Ultimate 6-Day Chicago Adventure

Day 1: Cultural Landmarks

Chicago, USA

8:00AM

Breakfast at Lou Mitchell's

Start your day with the famous breakfast at Lou Mitchell's, where the pancakes are fluffy and the coffee is endless.
Located in the West Loop, easy access via public transport or short walk.
USD15, 1 hour

9:30AM

Visit Millennium Park

Head over to Millennium Park to see the iconic Cloud Gate sculpture, also known as 'The Bean'.
Walk 10 minutes from Lou Mitchell's.
Free, 1 hour

11:00AM

Explore Art Institute of Chicago

Immerse yourself in art at the Art Institute of Chicago, one of the oldest and largest art museums in the United States.
Just a 15-minute walk from Millennium Park.
USD25, 2 hours

1:00PM

Lunch at Al's Beef

Dive into Chicago’s famous Italian beef sandwich at the legendary Al's Beef.
Take a short cab ride or a bus.
USD10, 1 hour

2:30PM

Stroll down the Magnificent Mile

Shop or simply window shop along this bustling retail district filled with high-end stores.
Take a bus or walk, about 20 minutes.
Free, 1.5 hours

4:00PM

Visit the John Hancock Center

Take the opportunity to visit the skydeck for stunning views of the city.
A short walk down the Magnificent Mile.
USD25, 1 hour

6:00PM

Dinner at Giordano's

Treat yourself to a Chicago-style deep dish pizza at Giordano's.
Take a bus or as walkable from the John Hancock Center.
USD20, 1.5 hours

8:00PM

Evening Walk on Lakefront Trail

End your day with a relaxing walk along the Lakefront Trail, enjoying the breathtaking views of Lake Michigan.
Walk 15 minutes to the lakefront.
Free, 1 hour
View Hotel Availability

Day 2: History and Nature

Chicago, USA

8:00AM

Breakfast at The Bongo Room

Indulge in some of the best pancakes and omelettes in the city at The Bongo Room.
Take a taxi or rideshare for convenience.
USD15, 1 hour

9:30AM

Visit the Field Museum

Explore the Field Museum, home to SUE the T-Rex and fascinating exhibits.
A 15-minute walk or a short bus ride from breakfast.
USD30, 2.5 hours

12:00PM

Lunch at The Field Bistro

Enjoy a casual lunch at the on-site bistro with views of the museum gardens.
Located within the Field Museum.
USD15, 1 hour

1:30PM

Explore Shedd Aquarium

Discover the vibrant marine life at one of the largest aquariums in the world.
A short walk from the Field Museum.
USD40, 2 hours

3:30PM

Visit Adler Planetarium

Check out the cosmos and stunning views of the Chicago skyline from the Adler Planetarium.
Walking distance from Shedd Aquarium.
USD20, 1.5 hours

5:00PM

Dinner at Lou Malnati's

Sample another iconic pizza joint, Lou Malnati's, with their buttery crust and fresh toppings.
Take a taxi to the restaurant.
USD20, 1.5 hours

7:00PM

Evening River Cruise

Relax in the evening on a scenic river cruise to enjoy Chicago's architectural beauty.
Most cruises depart from Riverwalk, easily reachable by taxi.
USD40, 1.5 hours
View Hotel Availability

Day 3: Arts and Entertainment

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Your day begins with delectable choices at Wildberry, especially their berry pancakes.
Walk or take public transport if needed.
USD15, 1 hour

9:30AM

Visit the Chicago Cultural Center

Marvel at the stunning architecture and free art exhibits at the Cultural Center.
Just a 10-minute walk from breakfast.
Free, 1 hour

11:00AM

Explore the Museum of Science and Industry

Witness incredible hands-on science exhibits in this expansive museum located in Jackson Park.
Take a short taxi ride to the museum.
USD20, 2 hours

1:00PM

Lunch at Medici on 57th

Experience the cozy atmosphere and delicious sandwiches or fresh salads.
Short taxi ride from the Museum.
USD15, 1 hour

2:30PM

Visit the University of Chicago

Stroll through the picturesque campus and its stunning Gothic architecture.
Within walking distance from Medici.
Free, 1 hour

3:30PM

Visit the Smart Museum of Art

Continue your art exploration at the Smart Museum, which showcases a diverse collection.
Still in walking distance from campus.
Free, 1.5 hours

5:00PM

Dinner at The Signature Room

Dine high above the city in the John Hancock Center with stunning views.
Take a taxi or rideshare to the restaurant.
USD50, 2 hours

7:30PM

Catch a Show at Second City

Experience the best in improv comedy at the legendary Second City theater.
Located in Old Town, walkable or a quick taxi ride.
USD30, 2 hours
View Hotel Availability

