There are 11 ways to get from Oakville to Waterbury by plane, train, bus, train (Amtrak), or car
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 29m$684–1,455Bus
cheapest- 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 43m$87–346Bus, 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 35m$126–204Train
- 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$182–384Drive 445.1 mi
- Drive from Oakville to Waterburycar 445.1 mi
8h 44m$92–133Fly 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 54m$204–485Fly 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 6m$495–1,366Train, bus to Buffalo Niagara International Airport, fly to Laguardia Airport
- Take the train from Oakville to Canadian Bordertrain
- Take the bus from Niagara Falls to Buffalobus
- 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 57m$147–606Fly 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 7m$201–549Train, bus to Buffalo Niagara International Airport, fly to John F. Kennedy International Airport
- Take the train from Oakville to Canadian Bordertrain
- Take the bus from Niagara Falls to Buffalobus
- 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
11h 2m$128–407Fly 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 40m$241–789
Oakville to Waterbury by train and bus
Comparing Your Travel Options
The cheapest way to get from Oakville to Waterbury is to drive which costs $90 - $140 and takes 8h 44m.
The fastest way to get from Oakville to Waterbury is to fly and train which takes 8h 29m 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 43m.
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 35m and costs $120 - $210.
It takes approximately 8h 29m 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 $180 - $390. Alternatively, you can bus, which costs $85 - $350 and takes 17h 43m.
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 43m.
- Website
- aircanada.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $65–430
Flights from Toronto Island Airport to Laguardia Airport via Montreal
- Ave. Duration
- 3h 51m
- When
- Every day
- Estimated price
- $90–500
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $65–410
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $35–250
- Website
- united.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $65–430
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $65–410
Flights from Buffalo Niagara International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $90–550
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $35–250
- Website
- delta.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $65–410
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $35–230
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $50–270
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $70–470
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $40–260
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $160–410
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–230
Flights from Toronto Island Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $150–460
- Website
- aa.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $65–410
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–230
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $70–470
- Website
- jetblue.com
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $40–260
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
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 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
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 36m
- 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 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 26m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
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 36m
- 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
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- 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 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 Oakville to Canadian Border
- Ave. Duration
- 1h 37m
- Frequency
- Once daily
- 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 Oakville to Canadian Border
- Ave. Duration
- 1h 37m
- Frequency
- Once daily
- 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
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Oakville to New York Penn Station
- Ave. Duration
- 12h 31m
- Frequency
- Once daily
- Estimated price
- $140–320
- Website
- VIA Rail
- Escape
- $140–310
- Business
- $180–300
- Business Plus
- $190–320
- Economy
- $150–310
- Economy Plus
- $170–320
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to New York Midtown
- Ave. Duration
- 10h 5m
- Frequency
- 4 times a day
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
- Phone
- +1 800-858-8555
- Website
- Trailways
Bus from Niagara Falls to Buffalo
- Saver
- $14–19
- Flexible
- $18–35
Bus from Niagara Falls to Buffalo
- Saver
- $14–19
- Flexible
- $18–35
Bus from Mississauga to New York
- Saver
- $65–290
- Flexible
- $120–310
- 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
- Phone
- +1 860-525-9181
- Website
- CT Transit
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
Want to know more about travelling around United States
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Booking & Getting There
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 127+ hotels available in Waterbury.



















