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By Huuk Team

Road trip from Chicago to Durham

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Show more (2+)

ITINERARY

14h 58m772 miles14 stops
1
Game On Escapes & More
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
2
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.
3
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
4
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.
5
Arcade Legacy
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
6
Archery Arena (Dodgeball Archery)
4950 Provident Dr, Cincinnati, OH 45246-1021
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
7
Crossgate Lanes
4230 Hunt Rd, Cincinnati, OH 45242-6612
8
Painted Tree Boutiques - Cincinnati
11315 Montgomery Rd, Cincinnati, OH 45249
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
9
Ohio Stadium
411 Woody Hayes Dr,, Columbus, OH 43210-1104
10
Kelton House Museum & Garden
586 E Town St, Columbus, OH 43215-4802
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
11
Iron Heart Winery
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
12
Grand 18-Winston-Salem
5601 University Pkwy, Winston Salem, NC 27105-1313
13
Lam Museum of Anthropology, Wake Forest University
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
14
Salem Lake
1001 Salem Lake Rd, Winston Salem, NC 27107-1571
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OVERVIEW

Get ready for an adventure that will take you from the bustling streets of Chicago to the charming streets of Durham! This exciting journey will be filled with diverse experiences, delicious food, and unique attractions.

As you travel through different landscapes, you'll discover hidden gems and iconic landmarks that will leave a lasting impression. Along the way, you'll immerse yourself in the rich history and culture of the cities you visit, creating memories that will last a lifetime. Get ready to embrace the adventure and create unforgettable moments on this incredible trip!

From the vibrant neighborhoods of Chicago to the historic streets of Durham, this journey will showcase the beauty and diversity of the United States. Embrace the adventure and prepare for an unforgettable experience filled with exploration, discovery, and endless possibilities!

1
Start:Game On Escapes & More
Cary, North Carolina·
5.0
(98) review
We offer family friendly escape games and a game show appealing to a variety of ages. Great for corporate events, team outings, and just a fun night out with friends and family.
107 Edinburgh South Dr Suite 203, Cary, NC 27511-8426
2
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
3
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
4
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
5
Arcade Legacy
Cincinnati, Ohio·
4.5
(7) review
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
6
Archery Arena (Dodgeball Archery)
Cincinnati, Ohio·
5.0
(36) review
Archery Arena is the first and only dedicated Combat Archery facility in Cincinnati. Think dodgeball with specially made bows and arrows. Battle it out with friends, co-workers, and strangers! Strategize and win! It’s a fun, safe, and addicting sport that gets progressively more intense at the session progresses. Book individual tickets or come as group. Great Team Building Activity.
4950 Provident Dr, Cincinnati, OH 45246-1021
7
Crossgate Lanes
Cincinnati, Ohio·
3.5
(7) review
4230 Hunt Rd, Cincinnati, OH 45242-6612
8
Painted Tree Boutiques - Cincinnati
Cincinnati, Ohio·
5.0
(6) review
A creative community of thousands of shop owners and locations across the nation, Painted Tree Boutiques is a shopping experience like no other. Find gifts, decor, fashion, and more with hundreds of local shops all under one roof.
11315 Montgomery Rd, Cincinnati, OH 45249
9
Ohio Stadium
Columbus, Ohio·
4.5
(979) review
411 Woody Hayes Dr,, Columbus, OH 43210-1104
10
Kelton House Museum & Garden
Columbus, Ohio·
4.5
(96) review
Experience urban life and the decorative arts, as they existed in the second half of the 19th century, through the collection of the Sophia and Fernando Cortez Kelton family. Learn about the Underground Railroad and the people that bring the history to life.
586 E Town St, Columbus, OH 43215-4802
11
Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
12
Grand 18-Winston-Salem
Winston Salem, North Carolina·
4.0
(72) review
5601 University Pkwy, Winston Salem, NC 27105-1313
13
Lam Museum of Anthropology, Wake Forest University
Winston Salem, North Carolina·
4.0
(9) review
Discover North Carolina's only museum dedicated to the study of global cultures. Explore stories of humanity, from ancient archaeological sites to the celebrations and struggles of today. Learn about peoples around the world through their everyday and ceremonial objects, and visual arts. Changing exhibits highlight the Museum's collections of nearly 30,000 archaeological and ethnographic artifacts from more than 350 cultures and 90 countries. Admission is free.
Palmer Hall, Carroll Weathers Drive, Winston Salem, NC 27109
14
Salem Lake
Winston Salem, North Carolina·
4.5
(97) review
1001 Salem Lake Rd, Winston Salem, NC 27107-1571

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Durham?
The distance is 772 miles
What's the travel time between Chicago and Durham?
The driving time can vary depending on traffic conditions, but it is typically 14h 58m mins in normal traffic
What are some of the best cities to visit between Chicago and Durham?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Durham?
There are plenty! Here are some stops you shouldn’t miss on your way to Durham
What’s the weather like in Durham?
The weather in Durham is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Durham in January
Weather in Durham in February
Weather in Durham in March
Weather in Durham in April
Weather in Durham in May
Weather in Durham in June
Weather in Durham in July
Weather in Durham in August
Weather in Durham in September
Weather in Durham in October
Weather in Durham in November
Weather in Durham in December
Interested in a detailed plan for your time in Durham?
Plan your dream Durham trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Durham
A 2-day itinerary in Durham
A 3-day itinerary in Durham
A 4-day itinerary in Durham
A 5-day itinerary in Durham
A 6-day itinerary in Durham
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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