There are 10 ways to get from Portland to Milford 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)PDX - JFK
- Take the train from Grand Central Terminal to Milford
9h 33m$232–896Train via Springfield (Amtrak)
- Take the train from Portland to Chicago Union Station
- Take the train from Chicago Union Station to Springfield
- Take the train from Springfield to New Haven
2d 21h$401–2,503Drive 2,936.2 mi
- Drive from Portland to Milford2,936.2 mi
46h 57m$536–774Fly to Newark Liberty International Airport, train
- Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)PDX - EWR
- Take the train from Newark Liberty International Airport to Bridgeport Amtrak Station
10h 15m$410–715Fly to Westchester County Airport, train
- Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)PDX - HPN
- Take the train from Stamford to Milford
12h 34m$307–1,227Fly to Boston Logan Airport, train
- Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)PDX - BOS
- Take the train from Boston to New Haven
10h 56m$380–1,274Fly to Long Island Mac Arthur Airport, train
- Fly from Portland International Airport (PDX) to Long Island Mac Arthur Airport (ISP)PDX - ISP
- Take the train from Central Islip to Jamaica
- Take the train from Grand Central Terminal to Milford
14h 14m$323–1,259Fly to Philadelphia International Airport, train
- Fly from Portland International Airport (PDX) to Philadelphia International Airport (PHL)PDX - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
11h 40m$260–1,775Train
- Take the train from Portland to Chicago Union Station
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Take the train from Stamford to Milford
2d 21h$391–2,768Bus, train
- Take the bus from Portland Curbside Bus Stop to Vancouver
- Take the train from Vancouver to Toronto Union Station
- Take the train from Toronto Union Station to Yonkers
- Take the train from 125th Street - Harlem to Milford
4d 22h$394–704
Portland to Milford by train (Amtrak)
Questions & Answers
The cheapest way to get from Portland to Milford is to fly and train which costs $230 - $900 and takes 9h 33m.
The fastest way to get from Portland to Milford is to fly and train which takes 9h 33m and costs $230 - $900.
No, there is no direct train from Portland to Milford. However, there are services departing from Portland and arriving at Milford via Chicago Union Station, Springfield and New Haven. The journey, including transfers, takes approximately 2 days 21h.
The distance between Portland and Milford is 2552 miles. The road distance is 2953.4 miles.
The best way to get from Portland to Milford without a car is to train via Springfield which takes 2 days 21h and costs $400 - $2,500.
It takes approximately 9h 33m to get from Portland to Milford, including transfers.
Portland to Milford train services, operated by Amtrak, depart from Portland station.
Milford is 3h ahead of Portland. It is currently 8:37 PM in Portland and 11:37 PM in Milford.
Portland to Milford train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Portland to Milford is 2953 miles. It takes approximately 46h 57m to drive from Portland to Milford.
What companies run services between Portland, OR, USA and Milford, CT, USA?
You can take a train from Portland to Milford via Chicago Union Station, Springfield, and New Haven in around 2d 21h.
- Website
- delta.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $200–850
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 7h 35m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $200–850
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 8h 5m
- When
- Every day
- Estimated price
- $200–850
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 46m
- When
- Every day
- Estimated price
- $170–750
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 8h 29m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $170–750
Flights from Portland International Airport to Westchester County Airport via Minneapolis
- Ave. Duration
- 7h 21m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $290–1,200
Flights from Portland International Airport to Westchester County Airport via Atlanta
- Ave. Duration
- 9h 27m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $340–1,400
Flights from Portland International Airport to Boston Logan Airport via Minneapolis
- Ave. Duration
- 7h 40m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $250–1,000
Flights from Portland International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 8h 16m
- When
- Every day
- Estimated price
- $250–1,100
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $230–950
Flights from Portland International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 8h 19m
- When
- Every day
- Estimated price
- $230–950
- Website
- alaskaair.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $200–850
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $170–750
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 8h 27m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $290–1,200
Flights from Portland International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 7h 26m
- When
- Every day
- Estimated price
- $300–1,300
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $250–1,000
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $230–950
Flights from Portland International Airport to Philadelphia International Airport via Reagan Washington
- Ave. Duration
- 6h 59m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $230–950
- Website
- southwest.com
Flights from Portland International Airport to Boston Logan Airport via Chicago Midway
- Ave. Duration
- 8h 12m
- When
- Wednesday, Thursday, and Saturday
- Estimated price
- $250–1,100
Flights from Portland International Airport to Long Island Mac Arthur Airport via Baltimore
- Ave. Duration
