Chicago Itinerary 2 Days

Things to See in Chicago in 2 days

If you are looking for the best things to see in Chicago in 2 days, these are the attractions you must include in your Chicago itinerary for 2 days. Explore further to plan a perfect trip of 2 days in Chicago.

This Plan is Good for You if You Are:

  • Visiting Chicago for the first time and have 2 days in hand
  • Looking for places to visit in 2 days in Chicago
  • Staying in Chicago and wondering how to spend 2 days in Chicago with family and kids
  • Backpacker planning to spend 48 hours in Chicago
  • Want to create Chicago itinerary on your own
  • Planning weekend vacation of 2 days in Chicago

Recommended Itineraries for Spending 2 Days

Recent Itineraries for Chicago in 2 Days

Spending 2 days in Chicago, Illinois? Refer these recently created 2 days 1 night Chicago travel itineraries.

2 Days in Chicago - Perfect Weekend Guide

One of the largest cities in USA, the vibrant city of Chicago in Illinois is located on Lake Michigan and boasts of a beautiful skyline. This lakeside city has the fourth strongest economy in the world. Chicago is a diverse and cosmopolitan city that hasn’t lost any of its genuine mid-western hospitality and friendliness. The city is known for its rich musical cultural heritage and is also a historic hub for transportation. More importantly, the city is famous for its sports! This Chicago Itinerary 2 days will help you explore Chicago fully:

How to spend 2 days in Chicago?

Day 1


Start your morning with the stunning view of the Willis towers in Chicago. Popularly known as the Sears towers, this tower was the tallest building in United States until the inauguration of The world trade centre.


Head to the Michigan Avenue in the afternoon and get a glimpse of the Michigan Lake as well. Enjoy Shopping at the Magnificent Mile and then head to the Millenium park, a public area at the loop and experience a lively and spectacular atmosphere.


Experience the feels of being in China by heading to the Chinatown. It is an ethnic Chinese neighbourhood in Chicago and has major of it’s population from the Southeast Asia. Dine at the authentic Chinese Restaurants there and shop for local artifacts.

Day 2


Start your last morning of your 2 days in Chicago by visiting the Lincoln Park Zoo, one of the oldest zoos in North America and a free admission zoo as well.


Spend your afternoon at the quiet Shedd Aquarium established in 1930. The Chicago Cultural Center should be a must visit. A reception venue, this place has many art exhibits as well as plays a host to many major events in the city.


Spend the last moments of your 48 hours stay in Chicago by visiting the Buckingham Fountain, one of the largest fountains in the world which is a replica of the Michigan Lake.

This Chicago Itinerary 2 days will surely help you plan a memorable trip.

Tours and Activities in Chicago for 2 Days

Booking tours and tickets for popular attractions saves a lot of your time spent in a queue. Below are some of the tours and tickets recommended for 2 days in Chicago

Best Hotels in Chicago for 2 Day Trip

These are some of the hotels added in the past by our travelers to their Chicago itinerary 2 days. Check out the hotels that suit you and add them to your trip plan.

With Less Days in Hand

With limited time in hand, explore our travel ideas for 1 day in Chicago. During a short day trip you may visit the important attractions in Chicago.

With More Days in Hand

With more than 2 days in hand, you can comfortably spend more time at famous attractions in Chicago. Plan lunch or dinner at the best restaurants, enjoy night-outs, indulge in adventure activites. Explore 3 days and 4 days trip ideas for Chicago.

What Next?

Are you now ready with your Chicago bucket list? Create an itinerary to Chicago using our Free Trip Planner and check all the attractions off your list.