Is there a train to Chicago?

You can take Amtrak from NYC, but it is a very long journey.

What is the best way to get there?

Flying is the most efficient and practical method.

Yes, expect tolls on the I-80 route if driving.

Yes, tourist areas are generally safe and well-patrolled.

East Stroudsburg

Chicago

Flight Driving

East Stroudsburg to Chicago

Updated: 28 May 2026

The distance from East Stroudsburg to Chicago is approximately 780 miles. Driving takes about 12 to 13 hours via I-80 West. Alternatively, you can drive to Newark Liberty International Airport and take a direct flight to Chicago O'Hare or Midway. This is a significant journey crossing multiple states, making flying the most practical option for most travelers.

Total Distance: 1,250 km driving distance; 1,050 km straight-line air distance.

Fastest Way

Flying is significantly faster, taking only a few hours compared to a full day of driving.

Cheapest Way

Flying can often be cheaper than the cost of fuel, tolls, and overnight lodging for a long drive.

Compare East Stroudsburg to Chicago Routes

	Flight Direct	Driving Direct
Duration	2 hours 30 mins	12 hours
Avg Price	$200 - $400	$150 in fuel and tolls
Operator	United Airlines / American Airlines	Personal Vehicle
Route	Fly from Newark (EWR) to Chicago (ORD/MDW).	I-80 West across PA, OH, and IN.
Tip	Book flights at least 3 weeks in advance for the best prices.	This is a long drive; plan for an overnight stop if necessary.

Travel Tips

Airport Transit
Use the 'L' train to get from O'Hare to downtown Chicago.
Traffic
Chicago traffic can be very heavy; use public transit whenever possible.
Parking
Parking in downtown Chicago is very expensive; use public transit.
Food
Don't leave without trying authentic Chicago-style deep-dish pizza.
Planning
Check the weather before you go; Chicago winters can be very harsh.

Safety Tips

Awareness
Stay alert in busy tourist areas and on public transit.
Vehicle Safety
If driving, park in secure garages and keep valuables out of sight.
Emergency
Keep your phone charged and have a roadside assistance plan.
Navigation
Use GPS to navigate the city's grid system.