New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Great Lakes Adventure 7 Days Itinerary

Last updated: 2024 Jun 14

Exploring the Heart of Chicago

Morning

Start your adventure with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture (also known as 'The Bean') and offers beautiful gardens and public art installations. Enjoy a morning coffee at Wildberry Pancakes and Cafe nearby.

Afternoon

Head over to Art Institute of Chicago for an afternoon immersed in world-class art. The museum houses an extensive collection of Impressionist and Post-Impressionist paintings. For lunch, try the museum's own Terzo Piano restaurant which offers stunning views of Millennium Park.

Evening

End your day with a stroll along Chicago Riverwalk. This scenic waterfront path is perfect for an evening walk. Dine at Pizzeria Portofino right on the river for a delightful Italian meal.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.69
Millennium Park
Book Now

4.61
Art Institute of Chicago
Book Now

Architectural Marvels and Cultural Gems

Morning

Begin your day with a visit to Skydeck Chicago at Willis Tower (Sears Tower). Experience breathtaking views from one of the tallest buildings in the Western Hemisphere. Grab breakfast at Do-Rite Donuts & Coffee nearby.

Afternoon

Explore the historic Rookery Building, known for its stunning architecture designed by Frank Lloyd Wright. For lunch, head to The Gage for some classic American fare.

Evening

Catch a show at the legendary Chicago Theatre. This iconic venue hosts a variety of performances from concerts to Broadway shows. Enjoy dinner beforehand at Petterino's located just around the corner.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.27
Skydeck Chicago at Willis Tower (Sears Tower)
Book Now

4.73
Rookery Building
Book Now

Science and Nature Day Out

Morning

Spend your morning exploring Field Museum, one of the largest natural history museums in the world. Don't miss Sue the T-Rex! Have breakfast at Yolk - South Loop before heading over.

Afternoon

Visit Shedd Aquarium in the afternoon to see fascinating marine life from around the globe. For lunch, enjoy fresh seafood at Bubba Gump Shrimp Co., located on Navy Pier.

Evening

Conclude your day with a visit to Adler Planetarium, where you can gaze at stars and learn about space exploration. Dine nearby at The Lakefront Restaurant offering great views of Lake Michigan.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.56
Field Museum
Book Now

4.75
Shedd Aquarium
Book Now

Historic Sites and Modern Wonders

Morning

Kick off your day with a tour of Museum of Science and Industry, where you can explore interactive exhibits on science and technology. Breakfast can be enjoyed at Valois Restaurant in Hyde Park.

Afternoon

Take a leisurely walk through Grant Park, often referred to as 'Chicago's front yard.' Have lunch at The Gage near Millennium Park afterward.

Evening

Spend your evening enjoying live music at House of Blues. Beforehand, have dinner at Smith & Wollensky on Marina City’s riverfront location.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.31
Museum of Science and Industry
Book Now

4.70
Grant Park
Book Now

Sports and Skyline Views

Morning

Start your day with a visit to Wrigley Field, one of the oldest baseball stadiums in the United States. Enjoy a guided tour to learn about its rich history. For breakfast, stop by Ann Sather for their famous cinnamon rolls.

Afternoon

Head over to 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning panoramic views of the city and Lake Michigan. Have lunch at The Signature Room at the 95th, located in the same building.

Evening

Catch a game or concert at United Center. This venue is home to the Chicago Bulls and Blackhawks. Before the event, dine at The Loyalist for some delicious American cuisine.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.86
Wrigley Field
Book Now

4.17
360 Chicago Observation Deck (Formerly John Hancock Observatory)
Book Now

Cultural and Historical Highlights

Morning

Begin your day with a visit to Chicago Cultural Center, known for its beautiful architecture and free art exhibits. Have breakfast at Goddess and The Baker nearby.

Afternoon

Explore Lincoln Park & Zoo, one of the oldest zoos in North America that offers free admission. For lunch, try R.J. Grunts located right next to the zoo.

Evening

Enjoy an evening performance at Second City, Chicago's famous comedy club where many renowned comedians got their start. Dine beforehand at Twin Anchors Restaurant & Tavern for some classic BBQ ribs.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.

4.71
Chicago Cultural Center
Book Now

4.29
Lincoln Park & Zoo
Book Now

Final Day of Iconic Landmarks

Morning

Visit Navy Pier in the morning for some fun attractions including rides, shops, and beautiful lake views. Have breakfast at Offshore Rooftop & Bar on Navy Pier.

Afternoon

Take a relaxing architectural boat tour along Chicago River. This is one of the best ways to see Chicago's iconic skyline and learn about its architectural history. For lunch, enjoy a meal at River Roast along the river.

Evening

End your trip with a visit to The Magnificent Mile for some last-minute shopping and sightseeing. Dine at RPM Steak for an upscale dinner experience before heading back.

Bedtime

Find amazing hotels in Chicago, Illinois, USA.