There are 11 ways to get from Portland to Milford by plane, train, train (Amtrak), bus (Flixbus, Greyhound), 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 Milfordtrain
9h 34m$254–598Fly to Westchester County Airport, train
cheapest- Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane PDX - HPN
- Take the train from Stamford to Milfordtrain
12h 47m$188–725Train via Springfield (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Springfieldtrain
- Take the train from Springfield to New Haventrain
2d 21h$1,776–2,768Bus
- Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to Denver Union Stationbus
- Take the bus from Denver Union Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Port Authority Bus Terminalbus
- Take the bus from New York to New Havenbus
3d 2h$583–896Drive 2,936.2 mi
- Drive from Portland to Milfordcar 2,936.2 mi
47h 19m$536–774Fly 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 Milfordtrain
10h 58m$212–837Fly 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 Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
10h 23m$254–829Fly to Boston Logan Airport, train
- Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)plane PDX - BOS
- Take the train from Boston to New Haventrain
11h 4m$293–1,163Fly 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 Stamford Amtrak Stationtrain
- Take the train from Stamford to Milfordtrain
12h 30m$254–1,074Train
- Take the train from Portland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
- Take the train from Stamford to Milfordtrain
2d 21h$1,758–3,319Bus, 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 Yonkerstrain
- Take the train from 125th Street - Harlem to Milfordtrain
4d 21h$911–1,929
Portland to Milford by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Portland to Milford is to fly and train which costs $180 - $750 and takes 12h 47m.
The fastest way to get from Portland to Milford is to fly and train which takes 9h 34m and costs $250 - $600.
No, there is no direct bus from Portland to Milford. However, there are services departing from Portland Curbside Bus Stop and arriving at New Haven via Pasco Bus Stop, Denver Union Station, St Louis Bus Station and New York. The journey, including transfers, takes approximately 3 days 2h.
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 $1,700 - $2,800.
It takes approximately 9h 34m to get from Portland to Milford, including transfers.
Portland to Milford bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
Portland to Milford train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Milford is to train via Springfield which takes 2 days 21h and costs $1,700 - $2,800. Alternatively, you can bus, which costs $550 - $900 and takes 3 days 2h.
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. Alternatively, you can take a bus from Portland Curbside Bus Stop to Milford via Pasco Bus Stop, Denver Union Station, St Louis Bus Station, Port Authority Bus Terminal, New York, New Haven, and New Haven in around 3d 2h.
- Website
- delta.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $100–430
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $100–430
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 8h 30m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to Laguardia Airport via Minneapolis
- Ave. Duration
- 7h 19m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Laguardia Airport via Detroit
- Ave. Duration
- 8h 39m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 46m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 8h 33m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Westchester County Airport via Minneapolis
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $170–700
Flights from Portland International Airport to Westchester County Airport via Atlanta
- Ave. Duration
- 7h 59m
- When
- Every day
- Estimated price
- $200–800
Flights from Portland International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 9h 31m
- When
- Thursday
- Estimated price
- $170–700
Flights from Portland International Airport to Boston Logan Airport via Minneapolis
- Ave. Duration
- 7h 44m
- When
- Every day
- Estimated price
- $150–650
Flights from Portland International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 7h 36m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 8h 12m
- When
- Every day
- Estimated price
- $160–700
- Website
- united.com
Flights from Portland International Airport to Laguardia Airport via Chicago O'Hare
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 12h 5m
- When
- Every day
- Estimated price
- $200–800
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 31m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 7h 35m
- When
- Every day
- Estimated price
- $120–480
Flights from Portland International Airport to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 7h 33m
- When
- Every day
- Estimated price
- $150–650
Flights from Portland International Airport to Boston Logan Airport via Newark Liberty International Airport
- Ave. Duration
- 7h 52m
- When
- Monday, Wednesday, Saturday, and Sunday
- Estimated price
- $150–650
Flights from Portland International Airport to Philadelphia International Airport via Washington Dulles
- Ave. Duration
- 7h 17m
- When
- Wednesday to Saturday
- Estimated price
- $160–700
- Website
- aa.com
Flights from Portland International Airport to John F. Kennedy International Airport via Chicago O'Hare
- Ave. Duration
- 8h 32m
- When
- Every day
- Estimated price
- $110–440
Flights from Portland International Airport to Laguardia Airport via Chicago O'Hare
- Ave. Duration
- 7h 44m
- When
- Every day
- Estimated price
- $190–800
