Chicago-3-day-itinerary

August 5, 2024

Chicago Travel Itinerary: Day 1

8:00 am: Start your day with a hearty breakfast at Lou Mitchell’s, a Chicago institution since 1923. Try their famous waffles or eggs benedict.
9:00 am: Head to the Willis Tower (formerly Sears Tower), one of the tallest buildings in the world. Take the elevator to the Skydeck on the 103rd floor for breathtaking views of the city.

11:00 am: Visit the Art Institute of Chicago, one of the largest and most visited art museums in the country. Spend a few hours exploring the vast collections, including works by Monet, Picasso, and Warhol.
1:00 pm: Grab lunch at Portillo’s, a beloved Chicago hot dog joint with multiple locations throughout the city.

6:00 pm: Explore the Riverwalk, a scenic pedestrian path along the Chicago River. Take a stroll, grab some dinner from one of the many food vendors, and enjoy the city views.
8:00 pm: Catch a show at Blue Man Group or Second City, two world-renowned comedy clubs and performance venues.

Chicago Travel Itinerary: Day 2

9:00 am: Visit the iconic Willis Tower again, this time for their Tilt experience, where you can take in panoramic views of the city while standing on a glass balcony 1,353 feet above ground level.
11:00 am: Head to Millennium Park, one of Chicago’s most popular public spaces. Explore the beautiful gardens, take some photos with the famous “Cloud Gate” sculpture (also known as “The Bean”), and catch a free outdoor concert or movie screening if you’re visiting in the summer.

1:00 pm: Grab lunch at Au Cheval, a trendy burger joint that’s also famous for its creative cocktails.
2:30 pm: Visit the Field Museum, home to Sue, the largest and most complete T. rex skeleton ever found.

6:00 pm: Head to Pilsen, one of Chicago’s oldest neighborhoods, known for its vibrant street art, Mexican cuisine, and lively nightlife.
8:00 pm: Enjoy dinner at Xoco, a casual Mexican spot from celebrity chef Rick Bayless.

Chicago Travel Itinerary: Day 3

9:00 am: Visit the Lincoln Park Zoo, one of the oldest zoos in the country, and explore its beautiful gardens and various animal exhibits.
11:30 am: Grab brunch at Wildberry Cafe, a trendy spot with a fun atmosphere.

1:00 pm: Head to Wicker Park, another popular Chicago neighborhood known for its vintage shops, street art, and restaurants. Explore the area, grab some snacks or coffee, and enjoy the local vibe.
3:30 pm: Visit the Chicago History Museum, which offers a comprehensive look at the city’s rich history.

6:00 pm: End your trip with dinner at Girl & the Goat, a popular Mediterranean restaurant from celebrity chef Stephanie Izard.