There are 8 ways to get from Middletown to Olean by bus (Greyhound), train, bus, car, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus
best- Take the bus from Hartford to Springfieldbus
- Take the bus from Springfield Union Station to Buffalobus
- Take the bus from Buffalo to Oleanbus
14h 41m$99–179Drive 381.5 mi
cheapest- Drive from Middletown to Oleancar 381.5 mi
7h 13m$70–101Train, bus via Albany
- Take the train from Hartford Amtrak Station to Springfieldtrain
- Take the train from Springfield to Albany-Rensselaer Amtrak Stationtrain
- Take the train from Albany-Rensselaer Amtrak Station to Rochestertrain
- Take the bus from Rochester to Buffalobus 308 / ...
- Take the bus from Buffalo to Oleanbus
16h 15m$170–424Bus, train, train to Laguardia Airport, fly
- Take the bus from Downtown Terminal to Stage Rd & Route 1bus
- Take the train from Old Saybrook Amtrak Station to New Haventrain
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Buffalo Niagara International Airport (BUF)plane LGA - BUF
- Take the bus from Buffalo to Oleanbus
11h 33m$154–879Bus via New York
- Take the bus from Hartford to New Yorkbus
- Take the bus from New York to Buffalobus
- Take the bus from Buffalo to Oleanbus
16h 26m$106–379Train, bus
- Take the train from Hartford Amtrak Station to Springfieldtrain
- Take the train from Springfield to Rochestertrain
- Take the bus from Rochester to Buffalobus 308 / ...
- Take the bus from Buffalo to Oleanbus
16h 45m$237–406Bus, train to John F. Kennedy International Airport, fly
- Take the bus from Downtown Terminal to Stage Rd & Route 1bus
- Take the train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from John F. Kennedy International Airport (JFK) to Buffalo Niagara International Airport (BUF)plane JFK - BUF
- Take the bus from Buffalo to Oleanbus
11h 27m$161–659Bus, train to Newark Liberty International Airport, fly
- Take the bus from Downtown Terminal to Stage Rd & Route 1bus
- Take the train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Buffalo Niagara International Airport (BUF)plane EWR - BUF
- Take the bus from Buffalo to Oleanbus
11h 35m$184–759
Middletown to Olean by bus
Comparing Your Travel Options
The cheapest way to get from Middletown to Olean is to drive which costs $65 - $110 and takes 7h 13m.
The fastest way to get from Middletown to Olean is to drive which takes 7h 13m and costs $65 - $110.
No, there is no direct bus from Middletown to Olean. However, there are services departing from Main St @ Ferry St and arriving at Olean via Central Row @ Main St, Hartford, Springfield Union Station and Buffalo. The journey, including transfers, takes approximately 14h 41m.
The distance between Middletown and Olean is 518 miles. The road distance is 383.8 miles.
The best way to get from Middletown to Olean without a car is to bus which takes 14h 41m and costs $95 - $180.
It takes approximately 14h 41m to get from Middletown to Olean, including transfers.
Middletown to Olean bus services, operated by Peter Pan Bus Lines, depart from Hartford station.
Middletown to Olean bus services, operated by Peter Pan Bus Lines, arrive at Springfield station.
Yes, the driving distance between Middletown to Olean is 384 miles. It takes approximately 7h 13m to drive from Middletown to Olean.
There are 26+ hotels available in Olean.
What companies run services between Middletown, CT, USA and Olean, NY, USA?
You can take a bus from Main St @ Ferry St to Olean via Central Row @ Main St, Hartford, Springfield, Springfield Union Station, and Buffalo in around 14h 41m.
- Website
- delta.com
Flights from Laguardia Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $100–750
Flights from John F. Kennedy International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $65–460
- Website
- united.com
Flights from Newark Liberty International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $80–550
Flights from Newark Liberty International Airport to Buffalo Niagara International Airport via Washington Dulles
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $100–650
- Website
- aa.com
Flights from Laguardia Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $100–750
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $65–460
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Springfield to Albany-Rensselaer Amtrak Station
- Ave. Duration
- 2h 44m
- Frequency
- Once daily
- Estimated price
- $55–90
- Website
- Amtrak
Train from Albany-Rensselaer Amtrak Station to Rochester
- Ave. Duration
- 4h 3m
- Frequency
- 5 times a day
- Estimated price
- $120–200
- Website
- Amtrak
Train from Old Saybrook Amtrak Station to New Haven
- Ave. Duration
- 44 min
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Springfield to Rochester
- Ave. Duration
- 7h 57m
- Frequency
- Once daily
- Estimated price
- $180–280
- Website
- Amtrak
Train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 2h 17m
- Frequency
- Every 4 hours
- Estimated price
- $55–95
- Website
- Amtrak
Train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 2h 17m
- Frequency
- Every 4 hours
- Estimated price
- $55–95
- Website
- Amtrak
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Albany-Rensselaer Amtrak Station to Rochester
- Ave. Duration
- 4h 5m
- Frequency
- Once daily
- Estimated price
- $60–210
- Website
- VIA Rail
- Escape
- $60–150
- Business
- $95–200
- Business Plus
- $100–210
- Economy
- $65–160
- Economy Plus
- $75–170
- Website
- shorelineeast.com
Train from Old Saybrook Amtrak Station to New Haven
- Ave. Duration
- 44 min
- Frequency
- Every 4 hours
- Estimated price
- $6–8
- Schedules at
- shorelineeast.com
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Haven to 125th Street - Harlem
- Ave. Duration
- 1h 55m
- Frequency
- Every 30 minutes
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to Springfield
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $5–10
- Website
- Peter Pan
Bus from Hartford to New York
- Ave. Duration
- 2h 35m
- Frequency
- Every 2 hours
- Estimated price
- $22–40
- Website
- Peter Pan
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Springfield Union Station to Buffalo
- Ave. Duration
- 8h 15m
- Frequency
- Once daily
- Estimated price
- $70–110
- Website
- Greyhound
- Phone
- +1 814-574-1827
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $21–70
- Website
- Fullington Tours
- Phone
- +1 800-858-8555
- Website
- Trailways
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Rochester to Buffalo
- Saver
- $19–45
- Flexible
- $39–45
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from New York to Buffalo
- Saver
- $60–260
- Flexible
- $110–280
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Rochester to Buffalo
- Saver
- $19–45
- Flexible
- $39–45
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
- Phone
- (860) 346-0212
- Website
- rivervalleytransit.com
Bus from Downtown Terminal to Stage Rd & Route 1
- Ave. Duration
- 54 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Website
- rivervalleytransit.com
Bus from Downtown Terminal to Stage Rd & Route 1
- Ave. Duration
- 54 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Website
- rivervalleytransit.com
Bus from Downtown Terminal to Stage Rd & Route 1
- Ave. Duration
- 54 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Website
- rivervalleytransit.com
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