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Asheville to Chicago drive

2 travelers   /   driving   /   2 days



Asheville to Chicago road trip planner

Here's a sample itinerary for a drive from Asheville to Chicago. If you're planning a road trip to Chicago, you can research locations to stop along the way. Find the best restaurants, hotels, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

10:00 am  start in Asheville
drive for about 1.5 hours

11:37 am  Gatlinburg
stay for about 1 hour and leave at 12:37 pm
drive for about 2.5 hours

3:17 pm  Berea
stay for about 1 hour and leave at 4:17 pm
drive for about 2 hours

6:18 pm  Cincinnati
eat at Rhinegeist Brewery
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 6.5 hours
find more stops

 Day 2

10:00 am  leave from Cincinnati
drive for about 2 hours

11:55 am  Indianapolis
stay for about 1 hour and leave at 12:55 pm
drive for about 2.5 hours

3:34 pm  Deep River Waterpark
stay for about 1 hour and leave at 4:34 pm
drive for about 51 minutes

5:25 pm  arrive in Chicago
eat at Lou Malnati's Pizzeria
stay at The James Chicago Hotel

day 2 driving ≈ 5.5 hours
find more stops

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Enter a city to drive through on the way from Asheville to Chicago.
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Where does my trip begin?

Your starting point is Asheville, North Carolina.

You can enter an exact street address if you want to get precise directions, but this is optional.




How many cars do we need?

Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.




Where should I stop along the way?

Gatlinburg  (27 answers)
    Great Smoky Mountain National Park  (8 mentions)
    Great Smoky Mountains  (2 mentions)
Berea
Cincinnati  (27 answers)
    Washington Park  (2 mentions)
    restaurants around Cincinnati:
        Rhinegeist Brewery
        Skyline Chili
        Nada
        The Eagle
        Senate
    questions about Cincinnati:
        The best of Cincinnati?
        Top dining spots in Cincinnati!?
        Best free things to do in Cincinnati?
        Where is the best place to grab an early dinner in Cincinnati
        Running near Eden Park?
Indianapolis  (26 answers)
    Indianapolis Museum of Art  (4 mentions)
    Indianapolis Zoo  (2 mentions)
    questions about Indianapolis:
        What is your favorite restaurant in Indianapolis?
        Awesome food trucks?
        Best free things to do in Indianapolis?
        Your Favorite Holiday Events in Indianapolis
Deep River Waterpark




Where does my trip end?

Your final destination is Chicago, Illinois.

You can enter the exact street address of your destination, but this is optional.




Where's the best place to stay in Chicago?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Chicago.

You can also see most people recommend as the best amount of time to visit. Find out how many days in Chicago to stay.

If you're looking for a quick answer, you can check out The James Chicago Hotel, which was mentioned 12 times on Trippy.

Here are some more hotels people talk about:

Hotel Palomar Chicago  (9 mentions)
Virgin Hotels Chicago  (8 mentions)
Thompson Chicago  (6 mentions)

Want to research more popular hotels in Chicago? Click the blue button below.






Where's the best place to eat in Chicago?

Need some recommendations on somewhere to get food?

Trippy members suggest Lou Malnati's Pizzeria, which was mentioned 36 times.

Here are some more restaurants people talk about:

Pequod's Pizza  (26 mentions)
Girl & the Goat  (24 mentions)
Big Star  (23 mentions)
Au Cheval  (17 mentions)

Want to research more popular restaurants in Chicago? Click the blue button below.






What are some things to do in Chicago?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Millennium Park  (54 mentions)
Shedd Aquarium  (46 mentions)
Willis Tower  (38 mentions)
Lincoln Park Zoo  (35 mentions)

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Chicago. Click on any question to see answers from the community!

 Sunil Gupta from Mountain View asked:
Best Chicago pizza?  (18 answers)

 Katie Simons from Los Angeles asked:
What is your favorite restaurant in Chicago?  (15 answers)

 Blair Cabot from Halifax asked:
What to do in one weekend in Chicago?  (14 answers)

 지은 기 from asked:
airport transportation  (14 answers)

 Stacey Wall from Jackson, Mississippi asked:
What are the coolest hotels in downtown Chicago?  (12 answers)

Click the button below to explore more questions and answers related to Chicago.






Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Chicago to Asheville drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from Asheville to Chicago. Or get a full Asheville to Chicago flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know Asheville well, please help your fellow travelers and answer their questions about Asheville!






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At a Glance
without making any stops
total driving distance is 653 miles
driving time of 10 hours, 20 minutes
Chicago is 1 hour behind Asheville
64 Asheville travel answers
27 Gatlinburg travel answers
27 Cincinnati travel answers
26 Indianapolis travel answers
267 Chicago travel answers





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