Posted 1 hour ago
River Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"Nice bed in our king room. Location was perfect for us for all we had planned and coming in the CTA from midway . Disappointed no bar just the one next door at the restaurant that wasn’t open late at all . We flew in very early in morning hoped to get into a room early even if we had to pay extra but the check in person was no help at all in regards to check in early or any of our questions . Our family came in the next morning same time and this time a different check in person actually offered them to check in early ! We had nowhere to go so we walked a lot of the city waiting to check in . I think we walked 13 miles . Our room ,once we got it ,was nice tho we didn’t get the city view just the view across to a building and parking . Location was definitely the highlight of this hotel ."
sandra 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great"
justin 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown
Central Loop Hotel

Central Loop Hotel

10/10 Excellent
"Clean room"
Gordon 1-night trip
Posted 2 hours ago
Central Loop 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 5 hours ago
Hilton Chicago
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 6 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile

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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