There are 6 ways to get from Winchester to Portland by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), car, taxi, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Washington Dulles International Airport, fly
best- Take the bus from Front Royal Walmart to Dulles International Airportbus
- Fly from Washington Dulles International Airport (IAD) to Portland International Airport (PDX)plane IAD - PDX
8h 50m$233–775Train (Amtrak)
- Take the train from Martinsburg Amtrak Station to Chicago Union Stationtrain Floridian
- Take the train from Chicago Union Station to Portlandtrain Empire Builder
2d 15h$975–2,025Bus
- Take the bus from Crooked Run Park & Ride to 14th St @ F St NWbus
- Take the bus from Washington Union Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Denver Union Stationbus
- Take the bus from Denver Union Station to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to Portland Curbside Bus Stopbus
2d 23h$511–974Drive 2,708.2 mi
- Drive from Winchester to Portlandcar 2,708.2 mi
43h 50m$495–714Bus to Ronald Reagan Washington National Airport, fly
- Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Portland International Airport (PDX)plane DCA - PDX
9h 46m$348–1,268Taxi, train, train to Baltimore-Washington International Airport, fly
- Take the taxi from Winchester to DUFFIELDS W VA MARC ebtaxi
- Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain
- Take the train from Washington Union Station to BWI Thurgood Marshalltrain
- Fly from Baltimore-Washington International Airport (BWI) to Portland International Airport (PDX)plane BWI - PDX
10h 32m$274–1,445
Washington Dulles International Airport (IAD) to Portland International Airport (PDX) flights
Questions & Answers
The cheapest way to get from Winchester to Portland is to bus and fly which costs $230 - $800 and takes 8h 50m.
The fastest way to get from Winchester to Portland is to bus and fly which takes 8h 50m and costs $230 - $800.
No, there is no direct bus from Winchester to Portland. However, there are services departing from Crooked Run Park & Ride and arriving at Portland Curbside Bus Stop via 13 St NW+F St NW, Washington Union Station, Chicago Bus Station, Denver Union Station and Pasco Bus Stop. The journey, including transfers, takes approximately 2 days 23h.
No, there is no direct train from Winchester station to Portland. However, there are services departing from Martinsburg Amtrak Station and arriving at Portland via Chicago Union Station. The journey, including transfers, takes approximately 2 days 15h.
The distance between Winchester and Portland is 2422 miles. The road distance is 2724 miles.
The best way to get from Winchester to Portland without a car is to train which takes 2 days 15h and costs $950 - $2,100.
It takes approximately 8h 50m to get from Winchester to Portland, including transfers.
Winchester to Portland bus services, operated by Omniride, depart from Crooked Run Park & Ride station.
Winchester to Portland train services, operated by Amtrak, depart from Martinsburg Amtrak Station.
The best way to get from Winchester to Portland is to train which takes 2 days 15h and costs $950 - $2,100. Alternatively, you can bus, which costs $500 - $1,000 and takes 2 days 23h.
What companies run services between Winchester, VA, USA and Portland, OR, USA?
You can take a vehicle from Winchester to Portland via Martinsburg Amtrak Station and Chicago Union Station in around 2d 15h. Alternatively, you can take a vehicle from Winchester to Portland Curbside Bus Stop via Crooked Run Park & Ride, 14th St @ F St NW, 13 St NW+F St NW, Massachusetts Av NE+1 St NE, Washington Union Station, Chicago Bus Station, Denver Union Station, and Pasco Bus Stop in around 2d 23h.
