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Chicago is a city set on the sweeping shores of Lake Michigan. It's the third largest city in the US in terms of population, which means it's a bustling metropolis. There are plenty of things that Chicago is known for, so you'd definitely want to explore these attractions on your visit.
You might want to step outside the city and explore these hiking destinations too!
While you'll want to stay longer, there's lots to keep you occupied on a short trip to Chicago. Use this guide on what to see in Chicago in 1 day to help plan your itinerary. You'd be surprised to know the many things you can do in Chicago in just a day!
Where to Stay
If you're only spending 1 day in Chicago, knowing where to stay is critical. You can save time by being close to some well-known attractions, making it easy to get around.
The ideal location to stay when in Chicago for 24 hours is Downtown Chicago. It's close to major attractions, including museums, restaurants, and notable buildings.
There's also an abundance of hotels and accommodations in Downtown Chicago that you could easily find within your budget range. You can find great deals when you check out hotel booking sites like Hotels.com and Priceline.
1 Day in Chicago Itinerary
Once you've booked a place to stay, you're set to create an itinerary for your day trip to Chicago.
Start Your Day at the Chicago Riverwalk
There's nothing like waking up in one of the best cities in the US. Take it slow if you're in Chicago, even just for a day. Enjoy a leisurely morning walk by the breathtaking Chicago Riverwalk. You'll pass by modern architecture, boats cruising the Chicago River, and various art installations along this 2km stretch.
You have the option to continue your walk toward the Chicago Lakefront Trail. If you do, you'll pass by some of Chicago's most historic neighborhoods, like Hyde Park and Lincoln Park. You'll have skyline views at every angle, too.
Finally, take a photo of the Centennial Wheel, the most iconic landmark on this trail.
Grab Brunch
After your leisurely walk, it's time to grab brunch. Luckily, you'll be spoiled for brunch spots in Chicago.
Take your pick from these famous brunch spots in Chicago so you can get a taste of what the locals love:
- Tempo Café – This 40-year-old local diner serves an all-day breakfast menu at the heart of the Gold Coast area.
- Irene's – Enjoy your brunch in a large booth or at the counter in this cozy diner. Menu options include a breakfast burrito and pancakes with cream cheese frosting.
- Tzuco – This Mexican restaurant in River North serves savory and sweet options for brunch.
- Loaf Lounge – This is the place to go in Chicago if you're looking for the best breakfast sandwiches and fun baked goods.
Go Sightseeing in Chicago
Now that you've fueled up with a delicious brunch, it's time to discover what to see and do in Chicago.
Sightseeing is one of the best ways to get to know the city. Head over to the 360 Chicago Observation Deck on the 94th floor of the 100-story skyscraper on North Michigan Avenue. It's one of the best viewpoints to enjoy panoramic city views.
If you're looking for a more exciting way to enjoy Chicago's skyline views, head over to TILT. The city's highest thrill ride is literally what the name implies. You'll be leaning over a tilted glass 1,000 feet above the city. If you've got a fear of heights, be warned because this isn't for the faint of heart.
If you're looking for a more subtle and relaxed way to sightsee in Chicago, you can book a cruise along the Chicago River. These tour cruises provide a guided explanation of the city's history and its most notable attractions.
Some tours also provide additional entertainment, so you can book one that best suits your preferences!
Explore the Architecture of Chicago
Chicago is home to many notable architectural landmarks and art installations. You can't spend a day in Chicago without checking them out.
One of Chicago's iconic art installations is The Bean at Millennium Park. Visit Millennium Park and see the famous mirrored sculpture for free. You can also visit it early in the morning to avoid the crowd and get that Insta-worthy shot!
The Chicago Cultural Center is another iconic building you must see, especially if you're into architecture. It's located on Washington Street, right across Millennium Park. Recognized as a Chicago landmark, the center's architecture is inspired by the ancient buildings of Rome and Greece.
You can't miss the Aqua Tower if you're really into awe-inspiring architecture. It's a mix between a skyscraper and a sculpture. As the name suggests, the building's design is inspired by the qualities of water.
This 80-storey building is truly an architectural marvel and an attraction that's hard to miss when you visit Chicago.
Enjoy a Lazy Afternoon at Navy Pier
While most locals consider Navy Pier a tourist trap, it's still a worthy destination if you only have a day in Chicago. It's an unmissable experience for anyone traveling with kids.
Navy Pier offers shops, restaurants, and fun activities like Ferris wheel riding. The Chicago Children's Museum is also located nearby. Many cruises and boat rides embark from the Navy Pier.
If you visit Chicago on a Wednesday or Saturday, don't miss the fireworks at the Navy Pier! You can book your Navy Pier ticket ahead of time to maximize this experience.
Eat Your Way Through Chicago
Chicago is a well-known foodie city. It's got a distinctive culinary heritage, so you should definitely sample some of the notable dishes that Chicago is famous for.
The deep-dish pizza is one of the most popular dishes in Chicago. Every local has their favorites on where to get the best deep-dish pizza in the city. Giordano's, Lou Malnati's, Pizano's, and Pequod's are the most popular choices.
Aside from the deep-dish pizza, the Chicago-style hot dog is another dish that the city is famous for! Like the deep-dish pizza, many debates exist on where to find the best hotdog in Chicago. You can sample any from Fat Johnnie's, Redhot Ranch, Jimmy's Red Hots, and Superdawg and see for yourself.
If you need more Chicago cuisine, try booking a food tour to experience them all!
Chicago At Night
There are plenty of things to do in Chicago at night. So, to end your 1-day itinerary, you can pick whether you want a relaxed or wild night in Chicago.
You can grab some drinks at a rooftop bar and enjoy the city's best views at Kennedy Rooftop or The J. Parker on the rooftop of Hotel Lincoln are excellent options to sip your favorite cocktails with a view.
Another option is to listen to live jazz music at a historical lounge in Chicago, such as the Green Mill Cocktail Lounge. Or better yet, you can catch a burlesque show in Chicago!
For a truly unique experience, you could also book a Gangsters and Ghosts tour to discover the dark side of Chicago. Check out this guide on Chicago nightlife to party it up in the Windy City.
Discover Chicago With Pilot!
Chicago has plenty to offer its visitors, whether you have 1 day or 1 week! No matter how short or long your stay is, you can have a seamless travel experience if you plan your itinerary ahead.