Best Road Trips From Chicago

Discover the pristine shores of Lake Michigan, feel the beat of the music in Memphis, or escape to wild of the Great Smoky Mountains.

Top Road Trip Destinations From Chicago

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Our rankings are based only on editorial opinion, not any commercial consideration.

Picturesque path down to the State Harbor Marina on Mackinac Island, Michigan

1. Mackinac Island

🚗 470 miles ⏱️ 6 hours, 20 minutes

Escape to the charming Mackinac Island, where horse-drawn carriages and bicycles replace cars, and historic Victorian architecture awaits exploration. Enjoy breathtaking views of Lake Huron and indulge in famous fudge as you relax in this idyllic island setting.

Unique sand-colored rock formations in the national park during a dramatic sunset

2. Badlands National Park

🚗 940 miles ⏱️ 14 hours

Journey through the rugged beauty of Badlands National Park, where dramatic landscapes and unique geological formations await. Hike through the otherworldly terrain and marvel at the stunning vistas.

An exhibition of electric guitars that belonged to Chet Atkins and other musicians in the museum

3. Nashville

🚗 470 miles ⏱️ 7 hours, 10 minutes

Explore the vibrant music scene and rich cultural heritage of Nashville, also known as the "Music City." From live performances to historic sites, Nashville offers a memorable experience for every visitor.

The Brooklyn Bridge with the early morning sunlight shining and some buildings on the background.

4. New York City

🚗 805 miles ⏱️ 12 hours

Experience the bustling metropolis of New York City, where iconic landmarks, world-class museums, and diverse neighborhoods await exploration. From Broadway shows to Central Park strolls, NYC offers endless adventures.

A panoramic view of the horseshoe-shaped falls with turquoise water the stunning Niagara Falls framed with green grasses and trees at summer in a blue sky with cotton-like clouds.

5. Niagara Falls

🚗 555 miles ⏱️ 8 hours, 30 minutes

Witness the awe-inspiring beauty of Niagara Falls, one of the world's most famous natural wonders. Experience the power of the falls up close on a boat tour or enjoy panoramic views from observation decks.

Panoramic view of tree covered mountains lit up with bright sun beams

6. Great Smoky Mountains

🚗 600 miles ⏱️ 9 hours, 30 minutes

Immerse yourself in the beauty of the Great Smoky Mountains, home to diverse wildlife, lush forests, and scenic hiking trails. Discover cascading waterfalls and historic sites amidst stunning mountain vistas.

View of high rise buildings of Toronto across Lake Ontario in silvery light

7. Toronto

🚗 650 miles ⏱️ 10 hours, 10 minutes

Explore the vibrant city of Toronto, where multicultural neighborhoods, iconic landmarks, and world-class attractions await. From the CN Tower to diverse cuisine, Toronto offers something for everyone.

Mont Rushmore in South Dakota on a sunny day depicting the 4 presidents of the USA

8. Mount Rushmore

🚗 935 miles ⏱️ 14 hours, 10 minutes

Visit the iconic Mount Rushmore and marvel at the monumental sculptures of four U.S. presidents carved into the granite mountainside. Explore the surrounding Black Hills region and discover its rich history and natural beauty.

Washington DC with a view of the Capitol Hill against a blue sky.

9. Washington DC

🚗 670 miles ⏱️ 11 hours

Experience the political and cultural heart of the United States in Washington DC. Explore iconic landmarks such as the White House, Capitol Hill, and the Smithsonian museums, showcasing the nation's history and heritage.

Famous red "Love" statue in Philadelphia on a sunny day

10. Philadelphia

🚗 760 miles ⏱️ 11 hours, 30 minutes

Step back in time in Philadelphia, where the founding of the United States comes to life. Explore historic sites like Independence Hall and the Liberty Bell, and savor Philly's famous cheesesteaks and rich cultural scene.

Panoramic shot of downtown Cleveland, Ohio skyline on a summer's day, with green foliage in the foreground

11. Cleveland

🚗 460 miles ⏱️ 7 hours

Discover the vibrant city of Cleveland, where a thriving arts scene, world-class museums, and scenic waterfront views await. Explore attractions like the Rock and Roll Hall of Fame and enjoy the city's culinary delights.

A large male bison is blocking the road in Yellowstone National Park

12. Yellowstone National Park

🚗 1,450 miles ⏱️ 21 hours, 30 minutes

Experience the natural wonders of Yellowstone National Park, home to geothermal features, wildlife, and stunning landscapes. Explore geysers, hot springs, and majestic waterfalls amidst the park's pristine wilderness.

Hernando de Soto Bridge connecting Memphis, Tennessee with West Memphis, Arkansas at sunset.

13. New Orleans

🚗 940 miles ⏱️ 14 hours, 10 minutes

Immerse yourself in the vibrant culture and history of New Orleans, where jazz music, Creole cuisine, and festive celebrations await. Explore the French Quarter, enjoy a riverboat cruise, and indulge in delicious beignets.

