There are 10 ways to get from Windsor to Middletown by plane, train, bus, 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 Detroit to Newark Liberty International Airport, train
best- Fly from Detroit (DTW) to Newark Liberty International Airport (EWR)plane DTW - EWR
- Take the train from Newark Airport Railroad Station to Middletown Njtrain
5h 11m$70–234Fly Detroit to Laguardia Airport, train
cheapest- Fly from Detroit (DTW) to Laguardia Airport (LGA)plane DTW - LGA
- Take the train from New York Penn Station to Middletown Njtrain
6h 11m$57–197Bus, train
- Take the bus from Detroit Bus Station to Newark Penn Stationbus Greyhound US0420
- Take the train from Newark Penn Station to Middletown Njtrain Njcl / ...
17h 26m$109–192Bus, train via Toledo
- Take the bus from Detroit Bus Station to Toledo Bus Stopbus
- Take the train from Toledo to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from New York Penn Station to Middletown Njtrain
18h 59m$98–296Drive 617.9 mi
- Drive from Windsor to Middletowncar 617.9 mi
10h 46m$142–205Fly Detroit to John F. Kennedy International Airport, train
- Fly from Detroit (DTW) to John F. Kennedy International Airport (JFK)plane DTW - JFK
- Take the train from New York Penn Station to Middletown Njtrain
6h 1m$62–320Fly Detroit to Philadelphia International Airport, train
- Fly from Detroit (DTW) to Philadelphia International Airport (PHL)plane DTW - PHL
- Take the train from 30th Street Station to Newark Penn Stationtrain
- Take the train from Newark Penn Station to Middletown Njtrain
6h 58m$95–958Bus to Cleveland-Hopkins International Airport, fly to Newark Liberty International Airport, train
- Take the bus from Detroit Bus Station to Cleveland Bus Stationbus
- Fly from Cleveland-Hopkins International Airport (CLE) to Newark Liberty International Airport (EWR)plane CLE - EWR
- Take the train from Newark Airport Railroad Station to Middletown Njtrain
7h 54m$186–629Fly Detroit to Westchester County Airport, train
- Fly from Detroit (DTW) to Westchester County Airport (HPN)plane DTW - HPN
- Take the train from White Plains to Grand Central Terminaltrain
- Take the train from New York Penn Station to Middletown Njtrain
8h 24m$89–482Train
- Take the train from Windsor to Aldershottrain
- Take the train from Aldershot to New York Penn Stationtrain
- Take the train from New York Penn Station to Middletown Njtrain
19h 26m$105–242
Windsor to Middletown by bus and train
Questions & Answers
The cheapest way to get from Windsor to Middletown is to fly and train which costs $55 - $200 and takes 6h 11m.
The fastest way to get from Windsor to Middletown is to fly and train which takes 5h 11m and costs $70 - $240.
No, there is no direct train from Windsor to Middletown. However, there are services departing from Windsor and arriving at Middletown Nj via Aldershot and New York Penn Station. The journey, including transfers, takes approximately 19h 26m.
The distance between Windsor and Middletown is 542 miles. The road distance is 621.5 miles.
The best way to get from Windsor to Middletown without a car is to bus and train which takes 17h 26m and costs $100 - $200.
It takes approximately 5h 11m to get from Windsor to Middletown, including transfers.
Windsor to Middletown train services, operated by VIA Rail, depart from Windsor station.
Windsor to Middletown train services, operated by VIA Rail, arrive at Aldershot station.
Yes, the driving distance between Windsor to Middletown is 622 miles. It takes approximately 10h 46m to drive from Windsor to Middletown.
There are 157+ hotels available in Middletown.
What companies run services between Windsor, ON, Canada and Middletown, Monmouth County, NJ, USA?
You can take a train from Windsor to Middletown Nj via Aldershot and New York Penn Station in around 19h 26m.
- Website
- delta.com
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $40–260
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $50–300
Flights from Detroit to Laguardia Airport via Pittsburgh
- Ave. Duration
- 3h 46m
- When
- Sunday
- Estimated price
- $50–310
Flights from Detroit to Laguardia Airport via Columbus
- Ave. Duration
- 4h 9m
- When
- Monday to Friday
- Estimated price
- $55–320
Flights from Detroit to John F. Kennedy International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $45–280
Flights from Detroit to John F. Kennedy International Airport via Cleveland-Hopkins International Airport
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $45–280
Flights from Detroit to Philadelphia International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $55–360
Flights from Detroit to Westchester County Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $70–440
- Website
- united.com
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $40–260
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $50–340
Flights from Cleveland-Hopkins International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 3h 56m
- When
- Monday to Friday
- Estimated price
- $55–350
- Website
- aa.com
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $50–300
Flights from Detroit to John F. Kennedy International Airport via Reagan Washington
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $50–300
Flights from Detroit to Philadelphia International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $55–360
Flights from Detroit to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 1m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–470
- Website
- spirit.com
Flights from Detroit to Newark Liberty International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–200
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–170
Flights from Detroit to Philadelphia International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $80–340
- Website
- jetblue.com
Flights from Detroit to John F. Kennedy International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $45–280
- Website
- flyfrontier.com
Flights from Detroit to Philadelphia International Airport
- Ave. Duration
- 1h 39m
- When
- Monday and Friday
- Estimated price
- $55–360
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Newark Airport Railroad Station to Middletown Nj
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $18–23
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult Airport
- $18–23
Train from Newark Penn Station to Middletown Nj
- Ave. Duration
- 1h 1m
- Frequency
- Hourly
- Estimated price
- $2–16
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–16
Train from New York Penn Station to Middletown Nj
- Ave. Duration
- 1h 18m
- Frequency
- Hourly
- Estimated price
- $2–19
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–19
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Toledo to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 15h 11m
- Frequency
- Once daily
- Estimated price
- $90–240
- Website
- https://www.amtrak.com/home.html
Train from 30th Street Station to Newark Penn Station
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $18–250
- 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 30th Street Station to Newark Penn Station
- Ave. Duration
- 1h 6m
- Frequency
- Hourly
- Estimated price
- $11–220
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $11–220
- Business Class
- $55–260
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from 30th Street Station to Newark Penn Station
- Ave. Duration
- 58 min
- Frequency
- Every 2 hours
- Estimated price
- $18–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $18–450
- First Class
- $120–600
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from White Plains to Grand Central Terminal
- Ave. Duration
- 57 min
- Frequency
- Every 20 minutes
- Estimated price
- $9–15
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Aldershot
- Ave. Duration
- 3h 29m
- Frequency
- 4 times a day
- Estimated price
- $30–95
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–95
- Economy Adult - Advanced Booking
- $35–75
- Economy Escape Advanced Booking - Adult
- $30–50
Train from Aldershot to New York Penn Station
- Ave. Duration
- 13h 14m
- Frequency
- Once daily
- Estimated price
- $70–130
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $90–130
- Economy Adult - Advanced Booking
- $90–120
- Economy Escape Advanced Booking - Adult
- $70–90
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Detroit Bus Station to Newark Penn Station
- Ave. Duration
- 16h
- Frequency
- Once daily
- Estimated price
- $100–180
- Website
- https://www.greyhound.com/
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 5m
- Frequency
- 5 times a day
- Estimated price
- $12–18
- Website
- https://www.greyhound.com/
Bus from Detroit Bus Station to Cleveland Bus Station
- Ave. Duration
- 3h
- Frequency
- Twice daily
- Estimated price
- $26–45
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Detroit Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Estimated price
- $5–40
- Website
- https://baronsbus.com
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide


















