Is the train worth it?

Yes, the Empire Builder is one of the most scenic train routes in the US.

How do I get to the train station?

Take a shuttle or bus from Lincoln City to Portland, then the MAX light rail to Union Station.

Are there direct flights?

Yes, United and American Airlines offer direct flights from PDX to ORD.

What is the best way to get around?

The CTA 'L' train and bus system is the most efficient way to navigate the city.

Is Chicago safe for tourists?

Most tourist areas like the Loop and Magnificent Mile are safe with standard precautions.

Lincoln City

Chicago

Train Flight

Lincoln City to Chicago

Updated: 28 May 2026

The trip from Lincoln City to Chicago covers over 2,000 miles. You will first travel to Portland International Airport (PDX) for a direct flight to O'Hare (ORD) or Midway (MDW). For a scenic alternative, take the Amtrak Empire Builder from Portland Union Station to Chicago Union Station. This train journey takes approximately 45 hours and offers spectacular views of the Northern Rockies and the Great Plains. Flying is the most practical choice for time-sensitive travelers.

Total Distance: Driving distance 3,300 km; straight-line air distance 2,700 km.

Fastest Way

Direct flight from PDX to ORD takes 4 hours 15 minutes.

Cheapest Way

Coach seating on the Amtrak Empire Builder can be very affordable if booked well in advance.

Compare Lincoln City to Chicago Routes

	Train Direct	Flight Direct
Duration	45 hours	4 hours 15 mins
Avg Price	$250 - $700	$200 - $500
Operator	Amtrak Empire Builder	United Airlines
Route	Portland Union Station to Chicago Union Station	PDX to ORD
Tip	Book a sleeper car (Roomette) for a comfortable multi-day journey.	O'Hare is well-connected to downtown Chicago via the Blue Line train.

Travel Tips

Public Transit
Use the CTA 'L' train system to get around Chicago cheaply and quickly.
Airport Transit
The Blue Line train from O'Hare to downtown costs only $5.
Dress Code
Chicago is known for unpredictable weather; always pack layers.
Dining
Try authentic deep-dish pizza at Lou Malnati's or Giordano's.
Walking
Chicago is a very walkable city, especially along the Magnificent Mile.

Safety Tips

Urban Awareness
Stay in well-lit, populated areas, especially at night.
Train Safety
Keep your belongings secure while riding public transit.
Weather Alerts
Monitor local news for severe thunderstorm or winter storm warnings.
Emergency Contacts
Save the number for local taxi services if you are out late.