Trains tickets from Portland (OR) to Chicago

Discover your next train travel journey from Portland (OR) to Chicago and book online with ease

Join 75M+ travelers booking 2M+ routes across 85+ countries.
Enjoy our 24/7 customer service to assist you at every step.
Cancel anytime and receive a 100% refund, no reason needed.
TomorrowApr 24
from $282
FriApr 25
SatApr 26
from $282
SunApr 27
MonApr 28
TueApr 29
WedApr 30
ThuMay 1

Trains leaving tomorrow

One passenger / one way

  • This trip is recommended because it is: Cheapest + Fastest
    Departure time: April 24 at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: April 24 at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: April 24 at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: April 24 at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: April 24 at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

Accepted payments

  • Visa
  • MasterCard
  • American Express
  • China Union Pay
  • Diners Club Canada
  • Discover Click to Pay
  • JCB payment
  • Klarna (Pay over time)
  • Google Pay

Train Portland to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket price$343
Average train trip duration2d 4h
Number of daily trains4
Earliest train departure6:45am
Distance1751 miles (2823 km)
Latest train departure4:45pm

Portland to Chicago Train

Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Portland to Chicago.

We make sure you can find a train service from Portland to Chicago from the most reliable train companies operating this trip.

Discover how much the train trip from Portland to Chicago will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions for your trip Portland - Chicago

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
04/21
$282
04/22
$282
Today
$381
04/24
$282
04/25
$223
04/26
$282
04/27
No data
04/28
No data
busbud logoThe cheapest trip from Portland to Chicago was searched and found on Apr 25, 2025 with a price of $223

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Portland to Chicago, as early as possible.

You can expect to pay from $223 to $2,256 for a train ticket from Portland to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $223 which is on 2025-04-25.

About Train Travel

Train Travel Tips

Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Portland and Chicago is also a great way to travel to arrive in the city centre and save more time for your stay in Chicago.

Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.

With up to 30x less CO2 emissions for your train journey between Portland and Chicago, the train is an ecological alternative to flights or personal cars.

Tune out to the fine sounds of your best music playlist on your train trip from Portland to Chicago while indulging in miles on end of beautiful scenic views.

Did you know?

Railway companies played a major role as early as 1883 in the use of time zones as we know them today.

The longest train journey in the world is between Europe and Asia. This long journey starts from Porto in Portugal and crosses the whole European continent to reach Hanoi in Vietnam in 12 days while traveling more than 17,000 km.

One of the deepest train stations in the world is in Kiev. Located at a depth of 105 m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60 m under the Great Wall of China!

Will you be returning to Portland by train?

Train from Chicago to Portland

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud helps you easily search, compare and book intercity bus tickets on a worldwide scale with our comprehensive list of bus routes and schedules. Use Busbud to book your trip online, in your own language and currency, wherever you are. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

Popular Trains Connecting Portland

Trains Leaving from Portland

Popular Trains Connecting Chicago

Trains Going to Chicago