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Road trip from Chicago to Jacksonville
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ITINERARY
19h 40m1,057 miles14 stops
1
Rockin N Stables
We offer trail rides, riding lessons, birthday parties and summer camps. If you love horseback riding, you wont find a better place to enjoy horses and the best summer camps. At Rockin N Stables we strive to give you, your family and your guests the best horse back riding experince. All of our horses are laid back and friendly.
2
Underbelly
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
3
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
4
Boystown
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
5
Wrigley Field
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.
6
Tennessee State Museum
The Tennessee State Museum is located at the corner of Rosa L. Parks Blvd. and Jefferson Street at Bicentennial Capitol Mall State Park. It is designed to bring history to life. It includes a “Tennessee Time Tunnel” chronicling the state’s rich history and leading visitors though the Museum’s permanent collection, a hands-on children’s gallery, six rotating galleries, a state-of-the art digital learning center and a two-story Grand Hall. Exhibitions include significant artifacts related to the state’s history, along with displays of art, furniture, textiles, and photographs produced by Tennesseans. The Museum's Civil War holdings of uniforms, battle flags and weapons are among the finest in the nation.There is no admission charge for visitors. Hours are subject to change. Please check our website at tnmuseum.org for the most up to date information on parking, exhibitions and events.
7
Bicentennial Capitol Mall State Park
This 19 acre park in the heart of Nashville serves as a monument to the bicentennial celebration of the State of Tennessee. This park offers plenty of opportunities to learn about the long history of Tennessee while having a great experience in a beautiful green space. More information on this park and many more can be found at the TN State Parks website.
8
Lane Motor Museum
Lane Motor Museum in Nashville features the largest European collection of cars and motorcycles in the United States. Admission for adults aged 18-64 is $15; Admission for Youths aged 6-17 is $3; Admission for seniors 65+ is $10; Children under 5 are always free. There is plenty of FREE parking.
9
River Gallery
Craft and art collections.
10
The Spice & Tea Exchange of Chattanooga
Come In and Smell the Spices! The Spice & Tea Exchange® offers food lovers, chefs, and tea enthusiasts a unique shopping experience filled with culinary delights. Explore your inner chef and shop over 140 fine spices, 75+ hand-mixed seasoning blends, sugars, salts, loose-leaf teas, and accessories. Create your own gourmet gift, or choose from a variety of gift boxes and recipe samplers!
11
Johnny's Hideaway
12
Ponce City Market
13
State Farm Arena
Philips Arena, named for founding partner Philips Electronics and home of the NHL’s Atlanta Thrashers, NBA’s Atlanta Hawks and WNBA's Atlanta Dream, has hosted many top tours and events including: U2, Rolling Stones, Paul McCartney, Bruce Springsteen, Kenny Chesney, Ringling Bros. and Barnum & Bailey, Disney On Ice, Harlem Globetrotters, Sesame Street Live and so many more!
14
Underground Atlanta
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
Customize this Trip
OVERVIEW
Chicago to Jacksonville is a fascinating road trip, encompassing diverse landscapes that captivate and intrigue travelers. Prepare to embark on an adventure that seamlessly blends urban vibrancy with the serene charm of nature. Immerse yourself in the bustling metropolis of Chicago before venturing into rolling hills, lush forests, and sparkling waterways. Along the way, discover hidden gems and iconic landmarks that paint a vivid tapestry of American history and culture.
As you traverse the vast expanse, indulge in the culinary delights of local eateries that tantalize your taste buds with mouthwatering flavors. Engage with friendly locals who enthusiastically share stories, adding a personal touch to your journey. Embrace the unexpected detours that lead to serendipitous encounters and create memories to cherish. Experience the warmth of the sun on your face as you stroll through picturesque parks, breathing in the fresh air and soaking up the beauty of nature's canvas.
Prepare to be mesmerized by the ever-changing scenery as you approach your destination, Jacksonville. The coastal city welcomes you with open arms, offering a harmonious blend of urban excitement and serene beaches. Immerse yourself in the vibrant arts and culture scene, explore the fascinating history, and indulge in the delectable seafood that defines the coastal culinary experience. As you bid farewell to this captivating journey, the memories you've collected will serve as a cherished reminder of an adventure that ignited your senses and left an everlasting impression.
1
Start:Rockin N Stables
Tallahassee, Florida·
4.5
(5) review
We offer trail rides, riding lessons, birthday parties and summer camps. If you love horseback riding, you wont find a better place to enjoy horses and the best summer camps. At Rockin N Stables we strive to give you, your family and your guests the best horse back riding experince. All of our horses are laid back and friendly.
2
Start:Underbelly
Jacksonville, Florida·
3.5
(9) review
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
3
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.
4
Start: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
5
Start: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.
