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How to get fromMassachusetts to Kissimmeeby plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train

Find Transport to Kissimmee

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There are 11 ways to get from Massachusetts to Kissimmee by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Boston Logan Airport to Orlando

    best
    1. Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane plane BOS - MCO
    6h 16m
    $136–708
  2. Fly Worcester Regional Airport to Orlando

    cheapest
    1. Fly from Worcester Regional Airport (ORH) to Orlando (MCO)plane plane ORH - MCO
    6h 19m
    $106–558
  3. Train (Amtrak)

    1. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Kissimmee Amtrak Stationtrain train Silver Meteor
    28h 10m
    $654–1,714
  4. Bus

    1. Take the bus from Boston to Newark Penn Stationbus bus Greyhound US0235 / ...
    2. Take the bus from Newark Penn Station to Orlando Bus Stationbus bus FlixBus N2473
    29h 7m
    $215–335
  5. Drive  1,295.2 mi

    1. Drive from Boston to Kissimmeecar car 1,295.2 mi
    22h 30m
    $229–331
  6. Bus to Manchester Airport, fly to Orlando

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Orlando (MCO)plane plane MHT - MCO
    6h 45m
    $123–570
  7. Train to Theodore Francis Green State Airport, fly to Orlando

    1. Take the train from South Station to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Orlando (MCO)plane plane PVD - MCO
    7h 8m
    $194–722
  8. Train to Bradley International Airport, fly to Orlando

    1. Take the train from Springfield to Hartford Amtrak Stationtrain train
    2. Fly from Bradley International Airport (BDL) to Orlando (MCO)plane plane BDL - MCO
    7h 1m
    $140–630
  9. Train to Tweed-New Haven Airport, fly to Orlando

    1. Take the train from Springfield to New Haventrain train
    2. Fly from Tweed-New Haven Airport (HVN) to Orlando (MCO)plane plane HVN - MCO
    7h 32m
    $230–710
  10. Fly Boston Logan Airport to Tampa, train

    1. Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane plane BOS - TPA
    2. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    8h 28m
    $178–1,173
  11. Train to Bradley International Airport, fly to Tampa, train

    1. Take the train from Springfield to Hartford Amtrak Stationtrain train
    2. Fly from Bradley International Airport (BDL) to Tampa (TPA)plane plane BDL - TPA
    3. Take the train from Tampa to Kissimmee Amtrak Stationtrain train
    9h 16m
    $182–695

Massachusetts to Kissimmee by train (Amtrak)

Calendar7Weekly Trains
Duration28h 10mAverage Duration
Ticket$654Cheapest Price
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Comparing Your Travel Options

What companies run services between Massachusetts, USA and Kissimmee, FL, USA?

Frontier Airlines, American Airlines, and four other airlines fly from Boston Logan Airport (BOS) to Orlando (MCO) hourly. Alternatively, you can take a train from Boston to Kissimmee Amtrak Station via Ny Moynihan Train Hall At Penn Station in around 28h 10m.

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Need to know: Greyhound

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