Lewes
Lewes
Chicago
Chicago
Flight Driving

Lewes to Chicago

Updated: 28 May 2026

The journey from Lewes to Chicago takes you across the Appalachian Mountains and into the Midwest. You will primarily use I-76 and I-80, covering 1,200 km in about 13 hours. Alternatively, flying from Philadelphia International Airport to O'Hare or Midway is a quick 2.5-hour trip. Chicago is a major transit hub with excellent public transportation.

Total Distance: 1,200 km driving, 1,050 km air distance.
Fastest Way
Flight from PHL to ORD is the fastest, taking 2.5 hours.
Cheapest Way
Driving is the most economical for groups; flights are best for solo travelers.
Compare Lewes to Chicago Routes
Flight
Direct from PHL
Driving
Direct
Duration 2.5 hours 13 hours
Avg Price $160-$450 $150-$250 in fuel
Operator United Airlines Personal Vehicle
Route PHL to ORD. I-76 West to I-80 West.
Tip O'Hare is well-connected to downtown via the Blue Line train. Be prepared for tolls on the Pennsylvania Turnpike.
Travel Tips
  • Public Transit
    Use the CTA 'L' train system to get around the city efficiently.
  • Weather
    Chicago winters are harsh; pack heavy coats if traveling between November and March.
  • Deep Dish Pizza
    Try authentic deep-dish pizza at Lou Malnati's or Giordano's.
  • Walking
    Downtown Chicago is very walkable, especially along the Riverwalk.
  • Tolls
    Many Illinois roads are tolled; use an I-PASS or E-ZPass.
Safety Tips
  • Urban Awareness
    Stay in well-lit, populated areas, especially at night.
  • Public Transit Safety
    Keep your belongings secure while riding the 'L' trains.
  • Winter Driving
    If driving in winter, ensure your car has snow tires and an emergency kit.
  • Emergency
    Dial 911 for police or medical assistance.
People Also Ask
  • Is there a train from Lewes to Chicago?
    You can take a bus to Wilmington and then Amtrak to Chicago, but it takes over 20 hours.
  • How long is the flight to Chicago?
    About 2.5 hours from Philadelphia.
  • What is the best way to get from O'Hare to downtown?
    The Blue Line train is the fastest and cheapest option.
  • Is Chicago expensive?
    It is comparable to other major US cities; budget accordingly for hotels.
  • When is the best time to visit?
    Summer months are vibrant, but autumn offers beautiful foliage.
Quick Info
  • From Lewes, Delaware, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Late spring or early autumn for the best weather in the Windy City.

Things to Do in Chicago
1
Millennium Park
Home to the famous Cloud Gate sculpture, also known as 'The Bean'. It is a must-see landmark.
2
Art Institute of Chicago
One of the oldest and largest art museums in the US. It houses iconic works like American Gothic.
3
Willis Tower Skydeck
Experience the Ledge, a glass balcony 103 floors up. It offers incredible views of the city.
4
Navy Pier
A 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It features rides, shops, and restaurants.
Tags
Lewes to Chicago driving to Chicago flights to Chicago I-80 route Delaware to Illinois Midwest travel Chicago city guide travel planning