Northwest Chicago Kid friendly Vacations 2026

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Kid friendly vacation packages in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Schaumburg Chicago

$372

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,434 reviews)

Eaglewood Resort and Spa

$453

per person

Nov 13 - Nov 15

found 18 hours ago

Roundtrip flight included

Cleveland (CLE) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

DoubleTree by Hilton Chicago Schaumburg

$520

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Des Moines (DSM) to Chicago (ORD)

7.2/10 Good! (1,008 reviews)

The property has a

Reviewed on Sep 7, 2026

The Westin Chicago Northwest

$476

per person

Oct 14 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

San Francisco (SFO) to Chicago (ORD)

8.8/10 Excellent! (1,009 reviews)

Room was a single not a double coffee maker missing parts

Reviewed on Sep 13, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

3 Night Kid friendly vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Eaglewood Resort and Spa

Save 100% on your flight

$290

per person

Nov 13 - Nov 16

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

The Westin Chicago Northwest

$317

per person

Nov 13 - Nov 16

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (1,009 reviews)

Room was a single not a double coffee maker missing parts

Reviewed on Sep 13, 2026

Hyatt Regency Schaumburg Chicago

$364

per person

Nov 13 - Nov 16

found 4 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,434 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

4 Night Kid friendly vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.

Eaglewood Resort and Spa

$459

per person

Oct 13 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.8/10 Excellent! (1,304 reviews)

Wyndham Garden Schaumburg Chicago Northwest

$599

per person

Nov 14 - Nov 18

found 1 day ago

Roundtrip non-stop flight included

Redmond (RDM) to Chicago (ORD)

6.8/10 (1,004 reviews)

The hotel is really not like the photos they put on the page, when we entered the room the sheets and pillows had a strange smell, and I went down to the reception and told a girl and she was going to give me two sheets so that I could change the sheets and I told her no, that's why I was paying for them to do the service, very bad experience for me and my family

Reviewed on Sep 8, 2026

Country Inn & Suites by Radisson, Schaumburg, IL

$576

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) to Chicago (ORD)

8.8/10 Excellent! (1,378 reviews)

Great location, near shopping, restaurants and expressway. Room was good size. Only challenge was the air conditioning seemed to turn off at night and it would get warmer and warmer

Reviewed on Sep 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Northwest Chicago

View all trips

How can I find the best family vacation packages in Northwest Chicago?

For fam-tastic vacation packages in Northwest Chicago, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Northwest Chicago on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Northwest Chicago cost?

You could book your amazing family trip to Northwest Chicago just $290. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

When is the best time of year for family vacations to Northwest Chicago?

If you’re crowd-cautious, the quieter months of are positively perfect in Northwest Chicago. But it’s if you’d rather mingle with the masses. Match your wardrobe to the weather and it’s always a wonderful time to visit Northwest Chicago.

Can I book an all-inclusive Northwest Chicago family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Northwest Chicago?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Northwest Chicago family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Northwest Chicago landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Northwest Chicago family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Northwest Chicago family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

Top Kid friendly Northwest Chicago Hotels

Hyatt Place Itasca

1150 North Arlington Heights Road Itasca IL

10 min drive from Woodfield Mall

Book a stay at this business-friendly hotel in Itasca. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

8.6/10 Excellent! (1,331 reviews)

"Everything was as described"

Reviewed on Sep 12, 2026

Sonesta ES Suites Chicago - Schaumburg

901 E Woodfield Office Ct Schaumburg IL

11 min walk from Woodfield Mall

Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Four Points by Sheraton Chicago Schaumburg

1100 East Higgins Road Schaumburg IL

11 min walk from Woodfield Mall

Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

8.8/10 Excellent! (405 reviews)

"Do not recommend this place for stay."

Reviewed on Sep 8, 2026

See all 3,889 properties in Northwest 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.