Chicago to Dallas 7-Day Road Trip Itinerary

Day 1: Exploring Chicago

Chicago, USA

8:00 AM

Breakfast at Lou Mitchell's

Start your day with a hearty breakfast at Lou Mitchell's, a classic diner known for its delicious pancakes and friendly service.
$, 1 hour

10:00 AM

Visit Millennium Park

Explore the iconic Millennium Park and take a selfie at the famous Cloud Gate sculpture, also known as 'The Bean'.
Free, 2 hours

1:00 PM

Lunch at Portillo's

Indulge in Chicago's famous deep-dish pizza at Portillo's for a satisfying lunch.
$$, 1.5 hours

3:00 PM

Art Institute of Chicago

Visit the Art Institute of Chicago to admire a world-class collection of art, including works by Picasso and Grant Wood.
$, 2 hours

6:00 PM

Dinner at Girl & the Goat

Enjoy a memorable dinner at Girl & the Goat, a popular restaurant known for its innovative dishes and vibrant atmosphere.
$$$, 2 hours

Day 2: St. Louis Stopover

St. Louis, USA

9:00 AM

Breakfast at Rooster

Start your day with a delicious breakfast at Rooster, known for its crepes and farm-fresh ingredients.
$$, 1 hour

11:00 AM

Gateway Arch National Park

Visit the Gateway Arch National Park and take a tram ride to the top for panoramic views of the city.
$, 2 hours

1:00 PM

Lunch at Pappy's Smokehouse

Savour some delicious St. Louis-style BBQ at Pappy's Smokehouse for a true taste of the city.
$$, 1.5 hours

3:00 PM

Explore Forest Park

Spend the afternoon exploring Forest Park, home to the St. Louis Zoo, Art Museum, and beautiful gardens.
Free, 2 hours

6:00 PM

Dinner at The Hill

Enjoy a traditional Italian dinner in The Hill neighborhood, known for its authentic cuisine and cozy atmosphere.
$$$, 2 hours

Day 3: Memphis Music Experience

Memphis, USA

8:00 AM

Breakfast at Brother Juniper's

Start your day with a hearty breakfast at Brother Juniper's, a local favourite known for its delicious omelettes and friendly service.
$$, 1 hour

10:00 AM

Graceland

Visit the iconic Graceland, the former home of Elvis Presley, and explore the museum dedicated to the King of Rock 'n' Roll.
$$$, 2 hours

1:00 PM

Lunch at Central BBQ

Indulge in some mouthwatering BBQ at Central BBQ for a taste of authentic Memphis flavours.
$$, 1.5 hours

3:00 PM

Sun Studio

Explore Sun Studio, the birthplace of rock 'n' roll, and learn about its legendary recording history.
$$, 1.5 hours

6:00 PM

Dinner at Blues City Cafe

Enjoy a soulful dinner at Blues City Cafe, a popular spot for live blues music and classic Southern dishes.
$$, 2 hours

Day 4: Vibrant New Orleans

New Orleans, USA

9:00 AM

Breakfast at Cafe Du Monde

Savour beignets and cafe au lait at Cafe Du Monde, a New Orleans institution famous for its delicious treats.
$, 1 hour

11:00 AM

French Quarter Exploration

Stroll through the historic French Quarter, soak in the vibrant atmosphere, and admire the architecture of the iconic buildings.
Free, 2 hours

1:00 PM

Lunch at Commander's Palace

Indulge in a luxurious lunch at Commander's Palace, a renowned restaurant serving up classic Creole dishes.
$$$, 1.5 hours

3:00 PM

Visit Jackson Square

Explore Jackson Square, a historic park surrounded by artists, street performers, and the iconic St. Louis Cathedral.
Free, 1.5 hours

6:00 PM

Dinner at Galatoire's

Experience a traditional New Orleans dining experience at Galatoire's, where you can enjoy Creole cuisine in an elegant setting.
$$$, 2 hours

Day 5: Houston Highlights

Houston, USA

8:00 AM

Breakfast at The Breakfast Klub

Start your day with a delicious breakfast at The Breakfast Klub, known for its southern comfort food and famous wings.
$$, 1 hour

10:00 AM

Space Center Houston

Explore the Space Center Houston to learn about NASA's space missions and see fascinating exhibits and artifacts.
$$, 3 hours

1:00 PM

Lunch at Pappadeaux Seafood Kitchen

Enjoy a seafood feast at Pappadeaux Seafood Kitchen, known for its fresh and flavourful dishes.
$$, 1.5 hours

3:00 PM

Museum District

Explore Houston's Museum District, home to a variety of museums, galleries, and cultural institutions.
$, 2 hours

6:00 PM

Dinner at Killen's Steakhouse

Indulge in a mouthwatering steak dinner at Killen's Steakhouse, a top-rated restaurant known for its prime cuts and elegant ambiance.
$$$, 2 hours

Day 6: Dallas Delights

Dallas, USA

9:00 AM

Breakfast at Ellen's Southern Kitchen

Start your day with a delightful Southern breakfast at Ellen's, known for its comfort food and warm hospitality.
$$, 1 hour

11:00 AM

Dallas Arboretum and Botanical Garden

Explore the beautiful Dallas Arboretum and Botanical Garden, featuring stunning floral displays and scenic landscapes.
$, 2 hours

1:00 PM

Lunch at Pecan Lodge

Enjoy some mouthwatering BBQ at Pecan Lodge, a popular spot known for its delicious smoked meats and tasty sides.
$$, 1.5 hours

3:00 PM

Visit The Sixth Floor Museum

Explore The Sixth Floor Museum at Dealey Plaza, dedicated to the life and legacy of President John F. Kennedy.
$, 2 hours

6:00 PM

Dinner at Uchi Dallas

Indulge in a culinary experience at Uchi Dallas, a contemporary Japanese restaurant known for its creative dishes and elegant ambiance.
$$$, 2 hours

Day 7: Relaxing in Dallas

Dallas, USA

9:00 AM

Brunch at Bread Winners Cafe

Enjoy a leisurely brunch at Bread Winners Cafe, known for its delicious brunch options and relaxed atmosphere.
$$, 1.5 hours

11:00 AM

Dallas Museum of Art

Spend the morning exploring the Dallas Museum of Art, home to a diverse collection of art from around the world.
$, 2 hours

1:30 PM

Shopping at The Galleria

Shop till you drop at The Galleria, a premier shopping destination in Dallas with a wide range of stores and boutiques.
$$$, 3 hours

5:30 PM

Dinner at Five Sixty by Wolfgang Puck

Enjoy a sophisticated dinner at Five Sixty by Wolfgang Puck, a revolving restaurant with stunning views of the city skyline.
$$$, 2 hours