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Check prices for these dates

Tonight
14 Nov - 15 Nov
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15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Our top choices for Chicago family-friendly hotels

A hotel entrance with a marquee sign, a blue carpet, and a flag.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,209 reviews)
The price is 2.858.407 ₫
3.398.243 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

2. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,893 reviews)
The price is 3.820.198 ₫
5.305.615 ₫ total
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

3. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,019 reviews)
The price is 3.569.798 ₫
5.066.802 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North
A bar area with a long counter, multiple stools, and shelves stocked with bottles.

4. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,243 reviews)
  • cleanliness
    Family-friendly Chicago adventure awaits just steps from Michigan Avenue with comfortable river views and boutique charm.
The price is 3.931.657 ₫
4.674.347 ₫ total
includes taxes & fees
6 Dec - 7 Dec
L7 CHICAGO by LOTTE HOTELS
A dining table set for six with a cityscape view through large windows.

5. 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 3.221.087 ₫
4.734.716 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Swissotel - Chicago
A high-rise building with a modern architectural design, featuring a grid-like facade and large windows.

6. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,704 reviews)
The price is 2.803.435 ₫
4.064.939 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
A man carrying a child on his shoulders in a swimming pool.

7. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,426 reviews)
  • cleanliness
    Experience family adventures at this Chicago riverside retreat with an impressive indoor pool, play areas, and luxury touches for all ages.
The price is 4.395.897 ₫
6.126.026 ₫ total
includes taxes & fees
13 Dec - 14 Dec
InterContinental Chicago Magnificent Mile by IHG
A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,998 reviews)
  • cleanliness
    Family bliss in the heart of Chicago, with premium TV, sauna access, and a kid-friendly environment just steps from Michigan Avenue.
The price is 3.328.849 ₫
3.957.668 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Eurostars Magnificent Mile
A grand lobby with a marble staircase, plush seating, and a large painting on the wall.

9. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,611 reviews)
The price is 2.722.292 ₫
3.236.532 ₫ total
includes taxes & fees
10 Dec - 11 Dec
River Hotel
A high-rise hotel with a curved facade, multiple floors, and large windows.

10. Kinzie Hotel

Kinzie Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,161 reviews)
The price is 3.443.956 ₫
4.807.453 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Kinzie Hotel
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 Chicago

Pool
Breakfast included

Family-friendly hotels with pools in Chicago

A modern restaurant interior with a green wall, hanging lights, and a long dining area.
Hotel 505 River North

Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3019)
The price is 3.569.798 ₫
5.066.802 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North
View all properties

Family-friendly hotels with free breakfast in Chicago

A hotel entrance with a marquee sign, a blue carpet, and a flag.
Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1209)
The price is 2.858.407 ₫
3.398.243 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
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.
View all properties

Top Chicago Hotel Reviews

A hotel entrance with a marquee sign, a blue carpet, and a flag.
Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago

10/10 Excellent

Great location from both airports. Lovely hotel clean and convenient
United Kingdom
Kanokkan
Reviewed October 31, 2026
Hilton Vacation Club Hotel Blake Chicago

Frequently Asked Questions

What's Chicago like for family-friendly holidays?

If you've been thinking about a holiday with your children, Chicago is a good choice. The interesting architecture, art scene and famous monuments are just a few things that make this an attractive place for a family holiday. Fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 15.7 mi (25.3 km) from the centre of Chicago.

How many family hotels will I be able to find in Chicago?

Expedia has 172 hotels in Chicago that are perfect for families.

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

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.

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

While you are visiting Chicago, you and the family may want to explore some interesting spots such as Soldier Field, Navy Pier and Wrigley Field. Make sure that you have plenty of time to take in the area's activities such as Michigan Avenue, United Center and Six Flags Great America.

What's the best way for us to get around Chicago?

Take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you'd like to explore around the area, you may want to rent a car for your trip.

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