Chicago on a Budget: Three Days of Fun!

Discover the Windy City's wonders with your loved ones - Chicago: The Perfect Family Friendly Adventure!

19 July 2023

A family friendly trip to Chicago, United States offers an exciting blend of entertainment and education for all ages. Explore the iconic Navy Pier with thrilling rides, beautiful gardens, and stunning lake views. Immerse yourself in the city's rich history by visiting unique museums like the Shedd Aquarium, Field Museum, and the interactive Chicago Children's Museum.

Travel plan

Getting latest place information
Day 1

Exploring the Windy City

  • Start your day with a hearty breakfast at Lou Mitchell's, a Chicago institution that's been dishing out pancakes since 1923.
  • Take a thrilling architectural boat tour on the Chicago River to see the city's stunning skyline up close.
  • Channel your inner Ferris Bueller at the Art Institute of Chicago, where you can get lost in a world of masterpieces.
  • Let the kids run wild at Millennium Park, home to the iconic Cloud Gate sculpture, affectionately known as "The Bean."
  • Indulge in deep-dish pizza heaven at Giordano's, where cheesiness is an art form.
Day 2

Culture, Comedy, and Cuatro Tacos

  • Dive into Mexican culture at the National Museum of Mexican Art in Pilsen, filled with vibrant artwork and engaging exhibits.
  • Catch a hilarious improv show at The Second City, where comedy legends like Tina Fey and Bill Murray got their start.
  • Refuel with street tacos at Antique Taco, where the flavors are as colorful as the decor.
  • Stroll along Navy Pier and take a spin on the Ferris wheel for breathtaking views of Lake Michigan.
  • Unleash your inner detective at The Escape Game Chicago, where you'll solve puzzles and crack codes to make your escape.
Day 3

From Blues to Brews

  • Immerse yourself in the sounds of Chicago's blues heritage at Buddy Guy's Legends, where live music shakes your soul.
  • Indulge in a Chicago-style hot dog at Portillo's, topped with all the fixings (including a dill pickle spear!).
  • Explore the wonders of the Shedd Aquarium, home to playful dolphins, mesmerizing jellyfish, and adorable penguins.
  • Satisfy your sweet tooth with a visit to The Doughnut Vault, where the line might be long, but the pillowy pastries are worth the wait.
  • Wind down the evening with a craft beer at Revolution Brewing, sampling local brews that have won hearts (and taste buds).

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

Chicago on a Budget: The 5-Day Adventure

Exploring Chicago on a limited budget is possible with the city's many free attractions including Millennium Park, Navy Pier, and the Lincoln Park Zoo. Budget-friendly accommodations can be found in the city's hostels and Airbnb's located in the trendy neighborhoods of Wicker Park and Logan Square. Delicious local cuisine at affordable prices can also be found in the city's diverse dining scene ranging from deep-dish pizza to ethnic street food.

5-Day Adventure Guide to Chicago, USA

Chicago is a bustling metropolis on the shores of Lake Michigan, known for its architecture, food, and culture. Tourists can explore the city's many museums and parks, including the Art Institute of Chicago and Millennium Park. Be sure to sample the city's famous deep-dish pizza and catch a game at Wrigley Field or Soldier Field.

Windy City Wonders: A 4-Day Family Adventure in Chicago!

Experience the vibrant city of Chicago on a family friendly trip filled with unforgettable memories. Explore the iconic Millennium Park, where kids can splash in the Crown Fountain or marvel at the reflective Bean sculpture. Indulge in delicious deep-dish pizza, visit the Shedd Aquarium or catch a baseball game at Wrigley Field for an action-packed getaway in the Windy City.

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.