Colorful neon signs at night on Beale Street

14. Memphis

🚗 560 miles ⏱️ 8 hours, 30 minutes

Discover the soulful sounds and rich history of Memphis, birthplace of blues, soul, and rock 'n' roll. Visit iconic attractions like Graceland, Beale Street, and Sun Studio, and savor the city's famous barbecue cuisine.

Scenic drive from Lane Pinnacle Overlook on Blue Ridge Parkway at sunrise time.

15. Asheville, North Carolina

🚗 650 miles ⏱️ 10 hours

Escape to the scenic beauty of Asheville, nestled in the Blue Ridge Mountains. Explore vibrant arts scenes, historic architecture, and outdoor adventures, including hiking, biking, and waterfall chasing.

Glass artistry of sculptor Dale Chihuly on display among the autumn foliage at Denver Botanic Gardens, October 11, 2014 in Denver, CO

16. Denver, Colorado

🚗 1,000 miles ⏱️ 14 hours, 30 minutes

Explore the Mile High City of Denver, surrounded by the stunning Rocky Mountains. Discover outdoor adventures, craft breweries, and cultural attractions, including the Denver Art Museum and Red Rocks Amphitheatre.

Wisconsin Dells sandstone formations in the Wisconsin River

17. Wisconsin Dells, Wisconsin

🚗 200 miles ⏱️ 3 hours

Experience family fun and outdoor adventures in Wisconsin Dells, known as the "Waterpark Capital of the World." Enjoy thrilling water rides, scenic boat tours, and picturesque hiking trails amidst natural beauty.

Acadia National Park, US at sunset, taken on top of a mountain looking beyond to the distance a large lake surrounded by tall trees and low cloud.

18. Acadia National Park

🚗 1,260 miles ⏱️ 19 hours, 20 minutes

Discover the rugged beauty of Acadia National Park, where rocky shorelines, forested trails, and scenic vistas await exploration. Experience outdoor adventures, wildlife viewing, and stunning sunrises atop Cadillac Mountain.

View of the Hollywood Sign in Los Angeles seen through the trees on a sunny day, with the blue sky above

19. Los Angeles

🚗 2,020 miles ⏱️ 29 hours

Experience the glamour and excitement of Los Angeles, where Hollywood dreams come to life. Explore iconic attractions, beautiful beaches, and world-class entertainment in this diverse and dynamic city.

Savannah, Georgia, USA skyline on the Savannah River at dusk.

20. Savannah

🚗 1,180 miles ⏱️ 14 hours, 30 minutes

Discover the charming beauty and rich history of Savannah, Georgia, with its cobblestone streets, historic squares, and antebellum architecture. Explore museums, art galleries, and savour the city's renowned Southern cuisine.

Downtown Minneapolis, Minnesota in the evening as seen from the Stone Arch Bridge

21. Minneapolis

🚗 415 miles ⏱️ 6 hours, 15 minutes

Experience the vibrant culture and natural beauty of Minneapolis, situated along the banks of the Mississippi River. Explore art galleries, bike trails, and world-class dining in this dynamic Midwestern city.

High rise buildings at night with spectacular fireworks behind

22. Las Vegas

🚗 1,750 miles ⏱️ 26 hours

Experience the dazzling lights and non-stop entertainment of Las Vegas, where world-class casinos, extravagant shows, and vibrant nightlife await. Explore the iconic Las Vegas Strip and indulge in luxury experiences.

Wooden bridge and scenery in Zion National Park during winter.

23. Zion National Park

🚗 1,740 miles ⏱️ 25 hours

Discover the breathtaking landscapes and outdoor adventures of Zion National Park, where towering red rock cliffs and narrow slot canyons await exploration. Hike iconic trails and experience the park's natural beauty.

24. Branson, Missouri

🚗 550 miles ⏱️ 8 hours, 10 minutes

Experience the entertainment capital of the Midwest in Branson, Missouri, where live shows, family attractions, and outdoor adventures abound. From music theaters to theme parks, Branson offers fun for all ages.

Aerial photo taken from Washburn Point on a sunny day

25. Yosemite National Park

🚗 2,140 miles ⏱️ 33 hours

Discover the majestic beauty of Yosemite National Park, where towering granite cliffs, cascading waterfalls, and ancient sequoia trees create an unforgettable landscape. Explore hiking trails, wildlife viewing, and scenic vistas.

Beautiful Landscape of Grand Canyon from Desert View Point with the Colorado River visible during dusk

26. Grand Canyon

🚗 1,700 miles ⏱️ 25 hours

Experience the awe-inspiring beauty of the Grand Canyon, one of the world's most breathtaking natural wonders. Marvel at the vast expanse of the canyon and explore scenic viewpoints, hiking trails, and outdoor adventures.

Myrtle Beach, South Carolina, USA taken at sunrise along boardwalk over a sand dune.

27. Myrtle Beach

🚗 1,060 miles ⏱️ 16 hours, 20 minutes

Escape to the sunny shores of Myrtle Beach, where miles of sandy beaches, thrilling attractions, and world-class golf courses await. Enjoy water sports, shopping, dining, and family-friendly entertainment along the Grand Strand.