There are 8 ways to get from Portland to Ossining by plane, train, train (Amtrak), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to John F. Kennedy International Airport, train
best- Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane PDX - JFK
- Take the train from Grand Central Terminal to Ossiningtrain
8h 48m$186–738Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain
2d 18h$865–1,874Drive 2,898.5 mi
- Drive from Portland to Ossiningcar 2,898.5 mi
46h 36m$529–765Fly to Laguardia Airport, train
- Fly from Portland International Airport (PDX) to Laguardia Airport (LGA)plane PDX - LGA
- Take the train from 125th Street - Harlem to Ossiningtrain
10h 5m$215–926Fly to Newark Liberty International Airport, train
- Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)plane PDX - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
9h 30m$197–760Fly to Westchester County Airport
- Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane PDX - HPN
12h 15m$289–1,209Fly to Philadelphia International Airport, train
- Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)plane PDX - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
10h 58m$262–1,635Bus, train
- Take the bus from Portland Curbside Bus Stop to Vancouverbus
- Take the train from Vancouver to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Croton-Harmontrain
4d 19h$365–657
Portland to Ossining by train (Amtrak)
Questions & Answers
The cheapest way to get from Portland to Ossining is to fly and train which costs $180 - $750 and takes 8h 48m.
The fastest way to get from Portland to Ossining is to fly and train which takes 8h 48m and costs $180 - $750.
No, there is no direct train from Portland to Ossining. However, there are services departing from Portland and arriving at Ossining via Chicago Union Station and Croton-Harmon. The journey, including transfers, takes approximately 2 days 18h.
The distance between Portland and Ossining is 2519 miles. The road distance is 2915.5 miles.
The best way to get from Portland to Ossining without a car is to train which takes 2 days 18h and costs $850 - $1,900.
It takes approximately 8h 48m to get from Portland to Ossining, including transfers.
Portland to Ossining train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Ossining is to train which takes 2 days 18h and costs $850 - $1,900. Alternatively, you can fly, which costs $280 - $1,300 and takes 12h 15m.
Ossining is 3h ahead of Portland. It is currently 8:35 AM in Portland and 11:35 AM in Ossining.
Portland to Ossining train services, operated by Amtrak, arrive at Chicago Union Station.
What companies run services between Portland, OR, USA and Ossining, NY, USA?
You can take a train from Portland to Ossining via Chicago Union Station and Croton-Harmon in around 2d 18h. Alternatively, Alaska Airlines, Inc., American Airlines, and Delta fly from Portland International Airport (PDX) to Westchester County Airport (HPN) every 4 hours.
- Website
- delta.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 22m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 9h 35m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Laguardia Airport via Minneapolis
- Ave. Duration
- 7h 26m
- When
- Every day
- Estimated price
- $200–900
Flights from Portland International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 9h 48m
- When
- Every day
- Estimated price
- $200–900
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 8h 23m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 9h 48m
- When
- Every day
- Estimated price
- $160–750
Flights from Portland International Airport to Westchester County Airport via Minneapolis
- Ave. Duration
- 7h 30m
- When
- Monday to Saturday
- Estimated price
- $280–1,200
Flights from Portland International Airport to Westchester County Airport via Atlanta
- Ave. Duration
- 8h 31m
- When
- Every day
- Estimated price
- $330–1,400
Flights from Portland International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 9h 28m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 8h 4m
- When
- Monday to Saturday
- Estimated price
- $230–1,000
Flights from Portland International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 9h 26m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- alaskaair.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to John F. Kennedy International Airport via Reagan Washington
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $170–750
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 7h 23m
- When
- Every day
- Estimated price
- $290–1,300
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $230–1,000
- Website
- southwest.com
Flights from Portland International Airport to Laguardia Airport via Chicago Midway
- Ave. Duration
- 7h 35m
- When
- Every day
- Estimated price
- $210–900
Flights from Portland International Airport to Laguardia Airport via Kansas City
- Ave. Duration
- 8h 50m
- When
- Saturday
- Estimated price
- $210–950
Flights from Portland International Airport to Laguardia Airport via St. Louis
- Ave. Duration
- 11h 35m
- When
- Saturday
- Estimated price
- $210–950
Flights from Portland International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 7h 27m
- When
- Monday, Tuesday, Wednesday, and Friday
- Estimated price
- $230–1,100
- Website
- aa.com
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 9h 44m
- When
- Every day
- Estimated price
- $280–1,200
Flights from Portland International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 9h 41m
- When
- Tuesday to Sunday
- Estimated price
- $320–1,400
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 19m
- When
- Monday to Friday
- Estimated price
- $230–1,000
- Website
- united.com
Flights from Portland International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $210–950
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $160–700
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Grand Central Terminal to Ossining
- Ave. Duration
- 1h 3m
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from 125th Street - Harlem to Ossining
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–16
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–11
- Peak
- $13–16
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Twice daily
- Estimated price
- $600–1,400
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 19h 23m
- Frequency
- Once daily
- Estimated price
- $250–550
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Every 2 hours
- Estimated price
- $8–19
- Website
- https://www.amtrak.com/home.html
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Hourly
- Estimated price
- $24–55
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 26m
- Frequency
- Hourly
- Estimated price
- $12–230
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $12–230
- Business Class
- $60–270
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 2 hours
- Estimated price
- $20–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Vancouver to Toronto Union Station
- Ave. Duration
- 3d 20h
- Frequency
- Twice a week
- Estimated price
- $250–450
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $250–450
- Economy Adult - Advanced Booking
- $350–450
- Economy Escape Advanced Booking - Adult
- $340–390
Train from Toronto Union Station to Croton-Harmon
- Ave. Duration
- 12h 59m
- Frequency
- Once daily
- Estimated price
- $70–130
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $85–130
- Economy Adult - Advanced Booking
- $85–110
- Economy Escape Advanced Booking - Adult
- $70–90
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Portland Curbside Bus Stop to Vancouver
- Ave. Duration
- 7h 50m
- Frequency
- Once daily
- Estimated price
- $35–70
- Schedules at
- flixbus.com
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More Questions & Answers
Yes, the driving distance between Portland to Ossining is 2915 miles. It takes approximately 46h 36m to drive from Portland to Ossining.
There are 286+ hotels available in Ossining.















