There are 11 ways to get from Oakville to Waterbury by plane, train, bus, train (Amtrak), car, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Toronto Island Airport to Laguardia Airport, train
best- Fly from Toronto Island Airport (YTZ) to Laguardia Airport (LGA)plane YTZ - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
8h 31m$685–1,457Drive 445.1 mi
cheapest- Drive from Oakville to Waterburycar 445.1 mi
8h 44m$102–148Bus, train
- Take the bus from Toronto to New York Midtownbus
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
15h 38m$116–206Train
- Take the train from Oakville to New York Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
16h 17m$173–376Fly Toronto Pearson International Airport to Laguardia Airport, train
- Fly from Toronto Pearson International Airport (YYZ) to Laguardia Airport (LGA)plane YYZ - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
8h 53m$165–657Fly Toronto Pearson International Airport to John F. Kennedy International Airport, train
- Fly from Toronto Pearson International Airport (YYZ) to John F. Kennedy International Airport (JFK)plane YYZ - JFK
- Take the train from Grand Central Terminal to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
9h 13m$516–1,268Shuttle to Buffalo Niagara International Airport, fly to Laguardia Airport, train
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Laguardia Airport (LGA)plane BUF - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
10h 10m$215–777Fly Toronto Island Airport to Newark Liberty International Airport, train
- Fly from Toronto Island Airport (YTZ) to Newark Liberty International Airport (EWR)plane YTZ - EWR
- Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
9h 15m$180–516Fly Toronto Pearson International Airport to Newark Liberty International Airport, train
- Fly from Toronto Pearson International Airport (YYZ) to Newark Liberty International Airport (EWR)plane YYZ - EWR
- Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
- Take the train from Bridgeport to Waterburytrain
9h 39m$180–536Shuttle to Buffalo Niagara International Airport, fly to John F. Kennedy International Airport, train
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to John F. Kennedy International Airport (JFK)plane BUF - JFK
- Take the train from Grand Central Terminal to Bridgeporttrain
- Take the train from Bridgeport to Waterburytrain
10h 24m$186–518Bus
- Take the bus from Mississauga to New Yorkbus
- Take the bus from New York to New Havenbus
- Take the bus from Church St @ Chapel St to Grand St @ State Stbus 229
17h 44m
Oakville to Waterbury by train and bus
Questions & Answers
The cheapest way to get from Oakville to Waterbury is to drive which costs $100 - $150 and takes 8h 44m.
The fastest way to get from Oakville to Waterbury is to fly and train which takes 8h 31m and costs $650 - $1,500.
No, there is no direct bus from Oakville to Waterbury. However, there are services departing from Oakville GO Bus and arriving at Grand St @ State St via Erin Mills Station West Platform 4, Mississauga, New York and Church St @ Chapel St. The journey, including transfers, takes approximately 17h 44m.
No, there is no direct train from Oakville to Waterbury. However, there are services departing from Oakville and arriving at Waterbury via Ny Moynihan Train Hall At Penn Station and Bridgeport. The journey, including transfers, takes approximately 16h 17m.
The distance between Oakville and Waterbury is 461 miles. The road distance is 447.7 miles.
The best way to get from Oakville to Waterbury without a car is to bus and train which takes 15h 38m and costs $110 - $210.
It takes approximately 8h 31m to get from Oakville to Waterbury, including transfers.
Oakville to Waterbury bus services, operated by Trailways, depart from Mississauga station.
Oakville to Waterbury train services, operated by VIA Rail, depart from Oakville station.
The best way to get from Oakville to Waterbury is to train which takes 16h 17m and costs $170 - $380. Alternatively, you can bus, which costs and takes 17h 44m.
What companies run services between Oakville, ON, Canada and Waterbury, CT, USA?
You can take a train from Oakville to Waterbury via Penn Station, Ny Moynihan Train Hall At Penn Station, Bridgeport Amtrak Station, and Bridgeport in around 16h 17m. Alternatively, you can take a bus from Oakville GO Bus to Grand St @ State St via Erin Mills Transitway Station, Erin Mills Station West Platform 4, Mississauga, New York, New Haven, and Church St @ Chapel St in around 17h 44m.