- 11h 25m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $290–1,200
Flights from Portland International Airport to Long Island Mac Arthur Airport via St. Louis, Baltimore
- Ave. Duration
- 12h 35m
- When
- Saturday
- Estimated price
- $290–1,200
Flights from Portland International Airport to Long Island Mac Arthur Airport via Chicago Midway, Baltimore
- Ave. Duration
- 13h 37m
- When
- Wednesday, Thursday, and Saturday
- Estimated price
- $290–1,200
Flights from Portland International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 8h 50m
- When
- Every day
- Estimated price
- $230–950
- Website
- suncountry.com
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 35m
- When
- Saturday
- Estimated price
- $200–850
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 57m
- When
- Saturday
- Estimated price
- $170–750
Flights from Portland International Airport to Boston Logan Airport via Minneapolis
- Ave. Duration
- 7h 52m
- When
- Saturday
- Estimated price
- $250–1,000
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 7h 25m
- When
- Saturday
- Estimated price
- $230–950
- Website
- united.com
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $170–750
Flights from Portland International Airport to Boston Logan Airport via Washington Dulles
- Ave. Duration
- 8h 45m
- When
- Every day
- Estimated price
- $270–1,100
- Website
- aa.com
Flights from Portland International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 8h 8m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $330–1,300
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 4h 59m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $230–950
- Website
- jetblue.com
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $250–1,000
Flights from Portland International Airport to Long Island Mac Arthur Airport via Orlando
- Ave. Duration
- 9h 32m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $370–1,500
- Website
- capeair.com
Flights from Portland International Airport to Long Island Mac Arthur Airport via Boston Logan Airport
- Ave. Duration
- 8h 58m
- When
- Every day
- Estimated price
- $300–1,200
- Phone
- 877.690.5114
- Website
- mta.info
Train from Grand Central Terminal to Milford
- Ave. Duration
- 1h 44m
- Frequency
- Every 30 minutes
- Estimated price
- $16–25
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $16–18
- Peak
- $21–25
Train from Stamford to Milford
- Ave. Duration
- 56 min
- 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 Milford
- Ave. Duration
- 1h 34m
- Frequency
- Every 30 minutes
- Estimated price
- $15–24
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $15–17
- Peak
- $21–24
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
- $240–1,800
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $140–550
- Website
- https://www.amtrak.com/home.html
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 4 hours
- Estimated price
- $14–18
- 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
- $25–320
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 12m
- Frequency
- Once daily
- Estimated price
- $16–140
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $130–480
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Once daily
- Estimated price
- $11–330
- 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 Springfield to New Haven
- Ave. Duration
- 1h 32m
- Frequency
- Twice daily
- Estimated price
- $8–220
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $8–220
- Business Class
- $50–250
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 54m
- Frequency
- Every 4 hours
- Estimated price
- $10–220
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $10–220
- Business Class
- $55–260
Train from Boston to New Haven
- Ave. Duration
- 2h 17m
- Frequency
- Every 3 hours
- Estimated price
- $21–260
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $21–260
- Business Class
- $75–310
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.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $12–230
- Business Class
- $60–270
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 2 hours
- Estimated price
- $8–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $8–210
- Business Class
- $50–250
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $5–200
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $5–200
- Business Class
- $45–230
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to New Haven
- Ave. Duration
- 1h 58m
- Frequency
- Every 4 hours
- Estimated price
- $35–650
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $35–470
- First Class
- $160–650
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
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 48 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $8–440
- First Class
- $100–550
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from Central Islip to Jamaica
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–22
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $9–14
- Peak
- $13–22
- 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
- $260–460
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $260–460
- Economy Adult - Advanced Booking
- $350–460
- Economy Escape Advanced Booking - Adult
- $340–400
Train from Toronto Union Station to Yonkers
- Ave. Duration
- 13h 21m
- Frequency
- Once daily
- Estimated price
- $75–130
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $90–130
- Economy Adult - Advanced Booking
- $90–120
- Economy Escape Advanced Booking - Adult
- $75–95
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Portland Curbside Bus Stop to Vancouver
- Ave. Duration
- 7h 50m
- Frequency
- 5 times a week
- Estimated price
- $35–80
- Schedules at
- flixbus.com
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