Discovering Chicago

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Day 1: City Exploration

Chicago, USA

8:00AM

Breakfast at Yolk

Start your day with a delicious breakfast at Yolk, known for its tasty omelettes and pancakes.
$15, 1 hour

10:00AM

Millennium Park

Head to Millennium Park to marvel at the iconic Cloud Gate sculpture, also known as The Bean, and take a stroll through the beautiful gardens.
Free, 1.5 hours

12:00PM

Lunch at Lou Malnati's Pizzeria

Indulge in Chicago's famous deep-dish pizza for lunch at Lou Malnati's Pizzeria, a local favorite.
$20, 1 hour

2:00PM

Art Institute of Chicago

Spend the afternoon exploring the impressive Art Institute of Chicago, home to a renowned collection of art from around the world.
$25, 2 hours

6:00PM

Dinner at The Signature Room

End the day with a sophisticated dinner at The Signature Room, offering breathtaking views of the city skyline from the 95th floor of the John Hancock Center.
$50, 2 hours
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Day 2: Cultural Immersion

Chicago, USA

9:00AM

Visit the Field Museum

Start your day with a visit to the Field Museum, home to a fascinating array of exhibitions, including Sue, the largest and most complete T. rex ever discovered.
$30, 2 hours

12:00PM

Lunch at Portillo's Hot Dogs

Enjoy a quintessential Chicago experience with a classic Chicago-style hot dog for lunch at Portillo's.
$10, 1 hour

2:00PM

Architectural Boat Tour

Embark on an architectural boat tour along the Chicago River to admire the city's impressive skyline and learn about its renowned architecture.
$40, 1.5 hours

6:00PM

Dinner at Joe's Seafood, Prime Steak & Stone Crab

Indulge in a sumptuous dinner at Joe's Seafood, Prime Steak & Stone Crab, known for its delectable seafood and steaks.
$60, 2 hours
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Day 3: Lakefront Exploration

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Fuel up with a hearty breakfast at Wildberry Pancakes and Cafe, known for its mouthwatering pancake varieties.
$18, 1 hour

10:00AM

Navy Pier

Spend the morning at Navy Pier, where you can enjoy an array of attractions, including the Centennial Wheel and the Chicago Children's Museum.
Free (some attractions may have separate fees), 2 hours

1:00PM

Lunch at The Purple Pig

Delight in a Mediterranean-inspired lunch at The Purple Pig, offering a delightful array of small plates and artisanal cheeses.
$35, 1 hour

3:00PM

Lakefront Trail Biking

Rent a bike and explore the picturesque Lakefront Trail, offering stunning views of Lake Michigan and the city skyline.
$20, 2 hours

7:00PM

Dinner at Alinea

Treat yourself to an extraordinary dining experience at Alinea, known for its innovative and avant-garde approach to cuisine.
$250, 3 hours
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Day 4: Neighborhood Discoveries

Chicago, USA

9:00AM

Lincoln Park Zoo

Start your day with a visit to the Lincoln Park Zoo, home to a diverse array of animals and beautifully landscaped gardens.
Free, 2 hours

12:00PM

Lunch at The Gage

Enjoy a delightful lunch at The Gage, known for its elevated comfort food and impressive selection of draught beers.
$25, 1 hour

2:00PM

Wrigley Field Tour

Take a guided tour of the historic Wrigley Field to learn about its storied history and get a behind-the-scenes look at this iconic baseball stadium.
$30, 1.5 hours

5:00PM

Dinner at Girl & the Goat

Conclude your trip with a memorable dinner at Girl & the Goat, offering a creative and delectable menu crafted by award-winning chef Stephanie Izard.
$50, 2 hours
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Itinerary created by AI-assisted, human-reviewed