6
Start:Tennessee State Museum
Nashville, Davidson County, Tennessee·
4.5
(997) review
The Tennessee State Museum is located at the corner of Rosa L. Parks Blvd. and Jefferson Street at Bicentennial Capitol Mall State Park. It is designed to bring history to life. It includes a “Tennessee Time Tunnel” chronicling the state’s rich history and leading visitors though the Museum’s permanent collection, a hands-on children’s gallery, six rotating galleries, a state-of-the art digital learning center and a two-story Grand Hall. Exhibitions include significant artifacts related to the state’s history, along with displays of art, furniture, textiles, and photographs produced by Tennesseans. The Museum's Civil War holdings of uniforms, battle flags and weapons are among the finest in the nation.There is no admission charge for visitors. Hours are subject to change. Please check our website at tnmuseum.org for the most up to date information on parking, exhibitions and events.
7
Start:Bicentennial Capitol Mall State Park
Nashville, Davidson County, Tennessee·
4.5
(969) review
This 19 acre park in the heart of Nashville serves as a monument to the bicentennial celebration of the State of Tennessee. This park offers plenty of opportunities to learn about the long history of Tennessee while having a great experience in a beautiful green space. More information on this park and many more can be found at the TN State Parks website.
8
Start:Lane Motor Museum
Nashville, Davidson County, Tennessee·
4.5
(971) review
Lane Motor Museum in Nashville features the largest European collection of cars and motorcycles in the United States. Admission for adults aged 18-64 is $15; Admission for Youths aged 6-17 is $3; Admission for seniors 65+ is $10; Children under 5 are always free. There is plenty of FREE parking.
9
Start:River Gallery
Chattanooga, Tennessee·
4.5
(98) review
Craft and art collections.
10
Start:The Spice & Tea Exchange of Chattanooga
Chattanooga, Tennessee·
5.0
(92) review
Come In and Smell the Spices! The Spice & Tea Exchange® offers food lovers, chefs, and tea enthusiasts a unique shopping experience filled with culinary delights. Explore your inner chef and shop over 140 fine spices, 75+ hand-mixed seasoning blends, sugars, salts, loose-leaf teas, and accessories. Create your own gourmet gift, or choose from a variety of gift boxes and recipe samplers!
11
Start:Johnny's Hideaway
Atlanta, Georgia·
3.5
(95) review
3771 Roswell Rd NE, Atlanta, GA 30342-4414
12
Start:Ponce City Market
Atlanta, Georgia·
4.5
(992) review
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
13
Start:State Farm Arena
Atlanta, Georgia·
4.5
(912) review
Philips Arena, named for founding partner Philips Electronics and home of the NHL’s Atlanta Thrashers, NBA’s Atlanta Hawks and WNBA's Atlanta Dream, has hosted many top tours and events including: U2, Rolling Stones, Paul McCartney, Bruce Springsteen, Kenny Chesney, Ringling Bros. and Barnum & Bailey, Disney On Ice, Harlem Globetrotters, Sesame Street Live and so many more!
14
Start:Underground Atlanta
Atlanta, Georgia·
2.0
(976) review
Known as “the city beneath the city,” Underground Atlanta has been the cultural heart of Downtown Atlanta since the 1900s. From basement speakeasies to the annual Peach Drop (where an 800-pound peach is dropped from the top of a building to ring in the new year), this arts, entertainment, and retail district has seen it all. Today, Underground Atlanta offers a multifaceted cultural experience featuring a virtual reality gallery, music clubs, and restaurants. travelers can also enjoy outdoor concerts, festivals, artisan markets, and more. This vibrant hub is conveniently connected to the Five Points train station, and just a short stroll from the scenic Broad Street Boardwalk. – Tripadvisor
CHECKLIST
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Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
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Frequently Asked Questions
What's the driving distance between Chicago and Jacksonville?
The distance is 1,057 miles
What's the travel time between Chicago and Jacksonville?
The driving time can vary depending on traffic conditions, but it is typically 19h 40m mins in normal traffic
What are some of the best cities to visit between Chicago and Jacksonville?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Jacksonville?
There are plenty! Here are some stops you shouldn’t miss on your way to Jacksonville
What’s the weather like in Jacksonville?
The weather in Jacksonville is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Jacksonville in January
Weather in Jacksonville in February
Weather in Jacksonville in March
Weather in Jacksonville in April
Weather in Jacksonville in May
Weather in Jacksonville in June
Weather in Jacksonville in July
Weather in Jacksonville in August
Weather in Jacksonville in September
Weather in Jacksonville in October
Weather in Jacksonville in November
Weather in Jacksonville in December
Interested in a detailed plan for your time in Jacksonville?
Plan your dream Jacksonville trip with our daily itineraries featuring must-see attractions! See them here!
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Where else can I travel to if I'm starting my trip in Chicago?
We have a lot of great trip options for Chicago! See the links below for all the itineraries we created for you
