7 days in Chicago, United States: What to see, eat and do. Full city guide
Imagine a city that has it all – stunning architecture, deep-dish pizza, vibrant arts scene, and friendly locals. That, my friends, is Chicago! Known as the “Windy City,” Chicago boasts an iconic skyline, world-class museums, and a beautiful lakefront. With its rich history and cosmopolitan feel, Chicago is a city that will leave an unforgettable impression on you.
Things to consider before arriving to Chicago
The city is known for its amazing food scene; be prepared to indulge in everything from deep-dish pizza to hot dogs.
Chicago’s public transportation system is excellent; don’t be afraid to use it to get around.
Winters can be quite cold and snowy, so be prepared if you’re planning a visit during those months.
Chicago is perfect for anyone who loves architecture, food, and a lively arts scene. However, if you’re not a fan of cold weather, plan your visit accordingly.
What to bring with you
When packing for Chicago, make sure to bring:
1. Comfortable walking shoes for exploring the city.
2. Weather-appropriate clothing – layers work best for Chicago’s unpredictable weather.
3. A reusable water bottle for staying hydrated across the city.
4. A small umbrella, just in case it rains.
Best time of the year to visit
The best time to visit Chicago is during the late spring (April to June) and early fall (September to October), when the weather is most pleasant, and the city is alive with festivals and events.
How to get into the city
1. By air: Chicago has two international airports – O’Hare (ORD) and Midway (MDW). Both are well connected to the city by train and bus, so getting into town is a breeze.
2. By train: Amtrak operates several routes that serve Chicago’s Union Station. The station is centrally located, making it easy to connect to other parts of the city by public transportation.
3. By car: If you prefer hitting the open road, several interstate highways lead to Chicago. Be prepared for traffic and potential tolls as you make your way into the city.
7 day city guide trip to Chicago
Day 1 – Arrival and Riverwalk
Welcome to Chicago! Drop your bags at your hotel and head straight to the famous Chicago Riverwalk. Grab a bite to eat at one of the many restaurants and take a stroll along the river. Make sure to stop and admire the impressive architecture of the city.
Day 2 – Millennium Park and Art Institute
Start off your day at the world-renowned Millennium Park. Take a picture with “The Bean” (officially known as Cloud Gate) and enjoy a free outdoor concert. Then head over to the Art Institute of Chicago and explore their extensive collection of art from around the world. Don’t miss the iconic painting “American Gothic” by Grant Wood.
Day 3 – Navy Pier and Magnificent Mile
Take a day to explore Navy Pier, Chicago’s top tourist attraction. Ride the Ferris wheel, see a movie at the IMAX theater, and enjoy the beautiful views of Lake Michigan. After, head over to the Magnificent Mile for some shopping and dining. Make sure to stop at the famous Water Tower Place for high-end shopping and food.
Day 4 – Day Trip to Milwaukee
Take a break from the city and spend a day in nearby Milwaukee, Wisconsin. Visit the Harley Davidson Museum, stroll along Lake Michigan, and explore the historic Third Ward. Don’t forget to try the famous Milwaukee bratwurst while you’re there.
Day 5 – Wrigley Field and Lincoln Park Zoo
Catch a Cubs game at the historic Wrigley Field, or simply take a tour of the stadium. Afterwards, head over to Lincoln Park Zoo and see the animals up close. Entry to the zoo is free, but donations are always appreciated.
Day 6 – Day Trip to Indiana Dunes National Park
Head over to Indiana for a day trip to the stunning Indiana Dunes National Park. Enjoy hiking, swimming, and stunning views of Lake Michigan. Don’t forget to pack a picnic lunch and plenty of water!
Day 7 – Museum of Science and Industry
End your trip with a visit to the Museum of Science and Industry, located in the historic Hyde Park neighborhood. Explore interactive exhibits and learn about science, technology, and innovation. Don’t miss the chance to tour a real U-505 submarine from World War II.
How to continue your travel after you have spent 7 days in Chicago
If you have more time to explore the area, consider taking a trip to nearby Madison, Wisconsin. Enjoy the vibrant downtown area, visit the Wisconsin State Capitol, and take in the beautiful scenery of the surrounding lakes. Alternatively, head south to St. Louis, Missouri and explore the Gateway Arch, visit the world-class St. Louis Zoo, and enjoy some famous St. Louis style barbecue. Both cities are easily accessible by car or train, making them perfect destinations for a quick getaway.
