How long is the flight?

The flight from SEA to ORD is about 4 hours.

Is the train worth it?

Yes, for the scenery, but it is a long journey.

What is the best airport?

O'Hare (ORD) is the main hub with excellent transit access.

Are there direct trains?

Yes, the Empire Builder runs directly from Seattle to Chicago.

Yes, it is a cross-country journey.

Leavenworth

Chicago

Train Flight

Leavenworth to Chicago

Updated: 28 May 2026

The journey from Leavenworth to Chicago covers over 3,000 kilometers. The most efficient way to travel is by flying from Seattle-Tacoma International Airport (SEA) to O'Hare International Airport (ORD), which takes about 4 hours in the air. Alternatively, the Amtrak Empire Builder train offers a legendary, scenic 46-hour journey from Seattle to Chicago. Chicago is a major cultural and economic hub known for its architecture, food, and lakefront. This route takes you across the northern United States.

Total Distance: 3,200 km driving distance; 2,800 km straight-line air distance.

Fastest Way

Flying from SEA to ORD is the fastest way to reach Chicago.

Cheapest Way

Flying is often cheaper and much faster than the train.

Compare Leavenworth to Chicago Routes

	Train Direct	Flight Direct
Duration	46 hours	4 hours (flight time)
Avg Price	$250-$600	$200-$400
Operator	Amtrak	United Airlines
Route	Empire Builder line from Seattle to Chicago.	SEA to ORD.
Tip	Book a roomette for a comfortable overnight experience.	Direct flights are available from SEA.

Travel Tips

Airport Transit
Allow 2.5 hours to drive from Leavenworth to SEA airport.
Train Experience
The Empire Builder is one of the most scenic train routes in the US.
Chicago Transit
Use the 'L' train system to get around Chicago; it is very efficient.
Food
Try the famous Chicago-style deep-dish pizza.
Weather
Chicago winters are very cold; pack accordingly.