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Chicago City Experiences & Foodie Itinerary

Viewed by 115 travelers

Day 1: Explore & Indulge

Chicago, Illinois on July 2, 2024

8:00AM

Breakfast at Wildberry Pancakes & Cafe

Begin your day with a hearty breakfast at Wildberry Pancakes & Cafe, famous for their mouth-watering pancakes and innovative breakfast dishes.
Walk/Short Taxi to Millennium Park
£20, 1 hour

10:00AM

Millennium Park & The Bean

Explore Millennium Park's iconic landmarks such as the Cloud Gate sculpture 'The Bean' and Crown Fountain. Don't miss the Lurie Garden for a peaceful retreat.
Walk to The Art Institute
Free, 2 hours

1:00PM

Lunch at The Gage

Head to The Gage for a delicious lunch, offering a blend of European & American cuisine in a historic building near Millennium Park.
Taxi to Navy Pier
£30, 1.5 hours

3:00PM

Chicago Children's Museum & Ferris Wheel at Navy Pier

Visit the interactive Chicago Children's Museum before taking a ride on the iconic Ferris wheel at Navy Pier for stunning views of the city.
Walk to Magnificent Mile
£20, 2 hours

6:00PM

Dinner at RPM Italian

Indulge in a delightful dinner at RPM Italian, known for its modern Italian cuisine and vibrant atmosphere.
Return to hotel
£50, 2 hours
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Day 2: Waterfront & Shopping

Chicago, Illinois on July 3, 2024

9:00AM

Breakfast at Yolk

Kick start your day at Yolk, a popular breakfast spot known for its creative dishes and fresh ingredients.
Walk to Navy Pier
£25, 1 hour

10:00AM

Adventures at Navy Pier

Explore the various attractions at Navy Pier, from rides and entertainment to boat tours and dining options.
Walk to Magnificent Mile
£40, 3 hours

1:00PM

Lunch at The Purple Pig

Enjoy a Mediterranean-inspired meal at The Purple Pig, a renowned restaurant offering a unique culinary experience.
Walk to Magnificent Mile
£35, 1.5 hours

3:00PM

Magnificent Mile Shopping

Shop along the prestigious Magnificent Mile, home to upscale boutiques, department stores, and luxury brands for a premium shopping experience.
Taxi to Willis Tower
Free, 3 hours

6:00PM

Dinner at Girl & the Goat

Experience the innovative flavours at Girl & the Goat, a top-rated restaurant offering a mix of bold dishes and a lively ambiance.
Return to hotel
£60, 2 hours
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Day 3: Skyline Views & River Strolls

Chicago, Illinois on July 4, 2024

8:00AM

Breakfast at Lou Mitchell's

Enjoy a classic American breakfast at Lou Mitchell's, a Chicago institution with a historic charm and delicious morning fare.
Taxi to Willis Tower
£15, 1 hour

10:00AM

Willis Tower Skydeck

Head up to the Skydeck at Willis Tower for breathtaking views of the city skyline and step out onto 'The Ledge' for a thrilling experience.
Walk to Riverwalk
£30, 1.5 hours

12:00PM

Lunch at River Roast

Savour a riverside lunch at River Roast, known for its American tavern fare and picturesque views of the Chicago River.
Explore Riverwalk
£40, 1.5 hours

2:30PM

Architectural River Cruise

Embark on an Architectural River Cruise to witness Chicago's famous skyline from the water while learning about the city's renowned architecture.
Walk to hotel
£50, 2 hours

6:00PM

Dinner at Alinea

Experience culinary excellence at Alinea, a three-Michelin-starred restaurant offering a multi-sensory gastronomic adventure.
Return to hotel
£150, 3 hours
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Day 4: Architecture Cruise & Local Fare

Chicago, Illinois on July 5, 2024

9:00AM

Breakfast at Beatrix

Start your day with a wholesome breakfast at Beatrix, a neighbourhood restaurant known for its delicious and healthy offerings.
Walk to Architecture Boat Cruise
£20, 1 hour

10:00AM

Architecture Boat Cruise

Embark on a captivating Architecture Boat Cruise along the Chicago River to admire the city's remarkable skyscrapers and architectural gems.
Taxi/Uber to Girl & the Goat
£50, 2 hours

1:00PM

Lunch at Portillo's

Delight in a classic Chicago hot dog or indulgent Italian beef sandwich at the iconic Portillo's, a local favourite for hearty comfort food.
Explore the city or local activities
£15, 1 hour

3:00PM

Explore Local Neighbourhoods

Spend the afternoon exploring the vibrant local neighbourhoods of Chicago, from the trendy West Loop to the artistic Wicker Park.
Return to hotel
Free, 3 hours

6:00PM

Dinner at Topolobampo

Conclude your culinary journey with a gourmet Mexican dinner at Topolobampo, renowned for its authentic flavours and Michelin-starred cuisine.
Return to hotel
£80, 2 hours
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