Day 4: Culinary Exploration

Chicago, USA

8:00AM

Breakfast at Egg Harbor Cafe

Start your day with fresh breakfast bowls and waffles at Egg Harbor.
Easily reachable by public transport.
USD15, 1 hour

9:30AM

Food Tour in the West Loop

Join a food tour in the West Loop district, sampling Chicago's renowned eateries.
Meet at a designated spot in the West Loop.
USD60, 3 hours

12:30PM

Lunch at Alinea

Experience fine dining at Alinea, a three-Michelin-star restaurant known for its artistic presentations.
Book a reservation beforehand; it’s in Lincoln Park.
USD300, 2.5 hours

3:00PM

Chocolate Tour at Taza Chocolate

Indulge in a chocolate-making class or sampling session.
A short taxi ride to Taza Chocolate.
USD40, 2 hours

5:30PM

Relax at a Local Cafe

Take a break and enjoy some coffee at a local cafe while reflecting on your culinary adventure.
Find a nearby cafe within walking distance.
USD10, 1 hour

7:00PM

Dinner at RPM Italian

Savor a delightful dinner at RPM Italian with modern Italian dishes.
About a 10-minute ride to the restaurant.
USD50, 2 hours

9:00PM

Visit a Speakeasy

Finish your day with a craft cocktail at a local speakeasy, enjoying the unique ambiance.
Consult your waiter on recommendations nearby.
USD15, 2 hours
View Hotel Availability

Day 5: Nature and Relaxation

Chicago, USA

8:00AM

Breakfast at Beatrix

Enjoy a farm-fresh breakfast at Beatrix, known for its wholesome options.
Easily accessible via public transport.
USD15, 1 hour

9:30AM

Visit Lincoln Park Zoo

Head to Lincoln Park Zoo, a beautiful free zoo right in the city.
Short walk from breakfast.
Free, 1.5 hours

11:00AM

Stroll through Lincoln Park

Take time to explore Lincoln Park and its gardens at a leisurely pace.
Easily walk through the park.
Free, 1 hour

12:30PM

Lunch at Café Brauer

Enjoy a lovely lunch overlooking the pond at Café Brauer, featuring locally sourced ingredients.
Located within Lincoln Park.
USD20, 1 hour

2:00PM

Visit the Chicago Botanic Garden

Take a trip to the nearby Botanic Garden to explore breathtaking landscapes and themed gardens.
20-minute taxi ride to the gardens.
Free, 2 hours

4:30PM

Return to city for Coffee

Grab a coffee back in the city, reflecting on the beauty of the gardens.
Take a taxi back.
USD10, 1 hour

6:00PM

Dinner at The Capital Grille

Dine elegantly at The Capital Grille, known for its dry-aged steak and extensive wine list.
Short taxi ride to the restaurant.
USD60, 2 hours

8:00PM

Chicago Symphony Orchestra

Catch a world-class performance at the Chicago Symphony Orchestra for an unforgettable evening.
Located downtown, a quick taxi ride.
USD50, 2.5 hours
View Hotel Availability

Day 6: Final Day Excursion

Chicago, USA

8:00AM

Breakfast at Toast

Enjoy a creative breakfast at Toast, known for its unique toast toppings.
Take a taxi or public transport.
USD15, 1 hour

9:30AM

Visit the Chicago History Museum

Learn about Chicago's rich heritage and significant events that shaped the city.
Take a 20-minute bus ride.
USD15, 1.5 hours

11:00AM

Explore Wrigley Field

Tour the historic Wrigley Field, home of the Chicago Cubs.
A short taxi ride to Wrigley Field.
USD25, 1.5 hours

1:00PM

Lunch at Portillo’s

Experience the rich flavors of a Chicago-style hot dog at Portillo’s.
Taxi to the restaurant.
USD10, 1 hour

2:30PM

Visit the Shedd Aquarium Gift Shop

Pick up some unique souvenirs from your Chicago adventures.
Back to Shedd Aquarium by taxi.
USD10, 1 hour

3:30PM

Visit the Chicago Firehouse

Explore this fascinating museum dedicated to Chicago's fire-fighting history.
A short taxi ride.
USD10, 1.5 hours

5:00PM

Dinner at The Girl & The Goat

Savor seasonal shared plates at this innovative gem in the West Loop.
Easily accessible by taxi.
USD40, 2 hours

7:30PM

Evening at Navy Pier

Spend your final evening enjoying the lively atmosphere, including shops, restaurants, and a Ferris wheel.
Take a taxi.
Free admission; rides vary., Extended evening
View Hotel Availability