Stroudsburg
Stroudsburg
Chicago
Chicago
Flight Driving

Stroudsburg to Chicago

Updated: 28 May 2026

The distance from Stroudsburg to Chicago is approximately 1,200 kilometers. The most practical way to travel is to drive to Newark Liberty International Airport (EWR) and take a flight to Chicago O'Hare (ORD). Alternatively, you can drive the entire distance, which takes about 12 to 14 hours via I-80 West. Flying is significantly faster and often more comfortable for such a long journey. Plan your travel well in advance to secure the best flight prices.

Total Distance: 1,200 km driving distance, 1,050 km straight-line air distance.
Fastest Way
Flying from Newark is the fastest method, taking about 5 hours total including airport time.
Cheapest Way
Driving is generally cheaper if traveling with multiple people.
Compare Stroudsburg to Chicago Routes
Flight
Direct
Driving
Direct
Duration 2 hours 30 minutes (flight time) 13 hours
Avg Price $200-$400 $150-$200 in fuel
Operator United/American Airlines Personal Vehicle
Route EWR to ORD I-80 West
Tip Book flights at least 3 weeks in advance. Plan for overnight stops if driving.
Travel Tips
  • Public Transit
    The 'L' (train system) is the best way to get around Chicago.
  • Walking
    Chicago is a very walkable city; wear comfortable shoes.
  • Parking
    Parking is expensive; use public transit or ride-sharing.
  • Architecture
    Take an architecture boat tour to see the city's famous skyline.
  • Deep Dish Pizza
    Try the famous Chicago-style deep dish pizza at a local restaurant.
Safety Tips
  • Stay Alert
    Be aware of your surroundings in busy tourist areas.
  • Traffic Safety
    Chicago traffic can be heavy; drive defensively.
  • Emergency Services
    Keep local emergency numbers saved.
  • Secure Belongings
    Keep your wallet and phone secure in crowded areas.
People Also Ask
  • Is there a direct train?
    No, you would need to travel to a major hub to catch a long-distance train.
  • How long is the flight?
    The flight time is approximately 2.5 hours.
  • Is the L easy to use?
    Yes, the train system is very user-friendly.
  • Are there tolls?
    Yes, there are tolls on I-80 and in the Chicago area.
  • What is the best way to get around?
    The L is the most efficient way to travel within the city.
Quick Info
  • From Stroudsburg, Pennsylvania, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Late spring or early autumn for pleasant weather in Chicago.

Things to Do in Chicago
1
Millennium Park
Visit the iconic Cloud Gate sculpture and enjoy the beautiful gardens.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the United States.
3
Willis Tower
Take in the breathtaking views from the Skydeck, located on the 103rd floor.
4
Navy Pier
Enjoy the rides, shops, and restaurants at this popular waterfront destination.
Tags
Stroudsburg to Chicago flying to Chicago driving to Chicago EWR to ORD Midwest travel Stroudsburg commute Chicago trip Pocono to Chicago