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New York City to Chicago drive

driving   /   2 days   /   no pets   /   no RV

New York City to Chicago road trip planner

Here's a sample itinerary for a drive from New York City to Chicago. If you're planning a road trip to Chicago, 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

9:00 am  start in New York City
drive for about 2.5 hours

11:27 am  Wilkes Barre
stay for about 1 hour
and leave at 12:27 pm
drive for about 1.5 hours

1:57 pm  Williamsport (Pennsylvania)
stay for about 1 hour
and leave at 2:57 pm
drive for about 2 hours

4:54 pm  DuBois (Pennsylvania)
stay for about 1 hour
and leave at 5:54 pm
drive for about 2 hours

7:48 pm  Youngstown (Ohio)
stay overnight and leave the next day around 9:00 am

day 1 driving ≈ 8 hours
find more stops

 Day 2

9:00 am  leave from Youngstown (Ohio)
drive for about 1 hour

10:12 am  Cleveland
stay for about 1.5 hours
and leave at 11:42 am
drive for about 2 hours

1:28 pm  Toledo (Ohio)
stay for about 1 hour
and leave at 2:28 pm
drive for about 1.5 hours

4:04 pm  Coldwater
stay for about 1 hour
and leave at 5:04 pm
drive for about 1.5 hours

6:30 pm  South Bend
stay for about 1 hour
and leave at 7:30 pm
drive for about 1.5 hours

9:10 pm  arrive in Chicago
stay at The James Chicago Hotel

day 2 driving ≈ 7.5 hours
find more stops

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New York City to Chicago questions

profile  Agustinus asked:
Places to stop  (0 answers)


Where should I stop along the way?

Wilkes Barre  (5 answers)
    questions about Wilkes Barre:
        What is your favorite restaurant in Wilkes Barre?
        What's the best neighborhood in Wilkes Barre for a first time visitor?

Williamsport (Pennsylvania)  (3 answers)

DuBois (Pennsylvania)

Youngstown (Ohio)  (5 answers)
    questions about Youngstown (Ohio):
        Where to stay near Youngstown

Cleveland  (69 answers)
    Rock and Roll Hall of Fame and Museum  (13 mentions)
    The Cleveland Museum of Art  (12 mentions)
    Rock and Roll Hall of Fame and Museum  (6 mentions)
    West Side Market  (6 mentions)
    Great Lakes Brewing Company  (5 mentions)
    restaurants around Cleveland:
        Lola
        Lolita
        The Greenhouse Tavern
        Melt Bar & Grilled
        L'Albatros
    questions about Cleveland:
        Good restaurants for business dinner?
        What is your favorite restaurant in Cleveland?
        What's the best neighborhood in Cleveland for a first time visitor?
        New to the city, friend coming to visit: What should we do?
        Fun things to do

Toledo (Ohio)  (8 answers)
    Toledo Zoo  (2 mentions)
    questions about Toledo (Ohio):
        Where's a fun place for breakfast in Toledo Ohio?

Coldwater

South Bend  (7 answers)


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!

profile  Katie from Los Angeles asked:
What is your favorite restaurant in Chicago?  (54 answers)

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

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

profile  지은 from asked:
airport transportation  (14 answers)

profile  Joanne from Florida asked:
Chicago - Should we rent a car or no?  (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 New York City 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 New York City to Chicago. Or get a full New York City 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 New York City well, please help your fellow travelers and answer their questions about New York City!





At a Glance
without making any stops
total driving distance is 796 miles
driving time of 12 hours, 15 minutes
Chicago is 1 hour behind New York City
622 New York City travel answers
5 Wilkes Barre travel answers
3 Williamsport (Pennsylvania) travel answers
1 DuBois (Pennsylvania) travel answer
5 Youngstown (Ohio) travel answers
69 Cleveland travel answers
8 Toledo (Ohio) travel answers
1 Coldwater travel answer
7 South Bend travel answers
328 Chicago travel answers





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