Lebanon
Lebanon
Chicago
Chicago
Flight Driving

Lebanon to Chicago

Updated: 28 May 2026

The distance from Lebanon to Chicago is approximately 1,600 kilometers. Driving takes about 16 to 18 hours, making flying the most practical option for most travelers. You can fly from Lebanon Municipal Airport (LEB) to Chicago (ORD) with a connection. Chicago is a major metropolis on Lake Michigan, famous for its architecture, deep-dish pizza, and vibrant cultural scene.

Total Distance: 1,600 km driving distance; 1,350 km straight-line air distance.
Fastest Way
Flying is significantly faster than driving.
Cheapest Way
Flying is often comparable to driving when considering fuel and hotel costs.
Compare Lebanon to Chicago Routes
Flight
Connecting
Driving
Direct
Duration 5 hours (with connection) 17 hours
Avg Price $350-$700 $250-$350 in fuel
Operator American Airlines Personal Vehicle
Route LEB to PHL or BOS, then to ORD. I-89 to I-90 West across New York and Ohio.
Tip Book flights in advance to secure better pricing. This is a long drive; plan for overnight stops.
Travel Tips
  • Public Transit
    The 'L' train system is the best way to navigate the city.
  • Walking
    Downtown Chicago is very walkable, but use the 'L' for longer distances.
  • Dining
    Try the deep-dish pizza; it is a Chicago staple.
  • Safety
    Stick to well-populated areas, especially at night.
  • Apps
    Use the Ventra app for transit tickets and real-time information.
Safety Tips
  • City Safety
    Stay aware of your surroundings in crowded tourist areas.
  • Traffic
    Chicago traffic can be heavy; avoid driving in the city if possible.
  • Emergency
    Dial 911 for emergencies; the city has a rapid response system.
  • Awareness
    Keep your belongings secure in crowded tourist areas.
People Also Ask
  • Is there a train to Chicago?
    You can take a bus to a major city and then catch an Amtrak train to Chicago.
  • How long is the flight?
    With a connection, the total travel time is about 5 hours.
  • Is the 'L' easy to use?
    Yes, it is very user-friendly and covers most of the city.
  • What is the best time to visit?
    Late spring through early autumn is the best time.
  • Are there tolls?
    Yes, there are tolls on the I-90 route.
Quick Info
  • From Lebanon, New Hampshire, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Late spring through early autumn for pleasant weather.

Things to Do in Chicago
1
Millennium Park
Home to the famous Cloud Gate sculpture (The Bean). It is a must-visit in downtown Chicago.
2
Art Institute of Chicago
One of the oldest and largest art museums in the country, featuring iconic works.
3
Willis Tower Skydeck
Offers incredible views of the city from the 103rd floor. It is a thrilling experience.
4
Navy Pier
A popular tourist destination with shops, restaurants, and a giant Ferris wheel on Lake Michigan.
Tags
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