Trains tickets from Portland (OR) to Chicago

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Tomorrow26 Apr
from US$282
Sun27 Apr
Mon28 Apr
Tue29 Apr
Wed30 Apr
Thu1 May
Fri2 May
Sat3 May

Trains leaving tomorrow

One passenger / one way

  • This trip is recommended because it is the: Cheapest + Fastest
    Departure time: 26 April at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: 28 April at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 26 April at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: 28 April at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 26 April at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: 28 April at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 26 April at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: 28 April at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: 26 April at
    Departure city: Portland
    Departure location: Union Station
    Arrival time: 28 April at
    Destination city: Chicago
    Destination location: Chicago (Union Station), IL
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

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Compare 2 ways to travel from Portland to Chicago

Bus
Average priceUS$148 - US$595Average duration3d 9h
71kg CO₂e5 out of 5 stars
Most eco-friendly
Train
Average priceUS$129 - US$1,613Average duration2d 4h
257kg CO₂e1 out of 5 stars
CheapestFastest
busbud logoBusbud recommends taking the train from Portland to Chicago

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 4 hours 5 minutes and with fares starting at just US$129, it presents an excellent value for a comfortable ride.

4train per day
2d 4hAverage duration
US$129Cheapest ticket
257kgCO₂ emissions

Train Portland to Chicago: Trip Overview

Please note, this information is subject to change.

Average ticket priceUS$346
Average train trip duration2d 4h
Number of daily trains4
Earliest train departure06:45
Distance1751 miles
Latest train departure16:45

Portland to Chicago Train

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

  1. How much does a cheap train ticket from Portland to Chicago cost?

    The average train ticket price from Portland to Chicago is US$346. The best way to find cheap train tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

  2. How long is the train trip from Portland to Chicago?

    A train trip between Portland and Chicago is around 2d 4h, although the fastest train will take about 1d 22h. This is the time it takes to travel the 1753 miles that separates the two cities.

  3. How many daily train are there between Portland and Chicago?

    The number of trains from Portland to Chicago can differ depending on the day of the week. On average, there are 4. Some trains are direct while others include transferring trains. Simplify your train trip from Portland to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.

Find cheapest prices for trains

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

Best price found
23/04
US$381
24/04
US$282
Today
US$282
26/04
US$282
27/04
No data
28/04
No data
29/04
No data
30/04
US$273
busbud logoThe cheapest trip from Portland to Chicago was searched and found on 30 Apr 2025 with a price of US$273

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 US$273 to US$2,378 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 US$273, which is on 2025-04-30.

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 travelling more than 17,000 km.

One of the deepest train stations in the world is in Kiev. Located at a depth of 105m, 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 60m under the Great Wall of China!

Will you be returning to Portland by train?

Train from Chicago to Portland

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