Rome2Rio

How to get fromMiddletown to Oleanby bus (Greyhound), train, bus, car, or plane

Find Transport to Olean

See all options

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.

  1. Bus

    best
    1. Take the bus from Hartford to Springfieldbus bus
    2. Take the bus from Springfield Union Station to Buffalobus bus
    3. Take the bus from Buffalo to Oleanbus bus
    14h 41m
    $77–197

  2. Drive 381.5 mi

    cheapest
    1. Drive from Middletown to Oleancar car 381.5 mi
    7h 13m
    $70–101

  3. Train, bus

    1. Take the train from Hartford Amtrak Station to Springfieldtrain train
    2. Take the train from Springfield to Buffalo Depew Stationtrain train
    3. Take the bus from Walden Galleria to S Union St & Irving St - Olean Top of the Linebus bus
    16h 22m
    $140–295

  4. Bus, train to John F. Kennedy International Airport, fly

    1. Take the bus from Downtown Terminal to Stage Rd & Route 1bus bus
    2. Take the train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Fly from John F. Kennedy International Airport (JFK) to Buffalo Niagara International Airport (BUF)plane plane JFK - BUF
    4. Take the bus from Buffalo Niagara International Airport to S Union St & Irving St - Olean Top of the Linebus bus
    10h 8m
    $134–588

  5. Bus via New York

    1. Take the bus from Hartford to New Yorkbus bus
    2. Take the bus from New York to Buffalobus bus
    3. Take the bus from Buffalo to Oleanbus bus
    16h 26m
    $96–407

  6. Bus, train, train to Laguardia Airport, fly

    1. Take the bus from Downtown Terminal to Stage Rd & Route 1bus bus
    2. Take the train from Old Saybrook Amtrak Station to Stamford Amtrak Stationtrain train
    3. Take the train from Stamford to 125th Street - Harlemtrain train
    4. Fly from Laguardia Airport (LGA) to Buffalo Niagara International Airport (BUF)plane plane LGA - BUF
    5. Take the bus from Buffalo Niagara International Airport to S Union St & Irving St - Olean Top of the Linebus bus
    10h 23m
    $141–739

  7. Bus, train to Newark Liberty International Airport, fly

    1. Take the bus from Downtown Terminal to Stage Rd & Route 1bus bus
    2. Take the train from Old Saybrook Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Buffalo Niagara International Airport (BUF)plane plane EWR - BUF
    4. Take the bus from Buffalo Niagara International Airport to S Union St & Irving St - Olean Top of the Linebus bus
    10h 18m
    $140–607

  8. Bus to Boston Logan Airport, fly, bus

    1. Take the bus from Canton Park & Ride to Boston Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Buffalo Niagara International Airport (BUF)plane plane BOS - BUF
    3. Take the bus from Buffalo Niagara International Airport to S Union St & Irving St - Olean Top of the Linebus bus
    9h 53m
    $123–592

Middletown to Olean by bus

Calendar7Weekly Buses
Duration14h 41mAverage Duration
Ticket$77Cheapest Price
See schedules

Questions & Answers

Map of how to get from Middletown to Olean.ExpandLaunch map view
  • Distance: 515.4 mi
  • Duration: 14h 41m

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.

Airlines
Train operators
Bus operators

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound