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City Experiences in Detroit and Chicago

Viewed by 122 travelers

Day 1: Exploring Detroit

Detroit, MI, USA

8:00AM

Breakfast at Dime Store

Start your day with a delicious breakfast at Dime Store, known for their creative menu featuring dishes like stacked french toast and pork belly benedict.
Head to Dime Store located in the heart of downtown Detroit.
$15, 1 hour

10:00AM

Visit the Detroit Institute of Arts

Immerse yourself in art and culture at the Detroit Institute of Arts which houses a vast collection including works by Van Gogh and Diego Rivera.
The Detroit Institute of Arts is easily accessible by car or public transportation.
$25, 2 hours

1:00PM

Lunch at Slows Bar BQ

Satisfy your taste buds with some mouthwatering barbecue at Slows Bar BQ, a local favorite known for their brisket and pulled pork sandwiches.
Head over to Slows Bar BQ located in Corktown, just a short drive from the museum.
$20, 1 hour

3:00PM

Explore the Riverfront

Take a leisurely stroll along the Detroit Riverfront and enjoy the scenic views of the Detroit skyline and Canada across the river.
Drive or walk to the Detroit Riverfront from Corktown.
Free, 1-2 hours

6:00PM

Dinner at La Feria

End your day with a Spanish flair by dining at La Feria, a cozy restaurant serving authentic tapas and paella.
Head to Midtown Detroit to experience the flavors of Spain at La Feria.
$30, 1.5 hours
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Day 2: Traveling to Chicago

Detroit, MI, USA

8:00AM

Breakfast at Avalon Bakery

Grab a quick and delicious breakfast at Avalon Bakery before hitting the road towards Chicago.
Head to Avalon Bakery located in Detroit's Midtown area.
$10, 1 hour

10:00AM

Drive to Chicago

Embark on a road trip from Detroit to Chicago, enjoying the scenic views along the way.
Take I-94 W for a straight route to Chicago, which is approximately a 4-5 hour drive.
Gas Cost, 4-5 hours

3:00PM

Arrive in Chicago

Check into your hotel and freshen up before starting your Chicago adventure.
Head to your accommodation in Chicago.
Hotel Cost, 1 hour

6:00PM

Dinner at Lou Malnati's Pizzeria

Indulge in Chicago's famous deep-dish pizza at Lou Malnati's Pizzeria, a must-visit for pizza lovers.
Head to the nearest Lou Malnati's Pizzeria location for a savory pizza experience.
$25, 1.5 hours
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Day 3: Exploring Chicago

Chicago, IL, USA

9:00AM

Breakfast at Wildberry Pancakes & Café

Start your day with a hearty breakfast at Wildberry Pancakes & Café, known for their delicious pancakes and omelettes.
Head to Wildberry Pancakes & Café located in downtown Chicago.
$15, 1 hour

10:30AM

Visit Millennium Park

Explore the iconic Millennium Park, home to the famous Cloud Gate sculpture, also known as 'The Bean'. Don't forget to take a selfie!
Walk or take public transportation to Millennium Park in the Loop area.
Free, 1-2 hours

1:00PM

Lunch at Portillo's

Indulge in Chicago-style classics like hot dogs and Italian beef sandwiches at Portillo's, a beloved fast-casual chain.
Head to a nearby Portillo's location for a quick and tasty lunch.
$12, 1 hour

3:00PM

Art Institute of Chicago

Immerse yourself in art at the Art Institute of Chicago, home to an impressive collection of world-renowned artworks.
Visit the Art Institute of Chicago located in Grant Park.
$20, 2-3 hours

6:00PM

Dinner at Girl & the Goat

Enjoy a memorable dining experience at Girl & the Goat, a popular restaurant offering creative dishes and a vibrant atmosphere.
Head to the West Loop neighborhood to savor the innovative cuisine at Girl & the Goat.
$50, 2 hours
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Day 4: City Departure

Chicago, IL, USA

8:00AM

Breakfast at Yolk

Have a final breakfast in Chicago at Yolk, known for their tempting breakfast options and delicious eggs benedict.
Head to Yolk located in the Streeterville neighborhood.
$20, 1 hour

10:00AM

Shopping on Magnificent Mile

Spend some time shopping along the Magnificent Mile, a prestigious shopping district with a wide range of stores and boutiques.
Walk or take a taxi to the Magnificent Mile on Michigan Avenue.
Variable, 2 hours

12:00PM

Lunch at The Purple Pig

Enjoy a delightful Mediterranean-inspired meal at The Purple Pig, known for their flavorful small plates and extensive wine selection.
Head to The Purple Pig located in Near North Side for a leisurely lunch.
$30, 1 hour

3:00PM

Chicago River Architecture Tour

Experience Chicago's impressive architecture from a different perspective with a scenic boat tour along the Chicago River.
Book a Chicago River Architecture Tour for an informative and picturesque journey.
$40, 1.5 hours

6:00PM

Dinner at Alinea

Conclude your city adventure with a culinary masterpiece at Alinea, a three-Michelin-star restaurant known for its innovative and immersive dining experience.
Head to Alinea for a once-in-a-lifetime dining experience in Chicago.
$250, 3 hours
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