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Fun and Facts for Chicago, Illinois

Printable Games & Activities

Tall Buildings of Chicago Activity Page

Learn about the buildings that make up this city's notable skyline.

Chicago Travel Map

The perfect way for kids to get to know the "Windy City."

Know Before You Go

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  1. At a Glance

    As the third most-populated city in the United States, Chicago offers families a diverse selection of cultural experiences, world-class museums, food, and fun. Kids will be fascinated by the skyscrapers and attractions, while grown-ups will appreciate the art, architecture, and people that make up the city's vibrant history.

  2. When to Go

    Chicago is known as the Windy City, and indeed, it can be windy -- as well as rainy and foggy -- without much warning. Summer and fall are the high tourists seasons, and unpredictable weather patterns and large temperature ranges mean it's hard to devise a trip itinerary far in advance. That said, plan a mixture of indoor and outdoor activities. If you're blessed with a gorgeous afternoon, take advantage of it by hitting the streets, pier, or parks while it lasts! A jacket is wise even in summer, especially if you plan to be by the lake in the evening. In the fall, the crowds dissipate somewhat, and the weather is likely to be mild throughout September, possibly even into mid-to-late October.

  3. Weather

    Temperatures average a high of 80 degrees in June, 84 degrees in July, 82 degrees in August, and 74 degrees in September, with low daily averages in the upper 50s/low 60s. Winter is cold, with winds that can take your breath away. Spring can be slow in coming and is often cold, with May showing the first really warm temperatures. Get more weather info.

  4. Getting There

    Chicago has two major airports, Midway (MDW) and O'Hare (ORD). O'Hare is bigger, so you may have more options for cheap flights, but many people prefer Midway's size and proximity to downtown. If you're taking a train, there is Amtrak train service in downtown, and you can also arrive from the suburbs and even surrounding states on one of the commuter trains: Metrarail and NICTD. You'll encounter a lot of traffic if you drive into Chicago, and parking is expensive. There are plenty of shuttles, taxis, buses and other options to get you from the train station or airport to your hotel.

  5. Getting Around

    With abundant buses, taxis, and trains servicing the downtown and tourist-centered areas, getting around Chicago is easy. Check out TransitChicago.com for schedules, maps, and an interactive trip planner that'll help you figure out how to get where you want to go. You can also hail a cab from the street. If you have a larger family, ask your hotel concierge to call the taxi company and request a minivan or other roomier vehicle.

    About the El Train
    Chicago's elevated train system, also known as the "El" (or "L"), is one of the busiest and biggest rapid-transit systems in the United States. With eight lines servicing the city and surrounding suburbs, the El is a convenient way to get around that can also be a fun experience for kids. Make sure to ride it at least once during the day while it's still light outside to get a commuter's view of the city. Avoid rush hour, though -- the train gets very busy. Late morning and early afternoon are the best times during the week; on weekends, other factors (a big game or a festival) may affect how many people are riding at any given time.

    The routes are color-coded, so look at a map before you go. The Red Line, the El's busiest train, runs along the lakefront as far north as Evanston. Most attractions' websites will tell you which route to take. Check TransitChicago.com for maps, schedules, and an interactive trip planner.

  6. Festivals & Events

    Chicago always seems to have a festival of some type going on; check the city's official website to see what special events may complement your trip (or turn it into a big hassle). The larger festivals often make getting around downtown nearly impossible, and accommodations very hard to get. You'll definitely want to steer clear of the giant music festival Lollapalooza, and, unless you plan on spending serious time there, avoid the Taste of Chicago weeks in late June/early July.

  7. Helpful Info

    ChooseChicago.com, CityofChicago.org, and GoChicago.com are great places to find out about events and help you make your travel plans.

  8. Deals & Discounts

    Consider buying a Chicago City Pass, which gets you into Shedd Aquarium, Adler Planetarium, Field Museum, Museum of Science and Industry, and the Hancock Observatory for one price of $49.50 per adult, $39 per child. Also visit ChooseChicago.com to find out when local museums offer free admission.

  9. Fun Facts

    • Chicago is the United States' third most-populated city, with nearly three million residents.
    • Chicago is home to over 200 theatres, 54 museums, and well over 15,000 restaurants.
    • The first commercial air passenger departed from Chicago for San Francisco on July 2, 1927.
    • In 1871, The Great Chicago Fire -- an enormous three-day fire -- killed hundreds of residents and destroyed much of the downtown area. The rebuilt city became known for its architecture.
    • Chicago's Adler Planetarium was the first planetarium in the Western Hemisphere.
    • Although the winds coming over the lake are definitely memorable, Chicago gets its nickname "The Windy City" because of its heated politicians and debates.

Pre-Trip Fun

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    Watch

    "Home Alone" -- Your kids may swear they'll be fine -- but you definitely won't leave them at home after seeing what young Macaulay Culkin goes through when left behind in Chicago. (School Age and Up)

    "Field of Dreams" -- Take the kids by Wrigley Field and see if they hear a magically inspiring inner voice. (School Age and Up)

    "Adventures in Babysitting" -- After witnessing this family's wild night, the family will be grateful for that boring babysitter. But they'll be thrilled to see some of the movie's downtown adventure spots for themselves. (Pre-Teens and Up)

    "Airplane" -- The original spoof movie will have them giggling all the way to Chicago -- if Ted can ever land the plane. (Pre-Teens and Up)

    "My Big Fat Greek Wedding" -- This hilarious film was shot and set in Chicago. You may not find Dancing Zorba's, but do seek out some spanakopita and baklava. (Pre-Teens and Up)

    "Chicago" -- Older kids will be singing and dancing all the way to the joint -- the pizza joint -- after seeing this musical set in Chicago's Roaring Twenties. (Teens)

    "Hoop Dreams" -- Get out the basketball and talk to your kids about following their own dreams; then go see a Bulls game -- if you can score tickets. (Teens )

    Eat

    Chicago-Style Pizza -- Experience pizza the way Chicago wants you to -- deep-dish and extra cheesy.

    Classic Chicago Hot Dog -- Not for picky eaters, this local staple is topped with onions, tomatoes, mustard, and relish (just hold the ketchup -- some consider it an insult).

    Read

    "Good Night Chicago" by Adam Gamble -- After this installment of the "Good Night Our World" series, kids will dream of the planetarium, among other famous Chicago sights. (Ages 2 to 6)

    "Journey Around Chicago From A-Z" by Martha Day Zschock -- It's easy to make a list of where you want to go in Chicago based on the illustrations in this beautiful book. (Ages 4 to 8)

    "Once Upon a Time in Chicago: The Story of Benny Goodman" by Jonah Winter -- This colorful tale of the legendary jazz clarinetist will send kids peering into every musical shop in Chicago. (Ages 4 to 8)

    "Sahara Special" by Esm‚ Raji Codell -- Send them browsing through one of Chicago's public libraries -- they may find the book Sahara's writing hidden on the shelf. (Ages 9 to 12)

    "Children of the Fire" by Harriet Gillem Robinet -- Your kids will look with new eyes on the city of Chicago after reading about the great fire of 1871 from an 11-year-old's perspective . (Ages 9 to 12)

    "Best Foot Forward" by Joan Bauer -- Careful: Young fashionistas may want to go in every shoe store in Chicago looking for the sassy narrator of this fun read. (Ages 12 to 17)

    Make

    Build a Skyscraper -- Get the kids psyched to zoom 1,000 feet up to the top of the John Hancock building.

    Glow-in-the-Dark Mural -- See if little architects can reconstruct the luminous Chicago cityscape.