- Website
- aircanada.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $65–410
Flights from Toronto Island Airport to Laguardia Airport via Montreal
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $90–490
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $60–380
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 52m
- When
- Saturday
- Estimated price
- $35–220
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport via Montreal
- Ave. Duration
- 4h 14m
- When
- Saturday
- Estimated price
- $50–270
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $35–220
Flights from Toronto Pearson International Airport to Newark Liberty International Airport via Montreal
- Ave. Duration
- 3h 58m
- When
- Every day
- Estimated price
- $50–270
Flights from Toronto Pearson International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 4h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–280
- Website
- united.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $65–410
Flights from Toronto Island Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $85–470
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $60–380
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 52m
- When
- Saturday
- Estimated price
- $35–220
Flights from Buffalo Niagara International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $110–650
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $35–220
Flights from Toronto Pearson International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 4h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–280
- Website
- delta.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $60–380
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $35–220
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $90–600
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $50–330
- Website
- flyporter.com
Flights from Toronto Island Airport to Laguardia Airport via Montreal
- Ave. Duration
- 3h 38m
- When
- Monday to Saturday
- Estimated price
- $90–490
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $130–470
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–220
Flights from Toronto Island Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $130–440
Flights from Toronto Island Airport to Newark Liberty International Airport via Ottawa
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $130–440
Flights from Toronto Pearson International Airport to Newark Liberty International Airport via Ottawa
- Ave. Duration
- 3h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–460
- Website
- aa.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $60–380
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–220
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $90–600
- Website
- jetblue.com
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $50–330
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport via Boston
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $75–400
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 36m
- 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
- $15–18
- Peak
- $22–24
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 36m
- 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
- $15–18
- Peak
- $22–24
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 56m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 56m
- Frequency
- Every 4 hours
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Oakville to New York Penn Station
- Ave. Duration
- 12h 31m
- Frequency
- Once daily
- Estimated price
- $140–320
- Website
- https://www.viarail.ca/en
- Escape
- $140–310
- Business
- $180–310
- Business Plus
- $190–320
- Economy
- $150–320
- Economy Plus
- $170–320
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Toronto to New York Midtown
- Ave. Duration
- 10h 5m
- Frequency
- 5 times a day
- Estimated price
- $80–140
- Schedules at
- flixbus.com
- Website
- flixbus.com
Bus from Toronto to New York Midtown
- Ave. Duration
- 9h 50m
- Frequency
- 4 times a day
- Schedules at
- flixbus.com
- Phone
- +1 905 374 8111
- [email protected]
- Website
- niagaraairbus.com
Shuttle from Pearson International Airport Terminal 1 to Buffalo Airport
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $90–120
- Website
- https://www.niagaraairbus.com/
Shuttle from Pearson International Airport Terminal 1 to Buffalo Airport
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $90–120
- Website
- https://www.niagaraairbus.com/
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Mississauga to New York
- Ave. Duration
- 11h 25m
- Frequency
- Twice daily
- Estimated price
- $65–310
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $65–290
- Flexible
- $120–310
- Website
- example.com
Bus from Mississauga to New York
- Ave. Duration
- 11h 25m
- Frequency
- Once daily
- Schedules at
- example.com
- Website
- example.com
Bus from New York to New Haven
- Ave. Duration
- 1h 45m
- Frequency
- Every 4 hours
- Schedules at
- example.com
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Church St @ Chapel St to Grand St @ State St
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
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
How to get from JFK to New York City
Read the travel guide
More Questions & Answers
Oakville to Waterbury bus services, operated by Trailways, arrive at New York station.
Oakville to Waterbury train services, operated by VIA Rail, arrive at New York Penn Station.
Yes, the driving distance between Oakville to Waterbury is 448 miles. It takes approximately 8h 44m to drive from Oakville to Waterbury.
There are 111+ hotels available in Waterbury.


