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 54m
- When
- Every day
- Estimated price
- $110–470
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 8h 58m
- When
- Every day
- Estimated price
- $170–700
Flights from Portland International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 10h 16m
- When
- Every day
- Estimated price
- $190–750
Flights from Portland International Airport to Boston Logan Airport via Chicago O'Hare
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $150–650
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $160–700
- Website
- alaskaair.com
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $220–550
Flights from Portland International Airport to Laguardia Airport via Reagan Washington
- Ave. Duration
- 7h 39m
- When
- Every day
- Estimated price
- $260–1,100
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 30m
- When
- Every day
- Estimated price
- $210–750
Flights from Portland International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $230–900
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $240–490
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $220–900
- Website
- southwest.com
Flights from Portland International Airport to Laguardia Airport via Chicago Midway
- Ave. Duration
- 7h 33m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $190–800
Flights from Portland International Airport to Boston Logan Airport via Chicago Midway
- Ave. Duration
- 7h 30m
- When
- Tuesday to Friday
- Estimated price
- $150–650
Flights from Portland International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 7h 56m
- When
- Monday to Wednesday
- Estimated price
- $160–700
- Website
- jetblue.com
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $150–650
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Grand Central Terminal to Milford
- Ave. Duration
- 1h 50m
- Frequency
- Every 30 minutes
- Estimated price
- $17–27
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $17–20
- Peak
- $24–27
Train from 125th Street - Harlem to Milford
- Ave. Duration
- 1h 40m
- Frequency
- Every 30 minutes
- Estimated price
- $16–26
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $16–19
- Peak
- $22–26
Train from Stamford to Milford
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from Stamford to Milford
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from Stamford to Milford
- Ave. Duration
- 59 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from 125th Street - Harlem to Milford
- Ave. Duration
- 1h 40m
- Frequency
- Every 30 minutes
- Estimated price
- $16–26
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $16–19
- Peak
- $22–26
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $30–55
- Website
- Amtrak
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 56m
- Frequency
- Every 4 hours
- Estimated price
- $35–65
- Website
- Amtrak
Train from Boston to New Haven
- Ave. Duration
- 2h 17m
- Frequency
- Every 3 hours
- Estimated price
- $85–140
- Website
- Amtrak
Train from 30th Street Station to Stamford Amtrak Station
- Ave. Duration
- 3h 8m
- Frequency
- Every 2 hours
- Estimated price
- $70–110
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $500–850
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $19–35
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to New Haven
- Ave. Duration
- 2h 4m
- Frequency
- Every 4 hours
- Estimated price
- $35–650
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $35–470
- First Class
- $160–650
Train from 30th Street Station to Stamford Amtrak Station
- Ave. Duration
- 2h 15m
- Frequency
- 5 times a day
- Estimated price
- $29–650
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $29–460
- First Class
- $150–650
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $8–440
- First Class
- $100–550
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Vancouver to Toronto Union Station
- Ave. Duration
- 3d 20h
- Frequency
- Twice a week
- Estimated price
- $700–1,500
- Website
- VIA Rail
- Escape
- $700–1,500
- Business
- $800–1,300
- Business Plus
- $800–1,300
- Economy
- $800–1,500
- Economy Plus
- $900–1,500
Train from Toronto Union Station to Yonkers
- Ave. Duration
- 12h 15m
- Frequency
- Once daily
- Estimated price
- $140–320
- Website
- VIA Rail
- Escape
- $140–310
- Business
- $180–310
- Business Plus
- $190–320
- Economy
- $160–320
- Economy Plus
- $170–320
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Portland Curbside Bus Stop to Pasco Bus Stop
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from Portland Curbside Bus Stop to Vancouver
- Ave. Duration
- 7h 50m
- Frequency
- 5 times a week
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Pasco Bus Stop to Denver Union Station
- Ave. Duration
- 22h 40m
- Frequency
- Once daily
- Estimated price
- $200–300
- Website
- Greyhound
Bus from Denver Union Station to St Louis Bus Station
- Ave. Duration
- 16h 45m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Website
- Greyhound
Bus from St Louis Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 24h 45m
- Frequency
- 3 times a day
- Estimated price
- $180–280
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to New Haven
- Ave. Duration
- 1h 45m
- Frequency
- Every 4 hours
- Estimated price
- $14–26
- Website
- Peter Pan
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Booking & Getting There
Portland to Milford bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Milford is 3h ahead of Portland. It is currently 1:50 AM in Portland and 4:50 AM 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 47h 19m to drive from Portland to Milford.
There are 244+ hotels available in Milford.
















