Chicago
Day Trips
Make the most of your day with our curated plans, packed with Chicago's hidden gems and unique experiences!
Start your day at Millennium Park and take a photo with the Cloud Gate sculpture. Enjoy a leisurely stroll through the surrounding gardens.
Visit the Art Institute of Chicago to admire world-class artwork. Grab lunch at a nearby café and explore the Museum Campus afterward.
Dine at a rooftop restaurant with views of the skyline. Wrap up your evening with a night walk along the Chicago Riverwalk.
Explore the vibrant streets of Lincoln Park, starting with the beautiful Lincoln Park Zoo. Enjoy breakfast at a local diner.
Head to Wicker Park for boutique shopping and street art. Don’t miss trying a famous deep-dish pizza for lunch.
Experience the nightlife in Logan Square, where you'll find a mix of bars and live music venues. Sample local craft beers to unwind.
Take an architecture cruise on the Chicago River to view iconic buildings. Learn about the city’s architectural history from an expert guide.
Visit the Chicago History Museum to delve deeper into the city's past. Enjoy lunch at a café in Old Town.
Head to the Willis Tower Skydeck for stunning views at sunset. Have dinner at a nearby steakhouse for a classic Chicago experience.
Start with a refreshing walk or bike ride along the Lakefront Trail. Stop by the Chicago Botanic Garden for some tranquility.
Explore the parks along the lake and have a picnic lunch. Visit the nearby beaches to soak up the sun.
Join a sunset yoga session at the beach. Wind down with a soothing walk along the shoreline.
Visit the Museum of Science and Industry for interactive exhibits. Spend your morning exploring its fascinating displays.
Head to the Field Museum to learn about natural history. Enjoy lunch at their café, and don't forget to check out Sue, the T. rex!
Catch a show at the Chicago Shakespeare Theater on Navy Pier. Grab dinner at a restaurant with a view of the water.
Start your day at the United Center, home to the Bulls and Blackhawks. Take a stadium tour to learn about the teams’ legacies.
Visit the Chicago Sports Museum to engage with interactive exhibits. Have lunch at a sports-themed restaurant nearby.
Attend a Chicago Cubs game at Wrigley Field, feeling the city's spirit. Enjoy hot dogs and beer while cheering for the home team.
Explore the Magnificent Mile, a haven for shoppers. Start your day with breakfast at a nearby café.
Continue shopping at various boutiques and high-end stores. Enjoy lunch at a stylish eatery along the Mile.
Indulge in a culinary experience at a gourmet restaurant downtown. Check out a nearby bar for post-dinner drinks.
Depending on the season, start your day by visiting a local farmer’s market. Enjoy fresh produce and artisanal goods.
Attend local festivals and street fairs, sampling food trucks and live music. Engage with local artisans and crafters.
Finish off the day with outdoor live performances. Enjoy the vibrant community atmosphere as night falls.
Kick off the day at Navy Pier, enjoying the rides and the Chicago Children's Museum. It’s perfect for kids of all ages!
Enjoy lunch at the pier and catch a show or ride the Ferris wheel. Spend the afternoon at the Shedd Aquarium discovering marine life.
Take in a family-friendly show at the Chicago Magic Lounge. Wrap up with dessert at a nearby ice cream shop.
Begin with a breakfast food tour, sampling various local favorites. Visit a donut shop for a sweet kickstart.
Take a cooking class to learn how to make traditional Chicago dishes. Enjoy your culinary creations for lunch.
Embark on a dessert tour, trying iconic Chicago sweets. End the night at a speakeasy-style bar for some unique cocktails.
