Chicago Fun Frenzy: Explore, Indulge, and Immerse!

Explore the charm of Chicago with your loved ones – a family adventure awaits!

19 July 2023

A trip to Chicago offers a plethora of family-friendly activities and attractions. Explore the iconic Navy Pier where you can enjoy rides, games, and spectacular views of Lake Michigan. Immerse yourselves in the vibrant culture of the city by visiting Millennium Park, home to famous landmarks like "The Bean" and a host of interactive public art installations. Finally, don't forget to indulge in Chicago's deep-dish pizza and explore the numerous museums and zoos that cater to children's interests.

Day trip plan

Getting latest place information
Day

Discovering the Windy City

  • Rise and shine, your adventure begins at the bean! Take a selfie with Chicago's iconic Cloud Gate sculpture in Millennium Park.
  • Hop on a boat tour along the Chicago River to experience the beautiful architecture and hear fascinating stories of the city's rich history.
  • Fill your bellies with a classic Chicago deep-dish pizza at the famous Giordano's. Warning: this cheesy delight might change your life forever!
  • Burn off those pizza calories with a visit to Navy Pier. Ride the Ferris wheel, play mini-golf, or get lost in the funhouse – the options are endless!
  • Time to channel your inner detective at the Chicago Crime Museum. Uncover the city's shady past, from Al Capone's reign to the notorious St. Valentine's Day Massacre.
  • End your day with a theater extravaganza! Catch a Broadway show at the Cadillac Palace Theatre and let the magic of the stage transport you into another world.

How to get there

Plane

The best way to get to Chicago by plane is to fly into O'Hare International Airport or Midway International Airport, both of which are served by major airlines from most major cities in the world. You can check prices and schedules on websites like Expedia or Kayak.

Car

The best way to get to Chicago by car is to take one of the major highways, such as I-90 or I-94, which both run through the city. However, be aware of traffic congestion during peak travel times.

Train

The best way to get to Chicago by train is to take an Amtrak train, which connects the city to other major cities in the United States, such as New York, Washington D.C., and Los Angeles. The main train station in Chicago is Union Station.

Boat

The best way to get to Chicago by boat is to take a ferry from Navy Pier to locations such as Michigan City or St. Joseph. However, this mode of transportation is not as common as the others and may have limited availability depending on the season.

Bus

The best way to get to Chicago by bus is to take a Greyhound bus, which connects the city to most major cities in the United States. The main bus station in Chicago is the Greyhound Station.

More travel plans

4-Day Fun-Filled Guide to Chicago, USA

Chicago is a vibrant city full of diverse neighborhoods, impressive architecture, and a world-renowned food scene. Visitors can take in breathtaking views of the skyline from the Willis Tower Skydeck, stroll along the Lakefront Trail, and explore world-class museums and galleries. With something for everyone, a trip to Chicago is not to be missed.

Chicago in 4 days: Romance, Art, and Adventure

A romantic trip to Chicago begins with a stroll along the picturesque Riverwalk, taking in the stunning views of the city’s skyline. Embark on a journey to the top of the Willis Tower to marvel at the spectacular panorama or catch a show at the iconic Chicago Theatre. Relax with a glass of wine or craft cocktail in one of the city’s rooftop bars, or indulge in a romantic dinner at one of its many acclaimed restaurants.

The Ultimate 3-Day Chicago Adventure

Chicago boasts an impressive skyline and rich cultural diversity that attracts visitors from all over the world. Iconic landmarks such as the Willis Tower and Millennium Park provide excellent photo opportunities, while a stroll along the Magnificent Mile offers an extensive array of shopping, dining, and entertainment options. For a taste of Chicago's famous cuisine, deep-dish pizza and Chicago-style hot dogs are a must-try.

Chicago on a Budget: 3-Day Adventure Guide

Chicago is a vibrant and exciting city that can be enjoyed on a limited budget. Visitors can take in panoramic views from the top of Willis Tower, explore the diverse neighborhoods of Lakeview and Wicker Park, and visit the free-admission museums such as the Art Institute of Chicago. To save on accommodation costs, travelers can opt for budget-friendly hostels or seek out affordable Airbnb rentals.