Chicago on a Budget: 3-Day Adventure Guide

Discover Chicago's hidden gems without breaking the bank.

21 June 2023

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.

Travel plan

Getting latest place information
Day 1

Arriving in the Windy City

  • Check into the Freehand Chicago hostel – a budget-friendly spot with cozy bunk beds and communal spaces for meeting fellow travelers.
  • Head to Millennium Park to snap a selfie with the famous "Bean" sculpture and take in the stunning Chicago skyline.
  • Walk along the Chicago Riverwalk and stop for a drink or two at one of the many waterfront bars and restaurants.
  • Grab a deep-dish pizza (a Chicago must-do) at Lou Malnati's in River North.
  • End the night with a rooftop drink at Cindy's, overlooking Millennium Park.
Day 2

Chicago Culture and Cuisine

  • Start the day at the Art Institute of Chicago – home to famous works of art like Grant Wood's "American Gothic" and Edward Hopper's "Nighthawks."
  • Have a classic Chicago-style hot dog for lunch at Portillo's.
  • Walk off your lunch with a stroll through Lincoln Park Zoo – a free, family-friendly attraction with exotic animals from around the world.
  • Take a water taxi to Chinatown for dinner at one of the many authentic Chinese restaurants.
  • End the night with a comedy show at The Second City – a legendary institution that has launched the careers of many famous comedians.
Day 3

Lakeshore Adventures

  • Rent a DivvyBike and take a ride along Lake Michigan's beautiful shoreline.
  • Visit Navy Pier – a historic site with rides, attractions, and stunning views of the Chicago skyline.
  • Check out the Chicago Architecture Foundation River Cruise – a 90-minute tour of the city's impressive skyscrapers and buildings.
  • Have dinner at the famous Billy Goat Tavern, known for its famous "Cheezborger, Cheezborger" skit on Saturday Night Live.
  • End the night with drinks at The Violet Hour – a trendy speakeasy with creative cocktails and upscale ambiance.
  • Chicago may be known for its cold winters, but in the summer months, it's a vibrant city full of culture, cuisine and adventure. From world-famous museums and attractions to deep-dish pizza and river cruises, there's something for everyone. Don't let a limited budget stop you from experiencing the best of the Windy City – book your trip today.

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: 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.

Chicago in Four Days: A Budget Adventure.

Chicago is a vibrant and culturally-rich city located on the shores of Lake Michigan. For a budget-friendly trip, be sure to take advantage of free attractions such as the Lincoln Park Zoo and Millennium Park. Chicago is also known for its world-class cuisine, so be sure to sample the iconic deep-dish pizza and other cheap eats.

5-Day Romantic Getaway in Chicago, USA

A romantic trip to Chicago, United States is the perfect opportunity to explore the Windy City together. You can take a stroll along the picturesque Lake Michigan shoreline, indulge in mouth-watering cuisine at award-winning restaurants, and take in the breathtaking views from the Willis Tower. With a wide range of cultural and entertainment options, Chicago provides the ideal backdrop for a memorable romantic getaway.

Two-Day Windy City Romance Guide

Chicago offers a perfect backdrop for a romantic trip with its picturesque skyline and waterfront views. The city’s rich history, lively culture, and delicious food make it an ideal destination for couples who want to experience the ultimate romantic getaway. Take a stroll on the stunning Lakefront Trail, grab some deep-dish pizza, and catch a show at one of its renowned theaters for an unforgettable romantic trip.