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By Huuk Team

Road trip from Chicago to Bonita Springs

All Category
iconOutdoor Activities
iconNightlife
iconShopping
iconMuseums
iconSights & Landmarks
iconNature & Parks

ITINERARY

24h 13m1,309 miles11 stops
1
WestShore Plaza
250 WestShore Plaza, Tampa, FL 33609-1918
2
Dixie Roadhouse
1023 SE 47th Ter, Cape Coral, FL 33904-9164
Always voted the #1 Nightclub/Bar in all of SWFL! Open until 3am on the weekends! Dixie Roadhouse is a country-themed "party bar" for a 21+ crowd. Early in the evening, the concept relies on nearly 100% country music and features "Free & Easy" dance lessons. Once the lessons and practices are over, Dixie Roadhouse begins a transformation in the music format that includes rock, retro, dance, Top-40, and country. We only play "the best of the best" in each music genre. All of the music is fun, upbeat, comfortable, and instantly recognizable. Ice cold beer, exceptional sound and lights, and an awesome staff make this the best party in the area by far. We have designed Dixie to be "The most fun you can have tonight!"
3
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.
4
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
5
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.
6
Tennessee State Museum
1000 Rosa L Parks Blvd, Nashville, TN 37208-2624
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
600 James Robertson Pkwy, Nashville, TN 37243-3081
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
702 Murfreesboro Pike, Nashville, TN 37210-4522
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
400 E 2nd St, Chattanooga, TN 37403-1105
Craft and art collections.
10
Ponce City Market
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
11
Underground Atlanta
50 Upper Alabama St SW, Atlanta, GA 30303-3192
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
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OVERVIEW

Get ready for an unforgettable road trip from the bustling city of Chicago to the sun-soaked shores of Bonita Springs! This epic journey will take you through a diverse landscape, from rolling hills to sparkling rivers, charming towns to vibrant cities. Along the way, you'll encounter friendly locals, discover hidden gems, and create memories that will last a lifetime.

As you leave the Windy City behind, the highway will lead you through the heart of the Midwest, past picturesque farms and quaint villages. Stop off at historic sites, sample local delicacies, and soak up the small-town charm. As you approach the mighty Mississippi River, make sure to take a detour to witness its grandeur and explore the vibrant cities that line its banks.

Continuing south, the landscape transforms into rolling hills and lush forests. Explore scenic parks, hike through breathtaking trails, and enjoy the tranquility of nature. As you approach your destination, the air will fill with the salty scent of the ocean, and the sparkling waters of the Gulf of Mexico will come into view. Bonita Springs awaits with its sugar-white beaches, warm turquoise waters, and endless opportunities for relaxation and adventure.

1
Start:WestShore Plaza
Tampa, Florida·
4.0
(99) review
250 WestShore Plaza, Tampa, FL 33609-1918
2
Dixie Roadhouse
Cape Coral, Florida·
4.0
(98) review
Always voted the #1 Nightclub/Bar in all of SWFL! Open until 3am on the weekends! Dixie Roadhouse is a country-themed "party bar" for a 21+ crowd. Early in the evening, the concept relies on nearly 100% country music and features "Free & Easy" dance lessons. Once the lessons and practices are over, Dixie Roadhouse begins a transformation in the music format that includes rock, retro, dance, Top-40, and country. We only play "the best of the best" in each music genre. All of the music is fun, upbeat, comfortable, and instantly recognizable. Ice cold beer, exceptional sound and lights, and an awesome staff make this the best party in the area by far. We have designed Dixie to be "The most fun you can have tonight!"
1023 SE 47th Ter, Cape Coral, FL 33904-9164
3
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
4
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
5
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
6
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.
1000 Rosa L Parks Blvd, Nashville, TN 37208-2624
7
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.
600 James Robertson Pkwy, Nashville, TN 37243-3081
8
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.
702 Murfreesboro Pike, Nashville, TN 37210-4522
9
River Gallery
Chattanooga, Tennessee·
4.5
(98) review
Craft and art collections.
400 E 2nd St, Chattanooga, TN 37403-1105
10
Ponce City Market
Atlanta, Georgia·
4.5
(992) review
675 Ponce de Leon Ave NE, Atlanta, GA 30308-1884
11
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
50 Upper Alabama St SW, Atlanta, GA 30303-3192

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Bonita Springs?
The distance is 1,309 miles
What's the travel time between Chicago and Bonita Springs?
The driving time can vary depending on traffic conditions, but it is typically 24h 13m mins in normal traffic
What are some of the best cities to visit between Chicago and Bonita Springs?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Bonita Springs?
There are plenty! Here are some stops you shouldn’t miss on your way to Bonita Springs
What’s the weather like in Bonita Springs?
The weather in Bonita Springs is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Bonita Springs in January
Weather in Bonita Springs in February
Weather in Bonita Springs in March
Weather in Bonita Springs in April
Weather in Bonita Springs in May
Weather in Bonita Springs in June
Weather in Bonita Springs in July
Weather in Bonita Springs in August
Weather in Bonita Springs in September
Weather in Bonita Springs in October
Weather in Bonita Springs in November
Weather in Bonita Springs in December
Interested in a detailed plan for your time in Bonita Springs?
Plan your dream Bonita Springs trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Bonita Springs
A 2-day itinerary in Bonita Springs
A 3-day itinerary in Bonita Springs
A 4-day itinerary in Bonita Springs
A 5-day itinerary in Bonita Springs
A 6-day itinerary in Bonita Springs
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
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