There are 9 ways to get from Middletown to Olean by bus (Greyhound, Flixbus), taxi, train, bus, car, plane, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus via Binghamton
best- Take the bus from Monticello ShortLine Terminal to Binghamton ShortLine Terminalbus
- Take the bus from Binghamton to Buffalobus
- Take the bus from Buffalo to Oleanbus
11h 3m$71–232Drive 260 mi
cheapest- Drive from Middletown to Oleancar 260 mi
5h 59m$48–69Taxi, train, bus
- Take the taxi from Middletown to Beacontaxi
- Take the train from Poughkeepsie Amtrak Station to Buffalo Depew Stationtrain
- Take the bus from Buffalo to Oleanbus
11h 47m$300–541Bus to Laguardia Airport, fly to Buffalo Niagara International Airport, bus
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Buffalo Niagara International Airport (BUF)plane LGA - BUF
- Take the bus from Buffalo to Oleanbus
8h 45m$129–716Bus
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Take the bus from New York Midtown to Buffalobus
- Take the bus from Buffalo to Oleanbus
14h 18m$104–214Bus to John F. Kennedy International Airport, fly to Buffalo Niagara International Airport, bus
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Fly from John F. Kennedy International Airport (JFK) to Buffalo Niagara International Airport (BUF)plane JFK - BUF
- Take the bus from Buffalo to Oleanbus
8h 46m$120–582Bus, bus to Newark Liberty International Airport, fly to Buffalo Niagara International Airport
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Buffalo Niagara International Airport (BUF)plane EWR - BUF
- Take the bus from Buffalo to Oleanbus
8h 58m$131–598Bus to Laguardia Airport, fly to Rochester, bus
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Rochester (ROC)plane LGA - ROC
- Take the bus from Rochester Bus Stop to Buffalobus
- Take the bus from Buffalo to Oleanbus
9h 58m$161–781Bus, bus to Newark Liberty International Airport, fly to Rochester
- Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Rochester (ROC)plane EWR - ROC
- Take the bus from Rochester Bus Stop to Buffalobus
- Take the bus from Buffalo to Oleanbus
10h 13m$558–1,753
Middletown to Olean by bus
Questions & Answers
The cheapest way to get from Middletown to Olean is to drive which costs $45 - $70 and takes 5h 59m.
The fastest way to get from Middletown to Olean is to drive which takes 5h 59m and costs $45 - $70.
No, there is no direct bus from Middletown to Olean. However, there are services departing from Railroad Ave - Middletown Terminal and arriving at Olean via Monticello ShortLine Terminal, Binghamton and Buffalo. The journey, including transfers, takes approximately 11h 3m.
The distance between Middletown and Olean is 410 miles. The road distance is 261.5 miles.
The best way to get from Middletown to Olean without a car is to bus via Binghamton which takes 11h 3m and costs $70 - $240.
It takes approximately 11h 3m to get from Middletown to Olean, including transfers.
Middletown to Olean bus services, operated by Rockland Coaches, depart from Monticello ShortLine Terminal station.
Middletown to Olean bus services, operated by Rockland Coaches, arrive at Binghamton ShortLine Terminal station.
Yes, the driving distance between Middletown to Olean is 261 miles. It takes approximately 5h 59m to drive from Middletown to Olean.
There are 24+ hotels available in Olean.
What companies run services between Middletown, Orange County, NY, USA and Olean, NY, USA?
You can take a bus from Railroad Ave - Middletown Terminal to Olean via Monticello ShortLine Terminal, Binghamton, and Buffalo in around 11h 3m.
- Website
- united.com
Flights from Laguardia Airport to Buffalo Niagara International Airport via Washington Dulles
- Ave. Duration
- 3h 48m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–700
Flights from Newark Liberty International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $70–460
Flights from Newark Liberty International Airport to Buffalo Niagara International Airport via Washington Dulles
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $90–550
Flights from Laguardia Airport to Rochester via Washington Dulles
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $130–750
Flights from Newark Liberty International Airport to Rochester
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $75–500
Flights from Newark Liberty International Airport to Rochester via Washington Dulles
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $100–600
- Website
- delta.com
Flights from Laguardia Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $90–600
Flights from John F. Kennedy International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $70–450
Flights from Laguardia Airport to Rochester
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $95–650
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $70–450
Flights from John F. Kennedy International Airport to Buffalo Niagara International Airport via Boston
- Ave. Duration
- 3h 34m
- When
- Every day
- Estimated price
- $95–550
- Website
- aa.com
Flights from Laguardia Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $90–600
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Poughkeepsie Amtrak Station to Buffalo Depew Station
- Ave. Duration
- 6h 34m
- Frequency
- 4 times a day
- Estimated price
- $110–240
- Website
- Amtrak
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Poughkeepsie Amtrak Station to Buffalo Depew Station
- Ave. Duration
- 6h 40m
- Frequency
- Once daily
- Estimated price
- $95–260
- Website
- VIA Rail
- Escape
- $95–220
- Business
- $130–250
- Business Plus
- $140–260
- Economy
- $100–230
- Economy Plus
- $120–240
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from Monticello ShortLine Terminal to Binghamton ShortLine Terminal
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $15–35
- Schedules at
- Rockland Coaches
- Adult
- $15–35
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $13–29
- Schedules at
- Rockland Coaches
- Adult
- $13–29
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Binghamton to Buffalo
- Ave. Duration
- 4h 25m
- Frequency
- Every 3 hours
- Estimated price
- $30–60
- Website
- Greyhound
Bus from Rochester Bus Stop to Buffalo
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Rochester Bus Stop to Buffalo
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- $11–22
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Binghamton to Buffalo
- Ave. Duration
- 4h 50m
- Frequency
- Hourly
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
Bus from New York Midtown to Buffalo
- Ave. Duration
- 8h 35m
- Frequency
- Hourly
- Estimated price
- $70–130
- Schedules at
- Flixbus USA
Bus from Rochester Bus Stop to Buffalo
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $11–20
- Schedules at
- Flixbus USA
Bus from Rochester Bus Stop to Buffalo
- Ave. Duration
- 1h 30m
- Frequency
- Hourly
- Estimated price
- $11–20
- Schedules at
- Flixbus USA
- Phone
- +1 800-858-8555
- Website
- Trailways
Bus from Binghamton to Buffalo
- Ave. Duration
- 4h 30m
- Frequency
- 5 times a day
- Estimated price
- $30–130
- Website
- Trailways
- Schedules at
- Trailways
- Saver
- $30–120
- Flexible
- $60–130
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
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
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
Bus from Buffalo to Olean
- Saver
- $20–50
- Flexible
- $40–55
- Phone
- +1 814-574-1827
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
Bus from Buffalo to Olean
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $30–60
- Website
- Fullington Tours
- Phone
- +1 (866) 912-6224
- [email protected]
- Website
- newarkairportexpress.com
Bus from Port Authority Bus Terminal to Terminal B
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Estimated price
- $25
- Book at
- Coach USA
- One Way - Adult
- $25
Bus from Port Authority Bus Terminal to Terminal B
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Estimated price
- $25
- Book at
- Coach USA
- One Way - Adult
- $25
- Ave. Duration
- 32 min
- Estimated price
- $150–180
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