Delaware Water Gap
Delaware Water Gap. Photo: Quintin Soloviev, CC BY 4.0, via Wikimedia Commons

Road trip guide

New York to Chicago: the drive, the stops and where to sleep

Distance
About 790 miles (1,270 km)
Time
1–2 days
Best time
April–October

There is a moment, somewhere past the last New York exit, when the city finally lets go and I-80 and I-90 opens up ahead of you. That is the start of one of the most driven routes in America: roughly 790 miles and 12 hours of wheel time to Chicago. Done right, it is not a slog. It is a string of good towns, better food stops and a couple of sights worth the detour.

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Leaving New York

Aim to clear New York before the morning rush, or after it, never in it. Fill the tank on the edge of town where prices usually drop, set the playlist, and settle in for the first 449 miles to Cleveland.

The headline stop on this route is Delaware Water Gap. Leave real time for it; it sets the tone for the whole trip.

Cleveland, the last stretch

Cleveland sits about 449 miles in. It is the natural place to stop for the night: hotels are plentiful, rates beat the big-city ends of the route, and you wake up with the hardest miles already behind you.

Nearby, Rock & Roll Hall of Fame is worth the short detour if the day is going well.

Rolling into Chicago

The final 341 miles always go faster than you expect. Save a little energy for Indiana Dunes detour; it is a fitting finish.

By the end you will have seen Delaware Water Gap, Rock & Roll Hall of Fame and Indiana Dunes detour, and you will understand why this corridor is a classic.

When to go and how to pace it

Split the drive near the halfway mark. Most travelers sleep in Cleveland, OH, which keeps each day under eight hours and leaves time for the stops that make the trip.

Check live gas prices along I-80 and I-90 before you go; they can swing a lot from one state or county to the next. XCRSN prices every leg for your exact car.

National Park Service sites on this drive

Check official hours, entrance fees, road closures and reservations before you go.

Total trip cost

Gas uses today's regional averages along this route. Add the nightly rate you find to see the full total.

Gas, about 790 miles
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Lodging, 1 night
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The route

  1. New York, NY
  2. Cleveland, OH
  3. Chicago, IL

Road trip tips

Keep reading

Open this route in XCRSN
XCRSN planner: plan the whole drive before you leave. Live corridor fuel, overnight stops, Apple and Google Maps export.

More planning help