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Best Kid friendly vacations in Chicago

Kid friendly vacation packages for 3 nights

Kid friendly vacation packages for 4 nights

Kid friendly vacation packages for 5 nights

Kid friendly vacation packages for 6-7 nights

Kid friendly hotels in Chicago

Hyatt Place Chicago/Lombard/Oak Brook
Hyatt Place Chicago/Lombard/Oak Brook
3.0 out of 5.0 2340 South Fountain Square Drive, Lombard, IL
Free Cancellation
$80
4.5/5 (52 reviews)

I enjoyed my stay, but the staff did not seem all to happy to be there. The hall way smelled of weed all night. Hotel is clean but feels a bit out dated. Our bathroom door wouldn’t even close all the way. Lights flickered for a bit when first turning on. Tv is outdated so it was a bit fuzzy at times. ...

Reviewed on Mar 7, 2020
Family FriendlyBreakfastFree Breakfast
Embassy Suites Chicago Downtown
Embassy Suites Chicago Downtown
4.0 out of 5.0 600 N State St, Chicago, IL
Free Cancellation
$139
4.2/5 (205 reviews)

The service here is very very good. We really enjoyed breakfast and also completely drink at evenings. Everything it been amazing. We're gonna comeback for sure .

Reviewed on Mar 4, 2020
Family FriendlyBreakfastFree Breakfast
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 out of 5.0 151 East Wacker Dr, Chicago, IL
Free Cancellation
$159
4.2/5 (991 reviews)

For this big of a hotel, they need to have a bigger bar area. This was NBA Allstar weekend and it took forever to get to the bar to even order a drink, then to more for 2 beers than I can buy a case of beer for! Ridiculous!

Reviewed on Feb 16, 2020
Family FriendlyFitness CenterSports
Embassy Suites Chicago Downtown Magnificent Mile
Embassy Suites Chicago Downtown Magnificent Mile
4.0 out of 5.0 511 North Columbus Drive, Chicago, IL
Free Cancellation
$159
4.2/5 (452 reviews)

They didn’t have the room I booked on Orbitz and made me pay $90 extra for an upgraded room. I assume this error is on Orbitz’s end, but please, buyer beware!!! They hate that I booked through third party and gave me hell for it. Also, if you don’t book through them, they don’t give you access to ...

Reviewed on Mar 7, 2020
Family FriendlyBreakfastFree Breakfast
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
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4.1/5 (978 reviews)

I’ve been staying at Palmer House for 25 years and it never disappoints!

Reviewed on Feb 12, 2020
Family FriendlyHistoricalConcierge
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5.0 520 South Michigan Avenue, Chicago, IL
Free Cancellation
$109
3.5/5 (283 reviews)

This was a very beautiful hotel. However, our room wasn't all that clean. There was alot of hair on the bathroom floor and the ceiling was falling apart. But the hotel itself is absolutely gorgeous

Reviewed on Jun 30, 2020
Family FriendlyConciergeRoomservice

Book Chicago family vacations

Make your next family trip one for the books. When you choose family fun in Chicago, you’ll add some great shots to your photo album and make happy childhood memories for your little ones. Delight everyone in your group and make the most of your time together with family vacations to Chicago.

Find something for the whole family
Everyone in the family looks for something different on vacation. Kids need space to run and play, while teens are busy adding photo filters for social media. Mom and Dad just want to relax—and that can take many forms. When you book with Orbitz, we make sure you can relax in at least one way: You won’t have to worry about planning every detail of every day in Chicago. 

  • Easy planning: We have flights that fit your schedule and hotels that fit your family’s travel style. Bundle them together with our Chicago family vacation packages, and you save money and time—which can both be better spent on adventures.
  • Fun for everyone: You’ll never run out of things to do on family vacations in Chicago. Find kid-approved activities, parks and pools, and family-friendly restaurants. You could even find convenient amenities like laundry services and kitchenettes with apartment living.

Planning family vacations in Chicago should be fun. Don’t spend every waking hour comparing prices and amenities. When you book with Orbitz, we’ll make sure you get the best deal, so you can think about the important things, like ordering those matching family outfits. Chicago here you come!

How much does it cost to fly to Chicago?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.