There are 7 ways to get from Boston to Kissimmee by plane, train (Amtrak), bus (Flixbus, Greyhound), 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.
Fly Boston Logan Airport to Orlando
best- Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane BOS - MCO
4h 35m$99–326Train (Amtrak)
- Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain Northeast Regional
- Take the train from Ny Moynihan Train Hall At Penn Station to Kissimmee Amtrak Stationtrain Silver Meteor
28h 10m$352–1,414Bus
- Take the bus from Boston to Washington Union Stationbus FlixBus N2605 / ...
- Take the bus from Washington Union Station to Orlando Bus Stationbus FlixBus N2472
29h 52m$180–364Drive 1,293.9 mi
- Drive from Boston to Kissimmeecar 1,293.9 mi
22h 32m$237–342Bus to Manchester Airport, fly to Orlando
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Orlando (MCO)plane MHT - MCO
6h 39m$112–572Train to Theodore Francis Green State Airport, fly to Orlando
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Orlando (MCO)plane PVD - MCO
6h 57m$114–482Fly Boston Logan Airport to Tampa, train
- Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane BOS - TPA
- Take the train from Tampa to Kissimmee Amtrak Stationtrain
6h 51m$160–526
Boston to Kissimmee by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Kissimmee is to fly which costs $95 - $330 and takes 4h 35m.
The fastest way to get from Boston to Kissimmee is to fly which takes 4h 35m and costs $95 - $330.
No, there is no direct bus from Boston to Kissimmee. However, there are services departing from Boston and arriving at N Main St & W Cypress St via Washington Union Station, Orlando Bus Station and Florida Mall. The journey, including transfers, takes approximately 29h 52m.
No, there is no direct train from Boston to Kissimmee station. However, there are services departing from Boston and arriving at Kissimmee Amtrak Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 28h 10m.
The distance between Boston and Kissimmee is 1146 miles. The road distance is 1301.4 miles.
The best way to get from Boston to Kissimmee without a car is to train which takes 28h 10m and costs $350 - $1,500.
It takes approximately 4h 35m to get from Boston to Kissimmee, including transfers.
Boston to Kissimmee bus services, operated by Flixbus USA, depart from Boston station.
Boston to Kissimmee train services, operated by Amtrak Northeast Regional, depart from Boston station.
The best way to get from Boston to Kissimmee is to fly which takes 4h 35m and costs $95 - $330. Alternatively, you can train, which costs $350 - $1,500 and takes 28h 10m, you could also bus, which costs $180 - $370 and takes 29h 52m.
What companies run services between Boston, MA, USA and Kissimmee, FL, USA?
American Airlines, JetBlue Airways, and three 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.
- Website
- southwest.com
Flights from Manchester Airport to Orlando
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $100–500
Flights from Manchester Airport to Orlando via Baltimore
- Ave. Duration
- 5h 11m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $100–500
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $80–390
Flights from Theodore Francis Green State Airport to Orlando via Baltimore
- Ave. Duration
- 4h 51m
- When
- Saturday to Friday
- Estimated price
- $80–400
Flights from Boston Logan Airport to Tampa via Baltimore
- Ave. Duration
- 5h 19m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–390
- Website
- jetblue.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $75–370
Flights from Manchester Airport to Orlando
- Ave. Duration
- 3h 17m
- When
- Every day
- Estimated price
- $100–500
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $80–390
Flights from Boston Logan Airport to Tampa
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $80–390
- Website
- united.com
Flights from Boston Logan Airport to Orlando via Washington Dulles
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $75–380
Flights from Manchester Airport to Orlando via Washington Dulles
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $100–550
Flights from Boston Logan Airport to Tampa via Washington Dulles
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $80–400
- Website
- delta.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $75–370
Flights from Boston Logan Airport to Orlando via Raleigh/Durham
- Ave. Duration
- 6h 59m
- When
- Every day
- Estimated price
- $75–370
Flights from Boston Logan Airport to Tampa
- Ave. Duration
- 3h 22m
- When
- Every day
- Estimated price
- $80–390
- Website
- aa.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 14m
- When
- Every day
- Estimated price
- $75–370
Flights from Manchester Airport to Orlando via Philadelphia
- Ave. Duration
- 5h 40m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–500
Flights from Manchester Airport to Orlando via Charlotte
- Ave. Duration
- 5h 40m
- When
- Every day
- Estimated price
- $100–550
- Website
- flyfrontier.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 22m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $75–370
- Website
- flybreeze.com
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $100–460
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 4h 2m
- Frequency
- Every 3 hours
- Estimated price
- $30–300
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $30–300
- Business Class
- $95–360
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 3h 49m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $50–490
- First Class
- $200–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Kissimmee Amtrak Station
- Ave. Duration
- 23h 8m
- Frequency
- Once daily
- Estimated price
- $320–700
- Website
- https://www.amtrak.com/home.html
Train from Tampa to Kissimmee Amtrak Station
- Ave. Duration
- 1h 18m
- Frequency
- Once daily
- Estimated price
- $21–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- https://www.mbta.com
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Boston to Washington Union Station
- Ave. Duration
- 10h 10m
- Frequency
- Twice daily
- Estimated price
- $65–120
- Schedules at
- flixbus.com
Bus from Washington Union Station to Orlando Bus Station
- Ave. Duration
- 16h 25m
- Frequency
- 6 times a week
- Estimated price
- $110–200
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to Washington Union Station
- Ave. Duration
- 10h
- Frequency
- Once daily
- Estimated price
- $80–160
- Website
- https://www.greyhound.com/
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–17
- Website
- https://www.greyhound.com/
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More Questions & Answers
Boston to Kissimmee bus services, operated by Flixbus USA, arrive at Washington Union Station.
Boston to Kissimmee train services, operated by Amtrak Northeast Regional, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Boston to Kissimmee is 1301 miles. It takes approximately 22h 32m to drive from Boston to Kissimmee.
Book your Boston to Kissimmee train tickets online with Omio.
There are 8606+ hotels available in Kissimmee.












