There are 10 ways to get from Portland to Waterbury by plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, 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.
Fly to Bradley International Airport, bus
best- Fly from Portland International Airport (PDX) to Bradley International Airport (BDL)plane PDX - BDL
- Take the bus from Main St @ Atheneum Sq to E Main St @ Phoenix Stbus
11h 3m$237–1,007Fly to Westchester County Airport, train
cheapest- Fly from Portland International Airport (PDX) to Westchester County Airport (HPN)plane PDX - HPN
- Take the train from Bridgeport to Waterburytrain
13h 46m$171–645Train (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 Meridentrain
2d 21h$1,759–2,735Bus
- 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
- Take the bus from Church St @ Chapel St to Grand St @ State Stbus
3d 3h$590–898Drive 2,949.2 mi
- Drive from Portland to Waterburycar 2,949.2 mi
47h 19m$505–729Fly to John F. Kennedy International Airport, train
- Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane PDX - JFK
- Take the train from Grand Central Terminal to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
10h 37m$283–663Fly 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
- Take the train from Bridgeport to Waterburytrain
11h 16m$259–526Fly 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 Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
12h 41m$286–1,065Train via New York
- 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 Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
2d 22h$1,775–2,811Train, bus
- Take the train from Portland to Chicago Union Stationtrain
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the train from Grand Central Terminal to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
2d 23h$1,413–2,183
Portland to Waterbury by train and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Portland to Waterbury is to fly and train which costs $170 - $650 and takes 13h 46m.
The fastest way to get from Portland to Waterbury is to fly and train which takes 10h 37m and costs $280 - $700.
No, there is no direct bus from Portland to Waterbury. However, there are services departing from Portland Curbside Bus Stop and arriving at Grand St @ State St via Pasco Bus Stop, Denver Union Station, St Louis Bus Station, New York and Church St @ Chapel St. The journey, including transfers, takes approximately 3 days 3h.
No, there is no direct train from Portland to Waterbury. However, there are services departing from Portland and arriving at Meriden via Chicago Union Station and Springfield. The journey, including transfers, takes approximately 2 days 21h.
The distance between Portland and Waterbury is 2535 miles. The road distance is 2966.4 miles.
The best way to get from Portland to Waterbury without a car is to train which takes 2 days 21h and costs $1,700 - $2,800.
It takes approximately 11h 3m to get from Portland to Waterbury, including transfers.
Portland to Waterbury bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.
Portland to Waterbury train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Waterbury is to train which takes 2 days 21h and costs $1,700 - $2,800. Alternatively, you can bus, which costs $550 - $900 and takes 3 days 3h.
What companies run services between Portland, OR, USA and Waterbury, CT, USA?
You can take a train from Portland to E Main St @ Phoenix St via Chicago Union Station, Springfield, Meriden, and State St @ Meriden Transit Center in around 2d 21h. Alternatively, you can take a bus from Portland Curbside Bus Stop to Grand St @ State St via Pasco Bus Stop, Denver Union Station, St Louis Bus Station, Port Authority Bus Terminal, New York, New Haven, and Church St @ Chapel St in around 3d 3h.
- Website
- delta.com
Flights from Portland International Airport to Bradley International Airport via Minneapolis
- Ave. Duration
- 8h 36m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 9h 12m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 28m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 8h 29m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 31m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 8h 55m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to Westchester County Airport via Minneapolis
- Ave. Duration
- 7h 34m
- When
- Every day
- Estimated price
- $140–600
Flights from Portland International Airport to Westchester County Airport via Atlanta
- Ave. Duration
- 9h 9m
- When
- Every day
- Estimated price
- $160–650
Flights from Portland International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 9h 29m
- When
- Every day
- Estimated price
- $140–600
Flights from Portland International Airport to Philadelphia International Airport via Minneapolis
- Ave. Duration
- 7h 53m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 8h 41m
- When
- Every day
- Estimated price
- $160–700
- Website
- united.com
Flights from Portland International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 7h 12m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 8h 2m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 4m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–480
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $110–490
Flights from Portland International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $120–500
Flights from Portland International Airport to Philadelphia International Airport via Washington Dulles
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $160–700
- Website
- southwest.com
Flights from Portland International Airport to Bradley International Airport via Chicago Midway
- Ave. Duration
- 7h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $230–1,000
Flights from Portland International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 7h 5m
- When
- Monday, Thursday, Saturday, and Sunday
- Estimated price
- $240–1,000
Flights from Portland International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 7h 36m
- When
- Monday to Friday
- Estimated price
- $160–700
- Website
- aa.com
Flights from Portland International Airport to Bradley International Airport via Philadelphia International Airport
- Ave. Duration
- 7h 41m
- When
- Every day
- Estimated price
- $240–1,000
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 9h 16m
- When
- Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $230–1,000
Flights from Portland International Airport to John F. Kennedy International Airport via Chicago O'Hare
- Ave. Duration
- 8h
- When
- Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $100–440
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 55m
- When
- Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $110–490
Flights from Portland International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 8h 39m
- When
- Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $150–650
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 9h 20m
- When
- Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $140–600
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $160–700
- Website
- alaskaair.com
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 7h 32m
- When
- Wednesday
- Estimated price
- $310–1,300
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $240–600
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $210–440
Flights from Portland International Airport to Westchester County Airport via Chicago O'Hare
- Ave. Duration
- 11h 58m
- When
- Every day
- Estimated price
- $180–750
Flights from Portland International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $220–900
Rome2Rio's guide to Amtrak
Contact 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 Meriden
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $23–40
- 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 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $45–80
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- 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 Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 31m
- Frequency
- Every 30 minutes
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $22–24
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 31m
- Frequency
- Every 30 minutes
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $22–24
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 17m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from Main St @ Atheneum Sq to E Main St @ Phoenix St
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
Bus from Church St @ Chapel St to Grand St @ State St
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- 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 Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–240
- 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
- $200–310
- 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
- $190–280
- 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
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
Italian Lakes: Getting around by train
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Portland to Waterbury bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.
Waterbury is 3h ahead of Portland. It is currently 10:49 PM in Portland and 1:49 AM in Waterbury.
Portland to Waterbury train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Portland to Waterbury is 2966 miles. It takes approximately 47h 19m to drive from Portland to Waterbury.
There are 129+ hotels available in Waterbury.



















