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.
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 57 minutes
1:47 pm South Bend
stay for about 1 hour
and leave at 2:47 pm
drive for about 2 hours
4:40 pm stay at Econo Lodge
stay overnight and leave the next day around 10:00 am
day 1 driving ≈ 3.5 hours
10:00 am leave from Econo Lodge
drive for about 1 hour
11:12 am Toledo (Ohio)
stay for about 1 hour
and leave at 12:12 pm
drive for about 49 minutes
1:01 pm Port Clinton
stay for about 1 hour
and leave at 2:01 pm
drive for about 1.5 hours
3:32 pm Cuyahoga Falls
stay for about 1 hour
and leave at 4:32 pm
drive for about 38 minutes
5:10 pm arrive in Cleveland
eat at Lola
stay at The Cleveland Hostel
day 2 driving ≈ 4 hours
Jan asked:
cool things to see on the way from Chicago to Cleveland (3 answers)
Stephanie from Ottawa asked:
Can't decide! What's a better place to visit, Cleveland or Chicago? (17 answers)
Indiana Dunes State Park (Dunes Nature Preserve) (4 mentions)
South Bend (7 answers)
Econo Lodge
Toledo (Ohio) (8 answers)
Toledo Zoo (2 mentions)
questions about Toledo (Ohio):
Where's a fun place for breakfast in Toledo Ohio?
Port Clinton (2 answers)
African Safari Wildlife Park (2 mentions)
questions about Port Clinton:
Port Clinton, Ohio, suggestions?
Cuyahoga Falls
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.
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:
Want to research more popular restaurants in Cleveland? Click the blue button below.
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:
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!
Katie from Columbus asked:
Good restaurants for business dinner? (10 answers)
Valerie from Los Angeles asked:
What is your favorite restaurant in Cleveland? (10 answers)
Katie from Los Angeles asked:
What's the best neighborhood in Cleveland for a first time visitor? (10 answers)
Hayden from Cleveland asked:
New to the city, friend coming to visit: What should we do? (6 answers)
Kelly from Massachusetts asked:
Fun things to do (4 answers)
Click the button below to explore more questions and answers related to Cleveland.
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!