By Huuk Team

Road trip from Chicago to Dallas

All Category

Sights & Landmarks

Spas & Wellness

Shopping

Fun & Games

ITINERARY

17h 8m952 miles10 stops

1

Michigan Avenue Bridge

333 Michigan Ave, Chicago, IL 60601-3901

The view from the bridge is one of the best vistas the city has to offer.

2

Boystown

Chicago, IL

Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor

3

Wrigley Field

1060 W. Addison St., Chicago, IL 60613-4566

Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.

4

H.U. Lee International Gate and Garden

7 Statehouse Plz, Little Rock, AR 72201-1436

5

Robinson Center

Markham At Broadway, Little Rock, AR 72201

6

Mystery Mansion Escape Room

2122 S Broadway St, Little Rock, AR 72206-1356

Interactive Game of sleuthing intelligence. Bring your family, friends, or convention attendees for 60 minutes of sheer, heart pumping entertainment. Push your mind to its limits as you solve puzzles, find clues and crack codes to escape your fate. Great for team building, entertainment, date night and special occasions. Check out our website for details. Private bookings available. Hours Vary - Book online By Reservation Only. Children of any age are welcome to attend with family in a private room. For specific information, check out our FAQs on the website or feel free to call.

7

Children's Library and Learning Center

4800 W 10th St, Little Rock, AR 72204-1807

8

PanIQ Room Dallas

5302 Belt Line Rd, Dallas, TX 75254-7606

9

Central Market

5750 E Lovers Ln, Dallas, TX 75206-2921

10

Spa Adolphus

1321 Commerce Street The Adolphus, Autograph Collection, Dallas, TX 75202

Spa Adolphus offers a tranquil retreat amidst the energy of downtown Dallas, Texas. Located within The Adolphus, Autograph Collection, our luxury spa provides a wide range of services including body wraps and massage therapy.

Customize this Trip

OVERVIEW

Get ready for an unforgettable adventure from the bustling streets of Chicago to the vibrant heart of Dallas! This epic journey will take you through diverse landscapes, introducing you to the unique cultures and attractions that define the American heartland. Along the way, you'll marvel at towering skyscrapers, explore charming small towns, and immerse yourself in the rich history and traditions that have shaped this nation.

As you embark on this incredible road trip, you'll have the opportunity to visit iconic landmarks, indulge in delicious local cuisine, and meet friendly people who will make your journey even more special. Whether you're a seasoned traveler or a first-time adventurer, this trip promises to create memories that will last a lifetime.

This cross-country adventure is perfect for families, friends, and solo travelers alike. With its flexible itinerary and endless possibilities for exploration, you're guaranteed to have a unique and unforgettable experience. Pack your bags, hit the open road, and let the journey begin!

1

Start:Michigan Avenue Bridge

Chicago, Illinois·

4.5

(985) review

The view from the bridge is one of the best vistas the city has to offer.

333 Michigan Ave, Chicago, IL 60601-3901

2

Boystown

Chicago, Illinois·

4.5

(98) review

Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor

Chicago, IL

3

Wrigley Field

Chicago, Illinois·

4.5

(9953) review

Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.

1060 W. Addison St., Chicago, IL 60613-4566

4

H.U. Lee International Gate and Garden

Little Rock, Arkansas·

4.0

(84) review

7 Statehouse Plz, Little Rock, AR 72201-1436

5

Robinson Center

Little Rock, Arkansas·

4.5

(99) review

Markham At Broadway, Little Rock, AR 72201

6

Mystery Mansion Escape Room

Little Rock, Arkansas·

5.0

(901) review

Interactive Game of sleuthing intelligence. Bring your family, friends, or convention attendees for 60 minutes of sheer, heart pumping entertainment. Push your mind to its limits as you solve puzzles, find clues and crack codes to escape your fate. Great for team building, entertainment, date night and special occasions. Check out our website for details. Private bookings available. Hours Vary - Book online By Reservation Only. Children of any age are welcome to attend with family in a private room. For specific information, check out our FAQs on the website or feel free to call.

2122 S Broadway St, Little Rock, AR 72206-1356

7

Children's Library and Learning Center

Little Rock, Arkansas·

4.5

(9) review

4800 W 10th St, Little Rock, AR 72204-1807

8

PanIQ Room Dallas

Dallas, Texas·

4.5

(99) review

5302 Belt Line Rd, Dallas, TX 75254-7606

9

Central Market

Dallas, Texas·

4.5

(99) review

5750 E Lovers Ln, Dallas, TX 75206-2921

10

Spa Adolphus

Dallas, Texas·

5.0

(99) review

Spa Adolphus offers a tranquil retreat amidst the energy of downtown Dallas, Texas. Located within The Adolphus, Autograph Collection, our luxury spa provides a wide range of services including body wraps and massage therapy.

1321 Commerce Street The Adolphus, Autograph Collection, Dallas, TX 75202