- Website
- southwest.com
Flights from Ronald Reagan Washington National Airport to Portland International Airport via Chicago Midway
- Ave. Duration
- 7h 52m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $290–1,200
Flights from Ronald Reagan Washington National Airport to Portland International Airport via Kansas City
- Ave. Duration
- 9h 35m
- When
- Sunday
- Estimated price
- $300–1,200
Flights from Baltimore-Washington International Airport to Portland International Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $200–800
Flights from Baltimore-Washington International Airport to Portland International Airport via Denver
- Ave. Duration
- 7h 25m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $210–850
Flights from Baltimore-Washington International Airport to Portland International Airport via Chicago Midway
- Ave. Duration
- 7h 27m
- When
- Monday to Wednesday
- Estimated price
- $200–800
- Website
- delta.com
Flights from Washington Dulles International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 14m
- When
- Every day
- Estimated price
- $170–700
Flights from Washington Dulles International Airport to Portland International Airport via Seattle
- Ave. Duration
- 10h 35m
- When
- Every day
- Estimated price
- $180–700
Flights from Ronald Reagan Washington National Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 8h 8m
- When
- Every day
- Estimated price
- $290–1,200
Flights from Ronald Reagan Washington National Airport to Portland International Airport via Salt Lake City
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $310–1,200
Flights from Baltimore-Washington International Airport to Portland International Airport via Salt Lake City
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- $210–850
Flights from Baltimore-Washington International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $200–800
- Website
- united.com
Flights from Washington Dulles International Airport to Portland International Airport
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $170–700
Flights from Washington Dulles International Airport to Portland International Airport via Denver
- Ave. Duration
- 8h 2m
- When
- Every day
- Estimated price
- $180–700
Flights from Ronald Reagan Washington National Airport to Portland International Airport via Denver
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $310–1,200
Flights from Baltimore-Washington International Airport to Portland International Airport via Denver
- Ave. Duration
- 7h 44m
- When
- Every day
- Estimated price
- $210–850
- Website
- alaskaair.com
Flights from Washington Dulles International Airport to Portland International Airport via Seattle
- Ave. Duration
- 7h 53m
- When
- Every day
- Estimated price
- $230–900
Flights from Ronald Reagan Washington National Airport to Portland International Airport
- Ave. Duration
- 5h 48m
- When
- Every day
- Estimated price
- $390–1,600
Flights from Baltimore-Washington International Airport to Portland International Airport
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $270–1,100
- Website
- suncountry.com
Flights from Washington Dulles International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 9m
- When
- Thursday
- Estimated price
- $170–700
Flights from Baltimore-Washington International Airport to Portland International Airport via Minneapolis
- Ave. Duration
- 7h 34m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $200–800
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Martinsburg Amtrak Station to Chicago Union Station
- Ave. Duration
- 16h 8m
- Frequency
- Once daily
- Estimated price
- $220–460
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Portland
- Ave. Duration
- 46h 12m
- Frequency
- Once daily
- Estimated price
- $700–1,500
- Website
- https://www.amtrak.com/home.html
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 35 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–20
- Website
- https://www.amtrak.com/home.html
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Train from DUFFIELDS W VA MARC eb to Washington Union Station
- Ave. Duration
- 1h 51m
- Frequency
- Twice daily
- Estimated price
- $2–13
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–13
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $2–9
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–9
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 20 min
- Frequency
- Every 4 hours
- Estimated price
- $6–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $6–440
- First Class
- $100–550
- Phone
- +1-800-827-3490
- [email protected]
- Website
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Dulles International Airport
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $19–23
- Schedules at
- virginiabreeze.drpt.virginia.gov
- Phone
- +1 703-730-6664
- Website
- omniride.com
Bus from Crooked Run Park & Ride to 14th St @ F St NW
- Ave. Duration
- 1h 34m
- Frequency
- Twice daily
- Estimated price
- $9–11
- Website
- https://www.omniride.com/
Bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NW
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $9–11
- Website
- https://www.omniride.com/
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Washington Union Station to Chicago Bus Station
- Ave. Duration
- 17h 10m
- Frequency
- Twice daily
- Estimated price
- $100–210
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Denver Union Station
- Ave. Duration
- 21h 35m
- Frequency
- Once daily
- Estimated price
- $150–300
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Pasco Bus Stop
- Ave. Duration
- 22h 55m
- Frequency
- Once daily
- Estimated price
- $170–340
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Pasco Bus Stop to Portland Curbside Bus Stop
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $35–60
- Schedules at
- flixbus.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Winchester to Portland bus services, operated by Omniride, arrive at 14th St @ F St NW station.
Portland is 3h behind Winchester. It is currently 9:40 PM in Winchester and 6:40 PM in Portland.
Winchester to Portland train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Winchester to Portland is 2724 miles. It takes approximately 43h 50m to drive from Winchester to Portland.
There are 873+ hotels available in Portland.









