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Chicago to Cleveland via Detroit

driving   /   2 days   /   no pets   /   no RV

Chicago to Cleveland road trip planner

Here's a sample itinerary for a drive from Chicago to Cleveland. If you're planning a road trip to Cleveland, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

11:00 am  start in Chicago
drive for about 50 minutes

11:50 am  Indiana Dunes State Park (Dunes Nature Preserve)
stay for about 1 hour
and leave at 12:50 pm
drive for about 1.5 hours

2:14 pm  South Haven
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 2 hours
find more stops

 Day 2

10:00 am  leave from South Haven
drive for about 3 hours

1:06 pm  Detroit
stay for about 1 hour
and leave at 2:06 pm
drive for about 2.5 hours

4:41 pm  arrive in Cleveland
stay at The Cleveland Hostel

day 2 driving ≈ 5.5 hours
find more stops

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Chicago to Cleveland questions


Where should I stop along the way?

Indiana Dunes State Park (Dunes Nature Preserve)  (4 mentions)

South Haven  (7 answers)

Detroit  (31 answers)
    Comerica Park  (4 mentions)
    Detroit Institute of Arts  (4 mentions)
    Greektown Casino-Hotel  (4 mentions)
    Motown Historical Museum  (2 mentions)
    Ford Rouge Factory Tour  (2 mentions)
    restaurants around Detroit:
        Slows Bar-B-Q
        Santorini Estiatorio Detroit
    questions about Detroit:
        What is your favorite restaurant in Detroit?
        Places to stay in Detroit
        What is there to see in Detroit?


Where's the best place to stay in Cleveland?

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 Cleveland.

If you're looking for a quick answer, you can check out The Cleveland Hostel, which was mentioned 2 times on Trippy.

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




Where's the best place to eat in Cleveland?

Need some recommendations on somewhere to get food?

Trippy members suggest Lola, which was mentioned 13 times.

Here are some more restaurants people talk about:

Lolita  (6 mentions)
The Greenhouse Tavern  (6 mentions)
Melt Bar & Grilled  (4 mentions)
L'Albatros  (4 mentions)

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




What are some things to do in Cleveland?

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:

West Side Market  (6 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 Cleveland. Click on any question to see answers from the community!

profile  Katie from Columbus asked:
Good restaurants for business dinner?  (10 answers)

profile  Valerie from Los Angeles asked:
What is your favorite restaurant in Cleveland?  (10 answers)

profile  Katie from Los Angeles asked:
What's the best neighborhood in Cleveland for a first time visitor?  (7 answers)

profile  Hayden from Cleveland asked:
New to the city, friend coming to visit: What should we do?  (6 answers)

profile  Kelly from Massachusetts asked:
Fun things to do  (4 answers)

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




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 Cleveland to Chicago 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 Chicago to Cleveland. Or get a full Chicago to Cleveland 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 Chicago well, please help your fellow travelers and answer their questions about Chicago!





At a Glance
without making any stops
total driving distance is 450 miles
driving time of 6 hours, 59 minutes
311 Chicago travel answers
7 South Haven travel answers
31 Detroit travel answers
69 Cleveland travel answers





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