Hershey
Hershey
Chicago
Chicago
Train Flight

Hershey to Chicago

Updated: 30 May 2026

The journey from Hershey to Chicago covers approximately 1,100 kilometers. For the most efficient travel, fly from Harrisburg International Airport (MDT) to O'Hare (ORD) or Midway (MDW). Alternatively, you can take the Amtrak train from Harrisburg to Pittsburgh and transfer to the Capitol Limited line, which terminates at Chicago's Union Station. Driving is a long 11-hour trek via I-80 W, which is best suited for those who enjoy road trips through the industrial heartland.

Total Distance: 1,100 km driving distance; 950 km straight-line air distance.
Fastest Way
Flying from Harrisburg (MDT) is the fastest, taking about 4.5 hours.
Cheapest Way
Amtrak is often the most budget-friendly if booked well in advance.
Compare Hershey to Chicago Routes
Train
Connecting
Flight
Connecting
Duration 16 hours 4 hours 30 mins
Avg Price $150-$300 $250-$500
Operator Amtrak United Airlines
Route Harrisburg to Pittsburgh to Chicago MDT to ORD
Tip The Capitol Limited route offers beautiful views of the Allegheny Mountains. Direct flights are rare; expect a connection in a hub like Newark or Washington D.C.
Travel Tips
  • Airport Transit
    Use the 'L' train to get from O'Hare airport to downtown Chicago.
  • Train Comfort
    Book a sleeper car on the Amtrak for a more comfortable overnight journey.
  • City Navigation
    Chicago is very walkable; use the CTA public transit system for longer distances.
  • Dining
    Try the famous deep-dish pizza at local institutions like Lou Malnati's.
  • Weather
    Chicago is known as the Windy City; dress in layers regardless of the season.
Safety Tips
  • Urban Awareness
    Stick to well-lit, populated areas, especially at night.
  • Public Transport
    Keep your belongings secure while riding the CTA trains.
  • Emergency Services
    Dial 911 for any emergency situations.
  • Navigation
    Download offline maps to navigate the city grid easily.
People Also Ask
  • Is there a direct train?
    No, you must transfer in Pittsburgh or another hub.
  • How long is the flight?
    Total travel time is usually around 4.5 hours with a connection.
  • What is the best way to get to the airport?
    Driving or using a ride-share service to MDT is recommended.
  • Is Chicago safe for tourists?
    Yes, major tourist areas are generally safe and well-patrolled.
  • Do I need a car in Chicago?
    No, public transit is excellent and parking is expensive.
Quick Info
  • From Hershey, Pennsylvania, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

May to September for pleasant weather and outdoor festivals.

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 Skydeck
Experience breathtaking views of the city from the 103rd floor.
4
Navy Pier
Enjoy rides, restaurants, and lakefront views at this famous Chicago landmark.
Tags
Hershey to Chicago flights to Chicago Amtrak to Chicago travel from PA to IL Chicago travel guide Hershey transport Chicago trip Midwest travel