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Check prices for these dates

Tonight
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Hillside family-friendly hotels

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.

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
2.5 star property
Hillside
7.4 out of 10, Good, (1,004 reviews)
The price is ₹10,051
₹11,255 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
A restaurant setting with round tables, chairs, and empty wine glasses.

2. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1,014 reviews)
The price is ₹9,390
₹10,515 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Plus Chicago Hillside
A MainStay Suites hotel with a large sign, a parking lot, and a building in the background.

3. MainStay Suites Chicago Hillside

MainStay Suites Chicago Hillside
2.5 star property
Hillside
6.2 out of 10, (1,003 reviews)
The price is ₹7,596
₹8,506 total
includes taxes & fees
30 Nov - 1 Dec
MainStay Suites Chicago Hillside
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

4. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (3,141 reviews)
  • cleanliness
    Chicago's family escape with free breakfast and premium entertainment includes free parking and Netflix streaming.
The price is ₹8,383
₹9,303 total
includes taxes & fees
11 Nov - 12 Nov
SureStay Plus Hotel by Best Western Chicago Lombard
A modern lounge area with leather sofas, a coffee table, and a patterned rug.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,224 reviews)
The price is ₹12,678
₹14,615 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago O'Hare – Rosemont by IHG
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

6. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,902 reviews)
The price is ₹13,494
₹18,836 total
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

7. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,221 reviews)
The price is ₹9,795
₹11,645 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

8. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,017 reviews)
The price is ₹12,010
₹17,284 total
includes taxes & fees
10 Dec - 11 Dec
Hotel 505 River North
A dining table set for six with a cityscape view through large windows.

9. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,584 reviews)
  • cleanliness
    Discover prime city centre Chicago adventure with family-friendly amenities near Millennium Park and the beach this summer.
The price is ₹12,162
₹17,767 total
includes taxes & fees
26 Nov - 27 Nov
Swissotel - Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

10. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,216 reviews)
  • cleanliness
    Family-friendly Chicago adventure awaits just steps from Michigan Avenue with comfortable river views and boutique charm.
The price is ₹13,616
₹16,189 total
includes taxes & fees
25 Nov - 26 Nov
L7 CHICAGO by LOTTE HOTELS
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at family-friendly hotels in Hillside

Breakfast included
Pool

Top Hillside Hotel Reviews

A multi-story hotel with a central entrance, a flag, and a sign for Express Suites.
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

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

10/10 Excellent

Nice staff very friendly and helpful. Room was nice. Pool area clean and tidy. Excellent breakfast
United Kingdom
Simon
Reviewed July 3, 2025
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Frequently Asked Questions

What's Hillside like for family-friendly holidays?

The relaxing destination of Hillside is a great choice if you've been considering a holiday with the children. The entertainment, forests and restaurants are just a few things that make this an attractive spot for a family holiday. Fly into Chicago O'Hare International Airport (ORD), which is the closest airport, or Chicago Midway Airport (MDW), which is located 10.4 mi (16.7 km) from the city centre.

When's the best time to book a family-friendly holiday in Hillside?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

What's there to see and do with your family in Hillside?

While you are holidaying in Hillside, you and the family may want to see some interesting spots such as Wrigley Field and Soldier Field. Make sure that you have plenty of time to take in activities in the area such as Navy Pier, United Center and Michigan Avenue.

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