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Portland to Chesapeake trains

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Trip Overview

The average train between Portland and Chesapeake takes 3d and the fastest train takes 2d 23h. The train runs, on average, 4 times per week from Portland to Chesapeake. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

3d
Duration
3,231 mi
Distance
$2,114
Average price
4 times a week
Frequency

Portland to Chesapeake train times

Trains run 4 times a week between Portland and Chesapeake. The service departs Portland at 4:45 PM in the afternoon, which arrives into Chesapeake at 23:38:00. All services require a transfer at Chicago Union Station and take an average of 3d. The schedules shown below are for the next available departures.

Departing Thursday, November 5, 2026

  •  → 

    Arrives +3 days

    AmtrakAmtrakAmtrak3d 3h • 2 changes

Departing Friday, November 6, 2026

  •  → 

    Arrives +3 days

    AmtrakAmtrakAmtrak2d 23h • 2 changes

Departing Saturday, November 7, 2026

  •  → 

    Arrives +3 days

    AmtrakAmtrakAmtrak2d 23h • 2 changes

Departing Sunday, November 8, 2026

  •  → 

    Arrives +3 days

    AmtrakAmtrakAmtrak2d 23h • 2 changes

Frequently asked questions

Want to know about travelling from Portland to Chesapeake? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Portland to Chesapeake.ExpandLaunch map view
  • Distance: 3,231 mi
  • Duration: 3d

What companies run services between Portland, OR, USA and Chesapeake, City of Chesapeake, VA, USA?

You can take a train from Portland to Norfolk via Chicago Union Station and Petersburg Amtrak Station in around 2d 22h.

Operators