Family Vacations Directory - Chicago

Only Chicago family vacation ideas appear on this page including city information, family vacation activities, festivals, events, travel deals, and family vacation packages.Chicago Family Vacation Ideas Best things to do with kids: Attend Chicago Shakes theater for families or be entertained at Navy Pier; shop at American Girl store or count fish at the Shedd Aquarium.  Visit Museum of Science and Industry and be awed by dinosaurs or stroll through Grant Park and enjoy the lake shore. Best family vacation deal: Chicago CityPASS. View more Illinois family vacation ideas. 

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Add a Doughnut Shop to Your Vacation Plans.

In the last few years doughnut shops, bars, emporiums and boutiques have given new life to the common donut. The selection and consumption of freshly baked doughnuts can be a family adventure all by itself. [Read More]

Chicago's Shakespeare in the Parks Free Summer Theatre Fun for All.

Do you love Romeo & Juliette? Each summer Chicago Shakespeare Theater (CST) recreates the magic of Shakespeare presenting timeless and engaging works penned by William Shakespeare. [Read More]

Best Great Lakes Renaissance Festivals and Medieval Faires Offer Interactive Games, Jousting Knights, and an Occasional Dragon.

Planning a road trip to the 16th century is easy in Ohio, Michigan, Wisconsin and Minnesota where faires and festivals are populated by knights, maidens, and royalty and the atmosphere is difficult to duplicate on your own. [Read More]

Eight Reasons to Attend Chicago’s KidzaPalooza in Grant Park.

Best described as a festival within a festival, Kidzapalooza rocks inside the world famous Lollapalooza and delivers immersive family fun. And don't forget, children 10-years-old and younger attend for free with a pass-holding adult. [Read More]

Celebrating Pi Day with Pie.

Saturday 3.14.15 is the most important calendar day of the century and museums from New York City, Philadelphia and Princeton, New Jersey to Chicago and San Francisco have created terrific ways for families to celebrate with pi parades, Albert Einstein look-a-like contests, pie eating contests, and interactive numbers games. [Read More]

Irish Music School of Chicago and Chief O’Neill’s Host Family-Friendly Events.

With St. Patrick’s Day on the radar screen, The Irish Music School of Chicago offers extra family fun which includes free traditional Irish music lessons, a St. Patrick lookalike contest, and an easy way to share a bit of Ireland with your kids. [Read More]

Museum of Science & Industry in Chicago Showcases Numbers in Nature: A Mirror Maze.

The newest permanent exhibition at MSI fits into the “smart” category. It is both interactive and immersive and according to our sources in the city it is "smart" family fun. [Read More]

Great Lakes Best Places to Vacation with Dinosaurs and kids.

To add extra value to any family vacation with young children one of the easiest things to do is find a few dinosaurs. Don’t let the big words scare you, just share in learning and fun. [Read More]

Chicago Family Vacation Idea with Teens Include Shopping, Theatre, and Navy Pier.

Chicago offers families a multitude of entertainment options – always edgy and fun. From awesome music and art venues in Grant Park to the non-stop fun on Navy Pier the city delivers on the fun stuff. [Read More]

Illinois: Chicago, Family Fun and Dinosaurs Alive! at Brookfield Zoo.

Grab the kids or grandkids and vacation with dinosaurs. Step back in time to the Jurassic and Cretaceous Eras and share in the fun. [Read More]

Illinois: Chicago, Family Vacations – Clown Fish, Dinosaurs, and Gnomes in a Garden.

From the beauty of Lake Michigan and Grant Park to the fireboats on the Chicago River, Chicago is an awesome place. The parks are better than ever and the Sears Tower is still a thrill when it is not in the clouds. [Read More]

Illinois: Chicago, Museum of Science & Industry – “Science Storms” Amazing Family Fun

Be blown away by a 40-foot tornado swirling before you. See bolts of lightning crack over your head. Trigger an avalanche. Unleash a tsunami wave. Science Storms at MSI is a wild ride of family fun. [Read More]

Illinois: Chicago CityPASS Family Vacation Ideas-Sea Otters, NASA Missions, and a Submarine.

With a CityPass booklet it is easy to create your own urban adventure. Just add deep dish pizza, a trip to Navy Pier, and a Chicago Shakespeare Theater show and let the vacation memories happen. [Read More]

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CityPASS - Chicago, IL

An Easy Urban Family Vacation save up to 53%. [Read More]

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