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By Huuk Team

Road trip from Chicago to Roanoke

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ITINERARY

13h 1m652 miles16 stops
1
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.
2
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
3
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.
4
Arcade Legacy
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
5
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.
6
Crossgate Lanes
4230 Hunt Rd, Cincinnati, OH 45242-6612
7
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.
8
Ohio Stadium
411 Woody Hayes Dr,, Columbus, OH 43210-1104
9
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.
10
Iron Heart Winery
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
11
The Meek's Manor
805 Norfolk Ave SW, Roanoke, VA 24016-3019
12
Carvins Cove Natural Reserve
9644 Reservoir Rd, Roanoke, VA 24019-7916
13
Green Ridge Recreation Center & Splash Valley Water Park
7415 Wood Haven Rd, Roanoke, VA 24019-1901
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
14
Jamisons' Orchard
5630 Grandin Road Ext, Roanoke, VA 24018-7862
15
St. Andrew's Roman Catholic Church
631 N Jefferson St, Roanoke, VA 24016-1401
16
Science Museum of Western Virginia & Hopkins Planetarium
1 Market Sq SE 4th Floor, Roanoke, VA 24011-1429
Fun for the whole family, the Science Museum of Western Virginia features a tropical butterfly garden filled with butterflies from around the world; fun and interactive exhibits exploring Healthy Bodies, Healthy Earth and How It Works; live animals and the popular "FROGS"; the Living River & Touch Tank; and amazing traveling exhibits such as "TUTANKHAMUN: Wonderful Things From The Pharaoh's Tomb," running June 14-Dec. 31, 2014.
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OVERVIEW

Prepare yourself for an unforgettable journey from the bustling metropolis of Chicago to the heart of the Blue Ridge Mountains in Roanoke. This epic adventure spans picturesque landscapes, vibrant cities, and historic sites.

Embark on a journey that weaves together the charm of the Midwest with the allure of the South. Marvel at the towering skyscrapers of Chicago, a testament to human ingenuity and ambition. As you traverse the vast expanse of the country, the scenery transforms into rolling hills and lush forests. Immerse yourself in the vibrant culture of Roanoke, a city nestled amidst the breathtaking beauty of the Appalachian Mountains.

Uncover the rich tapestry of American history along this route. Visit iconic landmarks, explore charming towns, and delve into the stories that have shaped the nation. Discover the warmth and hospitality of the locals who will welcome you with open arms. Embark on a journey that promises to ignite your imagination and leave you with memories to cherish for a lifetime.

1
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.
333 Michigan Ave, Chicago, IL 60601-3901
2
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
3
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
4
Arcade Legacy
Cincinnati, Ohio·
4.5
(7) review
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
5
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
6
Crossgate Lanes
Cincinnati, Ohio·
3.5
(7) review
4230 Hunt Rd, Cincinnati, OH 45242-6612
7
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
8
Ohio Stadium
Columbus, Ohio·
4.5
(979) review
411 Woody Hayes Dr,, Columbus, OH 43210-1104
9
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
10
Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
11
The Meek's Manor
Roanoke, Virginia·
4.0
(5) review
805 Norfolk Ave SW, Roanoke, VA 24016-3019
12
Carvins Cove Natural Reserve
Roanoke, Virginia·
4.5
(95) review
9644 Reservoir Rd, Roanoke, VA 24019-7916
13
Green Ridge Recreation Center & Splash Valley Water Park
Roanoke, Virginia·
4.0
(73) review
Designed with family fun in mind, Green Ridge offers two great attractions in one convenient location! The indoor center is open year round, featuring family friendly activities like swimming, interactive games, a gymnasium and fitness area. Splash Valley Water Park is an outdoor aquatics area open Memorial Day to Labor Day, featuring two 34-foot high slides, a sprayground and a current river. Daily admission is available to either facility.
7415 Wood Haven Rd, Roanoke, VA 24019-1901
14
Jamisons' Orchard
Roanoke, Virginia·
5.0
(4) review
5630 Grandin Road Ext, Roanoke, VA 24018-7862
15
St. Andrew's Roman Catholic Church
Roanoke, Virginia·
4.5
(93) review
631 N Jefferson St, Roanoke, VA 24016-1401
16
Science Museum of Western Virginia & Hopkins Planetarium
Roanoke, Virginia·
4.0
(94) review
Fun for the whole family, the Science Museum of Western Virginia features a tropical butterfly garden filled with butterflies from around the world; fun and interactive exhibits exploring Healthy Bodies, Healthy Earth and How It Works; live animals and the popular "FROGS"; the Living River & Touch Tank; and amazing traveling exhibits such as "TUTANKHAMUN: Wonderful Things From The Pharaoh's Tomb," running June 14-Dec. 31, 2014.
1 Market Sq SE 4th Floor, Roanoke, VA 24011-1429

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Roanoke?
The distance is 652 miles
What's the travel time between Chicago and Roanoke?
The driving time can vary depending on traffic conditions, but it is typically 13h 1m mins in normal traffic
What are some of the best cities to visit between Chicago and Roanoke?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Roanoke?
There are plenty! Here are some stops you shouldn’t miss on your way to Roanoke
What’s the weather like in Roanoke?
The weather in Roanoke is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Roanoke in January
Weather in Roanoke in February
Weather in Roanoke in March
Weather in Roanoke in April
Weather in Roanoke in May
Weather in Roanoke in June
Weather in Roanoke in July
Weather in Roanoke in August
Weather in Roanoke in September
Weather in Roanoke in October
Weather in Roanoke in November
Weather in Roanoke in December
Interested in a detailed plan for your time in Roanoke?
Plan your dream Roanoke trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Roanoke
A 2-day itinerary in Roanoke
A 3-day itinerary in Roanoke
A 4-day itinerary in Roanoke
A 5-day itinerary in Roanoke
A 6-day itinerary in Roanoke
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