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

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

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

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

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

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

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

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

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

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

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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