Road trip from Chicago to Tallahassee
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Sights & Landmarks
Nature & Parks
Outdoor Activities
Fun & Games
Museums
Nightlife
Boat Tours & Water Sports
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Sights & Landmarks
Nature & Parks
Outdoor Activities
Fun & Games
Museums
Nightlife
Boat Tours & Water Sports
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ITINERARY
18h 15m956 miles11 stops
1
Sunshine Riding Trails - Day Tours
2
Florida State University
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
McWane Science Center
Fun and learning never end at McWane Science Center, a nonprofit, hands-on museum and IMAX(R) Dome Theater. Four floors of interactive exhibits celebrate science and wonder - from an amazing collection of dinosaurs to innovative environmental showcases, imaginative early childhood playgrounds, and an awe-inspiring aquarium. The energy and excitement of discovery spring to life through an extensive lineup of science demonstrations performed daily by talented educators. The adventure intensifies in the IMAX(R) Dome Theater, where wide-eyed visitors experience the sights and sounds of breathtaking films on a 5-story-tall screen surrounded by 3 tons of high-intensity speakers.
10
Statue of Liberty Replica
Bronze replica measuring one-fifth the size of its sister statue located in New York City.
11
GTSouth Geek & Gaming Tavern
GTSouth is the Geek & Gamer haven. In addition to amazing cocktails, you will find video games, board games, karaoke, anime, Doctor Who, and a great little community of people who love the same things you do. Theme nights including Cosplay, Nerf Nights, and other themes happen throughout the year. GTSouth is a non-smoking bar however we are Vaping friendly and carry our own line of Vaping juices. Come hang out at the most unique bar in Montgomery, AL!
Customize this Trip
OVERVIEW
1
Start:Sunshine Riding Trails - Day Tours
Panama City Beach, Florida·
5.0
(113) review
2273 Rolling Pines Rd, Panama City Beach, FL 32428-3658
2
Start:Florida State University
Tallahassee, Florida·
4.5
(814) review
600 W College Ave, Tallahassee, FL 32306
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:McWane Science Center
Birmingham, Alabama·
4.5
(963) review
Fun and learning never end at McWane Science Center, a nonprofit, hands-on museum and IMAX(R) Dome Theater. Four floors of interactive exhibits celebrate science and wonder - from an amazing collection of dinosaurs to innovative environmental showcases, imaginative early childhood playgrounds, and an awe-inspiring aquarium. The energy and excitement of discovery spring to life through an extensive lineup of science demonstrations performed daily by talented educators. The adventure intensifies in the IMAX(R) Dome Theater, where wide-eyed visitors experience the sights and sounds of breathtaking films on a 5-story-tall screen surrounded by 3 tons of high-intensity speakers.
10
Start:Statue of Liberty Replica
Birmingham, Alabama·
4.0
(97) review
Bronze replica measuring one-fifth the size of its sister statue located in New York City.
11
Start:GTSouth Geek & Gaming Tavern
Montgomery, Alabama·
5.0
(8) review
GTSouth is the Geek & Gamer haven. In addition to amazing cocktails, you will find video games, board games, karaoke, anime, Doctor Who, and a great little community of people who love the same things you do. Theme nights including Cosplay, Nerf Nights, and other themes happen throughout the year. GTSouth is a non-smoking bar however we are Vaping friendly and carry our own line of Vaping juices. Come hang out at the most unique bar in Montgomery, AL!
CHECKLIST
GPS device or app
Download Offline Map
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
Camera or smartphone
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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Tallahassee?
The distance is 956 miles
What's the travel time between Chicago and Tallahassee?
The driving time can vary depending on traffic conditions, but it is typically 18h 15m mins in normal traffic
What are some of the best cities to visit between Chicago and Tallahassee?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Tallahassee?
There are plenty! Here are some stops you shouldn’t miss on your way to Tallahassee
What’s the weather like in Tallahassee?
The weather in Tallahassee is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Tallahassee in January
Weather in Tallahassee in February
Weather in Tallahassee in March
Weather in Tallahassee in April
Weather in Tallahassee in May
Weather in Tallahassee in June
Weather in Tallahassee in July
Weather in Tallahassee in August
Weather in Tallahassee in September
Weather in Tallahassee in October
Weather in Tallahassee in November
Weather in Tallahassee in December
Interested in a detailed plan for your time in Tallahassee?
Plan your dream Tallahassee trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Tallahassee
A 2-day itinerary in Tallahassee
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A 5-day itinerary in Tallahassee
A 6-day itinerary in Tallahassee
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