By Huuk Team
Share Your Trip
Excited about your upcoming trip? Share the adventure with your friends!
Road trip from Chicago to High Point
All Category
Food & Drink
Outdoor Activities
Museums
Concerts & Shows
Fun & Games
Shopping
Nature & ParksShow more (2+)
All Category
Food & DrinkOutdoor ActivitiesMuseumsConcerts & ShowsFun & GamesShoppingNature & Parks
Sights & LandmarksReset
Show less
ITINERARY
13h 49m713 miles13 stops
1
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
2
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
3
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.
4
Arcade Legacy
5
Archery Arena (Dodgeball Archery)
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
7
Painted Tree Boutiques - Cincinnati
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
9
Kelton House Museum & Garden
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
11
Grand 18-Winston-Salem
12
Lam Museum of Anthropology, Wake Forest University
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.
13
Salem Lake
Customize this Trip
OVERVIEW
Get ready for an epic adventure from the bustling streets of Chicago to the picturesque hills of High Point! Our journey will take us through diverse landscapes, from towering skyscrapers to rolling farmlands. We'll explore vibrant cities and charming towns, each with its own unique character and stories to tell. Along the way, we'll discover hidden gems, meet friendly locals, and create memories that will last a lifetime.
As we embark on this incredible journey, we'll witness the transformation of the landscape before our very eyes. The towering skyline of Chicago will gradually give way to sprawling fields and lush forests. We'll traverse winding roads that weave through picturesque valleys and meander alongside sparkling rivers. The changing scenery will captivate our senses, painting a vibrant canvas of nature's beauty.
Throughout our adventure, we'll embrace the spirit of discovery, seeking out local treasures and immersing ourselves in the rich culture of the region. We'll visit museums that showcase the area's heritage, sample delicious cuisine that reflects the region's diverse influences, and engage with passionate locals who are eager to share their stories. By embracing the local culture, we'll gain a deeper understanding of the region's past, present, and future.
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.
2
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
3
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.
4
Start:Arcade Legacy
Cincinnati, Ohio·
4.5
(7) review
662 Cincinnati Mills Dr Inside the Mall at the Food Court, Cincinnati, OH 45240-1260
5
Start: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.
6
Start:Crossgate Lanes
Cincinnati, Ohio·
3.5
(7) review
4230 Hunt Rd, Cincinnati, OH 45242-6612
7
Start: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.
8
Start:Ohio Stadium
Columbus, Ohio·
4.5
(979) review
411 Woody Hayes Dr,, Columbus, OH 43210-1104
9
Start: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.
10
Start:Iron Heart Winery
Allisonia, Virginia·
4.0
(7) review
3742 Boone Furnace Rd, Allisonia, VA 24347-4001
11
Start:Grand 18-Winston-Salem
Winston Salem, North Carolina·
4.0
(72) review
5601 University Pkwy, Winston Salem, NC 27105-1313
12
Start: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.
13
Start:Salem Lake
Winston Salem, North Carolina·
4.5
(97) review
1001 Salem Lake Rd, Winston Salem, NC 27107-1571
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
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
EXPLORE MORE
Discover Exciting Road Trip Inspirations
Chicago to Philadelphia
758 miles
14h 3m
20 stops
MuseumsFood & Drink
ToursSights & LandmarksShoppingChicago to San Jose
2,167 miles
37h 30m
26 stops
Sights & LandmarksNature & ParksOutdoor ActivitiesTours
Water & Amusement ParksChicago to Columbus
355 miles
6h 49m
19 stops
Sights & LandmarksToursWater & Amusement ParksFun & Games
Spas & WellnessChicago to San Francisco
2,135 miles
36h 54m
27 stops
Sights & LandmarksNature & ParksFood & DrinkToursWater & Amusement ParksChicago to Seattle
2,055 miles
36h 4m
16 stops
Sights & Landmarks
OtherNature & ParksMuseumsFun & GamesChicago to Denver
1,002 miles
17h 42m
13 stops
Food & DrinkSpas & WellnessOtherShoppingToursEXPLORE OTHER
Check Out Different Road Trip Options
Houston to Minneapolis
1,173 miles
21h 29m
18 stops
Museums
Traveler ResourcesSights & LandmarksShoppingFun & GamesChicago to Lancaster
693 miles
12h 53m
29 stops
Nature & ParksMuseums
NightlifeSights & LandmarksConcerts & ShowsNew Bedford to Charleston
967 miles
18h 56m
32 stops
MuseumsConcerts & ShowsFun & GamesFood & DrinkSights & LandmarksStaten Island to Manchester
273 miles
5h 50m
19 stops
Fun & GamesToursConcerts & ShowsNightlifeSights & LandmarksFredericksburg to Oklahoma City
1,286 miles
23h 40m
24 stops
Traveler ResourcesSights & LandmarksNightlifeFun & GamesNature & ParksNew Haven to Medford
3,073 miles
54h 30m
35 stops
Outdoor ActivitiesNightlifeNature & ParksMuseumsSights & LandmarksFAQ
Frequently Asked Questions
What's the driving distance between Chicago and High Point?
The distance is 713 miles
What's the travel time between Chicago and High Point?
The driving time can vary depending on traffic conditions, but it is typically 13h 49m mins in normal traffic
What are some of the best cities to visit between Chicago and High Point?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to High Point?
There are plenty! Here are some stops you shouldn’t miss on your way to High Point
What’s the weather like in High Point?
The weather in High Point is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in High Point in January
Weather in High Point in February
Weather in High Point in March
Weather in High Point in April
Weather in High Point in May
Weather in High Point in June
Weather in High Point in July
Weather in High Point in August
Weather in High Point in September
Weather in High Point in October
Weather in High Point in November
Weather in High Point in December
Interested in a detailed plan for your time in High Point?
Plan your dream High Point trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in High Point
A 2-day itinerary in High Point
A 3-day itinerary in High Point
A 4-day itinerary in High Point
A 5-day itinerary in High Point
A 6-day itinerary in High Point
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
