1 Day in Chicago [2025]

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Looking for how to spend 1 day in Chicago?  This is the itinerary for you!  We detail the top activities when you have only one day to spend in Chicago.

Chicago is located in the Midwest, United States.  It is one of the greatest metropolitan cities in the world, and there are so many reasons why!

Chicago is renowned for its world-class museums, iconic landmarks, and a diverse culinary scene. 

The city’s lively atmosphere and welcoming locals create a memorable experience for travelers.

Whether you’re a fan of arts, sports, or food, there’s something unique waiting to be explored in every corner of this dynamic city.

Some of the best things you can do on a 1 day Chicago itinerary are: Millennium Park, world-class museums, Chicago Riverwalk, lunch on the river, Navy Pier, rooftop views, deep dish pizza, and a live show. 

Morning

Breakfast Picnic at Millennium Park

I recommend beginning a day with a breakfast picnic at Millennium Park.

Pack a couple of sandwiches, granola bars, and fruit from a local grocery store to get the day started right away. 

After breakfast, you can’t miss The Bean sculpture- it’s one of Chicago’s most famous attractions. 

Tourists love to capture a photo of their reflection in the 33 foot silver statue. 

Then, walk through Lurie’s Garden for a serene experience. 

World-Class Museums

Choose one of Chicago’s many world-class museums to visit on your itinerary.  Some of the most famous museums include the Museum of Science and Industry and the Field Museum. 

If you’re looking for artsy things to do in Chicago, check out the Art Institute

If you’re looking for something colorful, you can head over to a more immersive exhibit in Chicago like The Color Factory or WONDR Museum. 

These feature some of the best Instagram spots in Chicago

Chicago Riverwalk

The Chicago Riverwalk is one of my favorite parts of the entire city, and I recommend it on any Chicago itinerary

The Riverwalk connects Downtown Chicago to other neighborhoods of the city like River North and Streeterville. 

It’s a lovely 1.25 mile walk along the Chicago River.  It’s perfect for a stroll but there are many places to stop for a bite to eat or quick drink. 

The Riverwalk also features seasonal activities like pumpkin festivities in Fall but it’s amazing to walk along the river any time of year.

Tip: The Chicago Riverwalk is also the launching off point for Chicago’s famous Architecture Cruise

Afternoon

Lunch at Beatnik On The River

I recommend Beatnik on The River for lunch because of the amazing views sitting along the Chicago River.  Make a reservation online in advance to ensure your table will be along the river.

Beatnik is pretty pricey – you can find more affordable options. 

Alternate lunch restaurants in this area include:

I love the aesthetic of Etta and they have amazing Italian food. 

Tip: Consider eating lunch at Navy Pier.

Navy Pier

After lunch, head to Navy Pier to explore one of Chicago’s top attractions.

The boardwalk stretches over 3,000 feet along Lake Michigan, offering stunning views.

The top attraction of Navy Pier is its Ferris wheel, officially known as the Centennial Wheel.

This iconic ride stands 200 feet tall, offering breathtaking panoramic views of Chicago’s stunning skyline and Lake Michigan.

Navy Pier hosts free fireworks shows every Wednesday and Saturday night during Chicago’s summer months, lighting up the sky in a dazzling display visible from the Ferris wheel.

Seasonal Things to Do in Chicago

Evening

Rooftop Views

You can’t leave the windy city without catching amazing views from above.  Enjoy a happy hour or a light bite to eat at a rooftop restaurant like the Godfrey Hotel or the Signature Lounge at the Hancock Building.

I recommend going to the Signature Lounge because it allows you access to one of the most famous (and tallest!) buildings in Chicago for the price of a snack or drink. 

Sure, the drinks are expensive (we’re talking about a $10 soda) but I think this is a small price to pay for enjoying panoramic views of the skyline.

Tip: Skip this on a foggy day.  You unfortunately will not find views when you are fully submerged in the clouds. 

Dinner

You cannot leave Chicago without trying its world-class deep dish pizza!  This pizza pie is stuffed with cheese, any vegetable or meat options, and served with tomato sauce on top. 

It’s literally amazing!  And super filling. 

Tons of restaurants in Chicago offer deep dish pizza, but the most famous ones are:

  • Pequods
  • Lou Malnati’s
  • Giordano’s

Live Show

The iconic 'Chicago' theater marquee illuminating the night, a classic landmark and a must-see during a girls weekend in Chicago.

Top your one day in Chicago off with a live performance. 

You have your pick from Broadway shows, seasonal performances like The Nutcracker in the winter, or iconic comedy performances at Second City. 

1-Day Chicago Itinerary Tips:

  • You can easily replace any of the items on this itinerary. 
  • If you are looking to get off the beaten path, I recommend non-touristy things to do in Chicago
  • Chicago features a wide range of hotels and hostels for a variety of budgets.  Book in advance to secure a better price.
  • There is a city tax on most hotels that will make the cost increase. 

Read Next: Non-Touristy Things to Do in Chicago

Hotel Recommendations

Conclusion

Spending a day in Chicago offers a compact yet enriching experience with iconic architecture, world-renowned deep dish pizza, and vibrant live shows.

The Chicago skyline from the Hancock Building is a must-see, alongside savoring the flavors of local culinary staples.

Whether opting for a classic Broadway production or comedic brilliance at Second City, entertainment is unmatched. Remember to tailor the day based on personal interests and weather conditions.

Ready to craft your perfect Chicago day? Let’s get planning!

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Alyssa
Alyssa

As a full time teacher who loves her job, learn how I honor my wanderlust while working a 9:00-5:00 (because I want to!) This blog welcomes all, and specifically provides resources for those seeking travel intertwined into a busy schedule (3 days to 5 weeks).