There are 7 ways to get from Kissimmee to Chipley by plane, taxi, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Dothan Regional Airport, taxi
best- Fly from Orlando (MCO) to Dothan Regional Airport (DHN)plane MCO - DHN
- Take the taxi from Dothan Regional Airport (DHN) to Chipleytaxi
6h 13m$72–366Drive 350.2 mi
cheapest- Drive from Kissimmee to Chipleycar 350.2 mi
5h 42m$64–93Bus, taxi via Office Ct & Sand Lake Sunrail
- Take the bus from Orlando - RedCoach Station, FL to Tallahassee - FSU - Old St Augustine at Intramural Fieldbus
- Take the bus from Tallahassee to Dothanbus
- Take the taxi from Dothan to Chipleytaxi
10h 49m$96–134Fly to Northwest Florida Beaches International Airport, taxi
- Fly from Orlando (MCO) to Northwest Florida Beaches International Airport (ECP)plane MCO - ECP
- Take the taxi from Northwest Florida Beaches International Airport (ECP) to Chipleytaxi
6h 25m$189–535Fly to Destin–Fort Walton Beach Airport, drive
- Fly from Orlando (MCO) to Destin–Fort Walton Beach Airport (VPS)plane MCO - VPS
- Drive from Destin–Fort Walton Beach Airport (VPS) to Chipleycar
7h 4m$82–395Bus, taxi
- Take the bus from Kissimmee -1471 East Osceola Parkway to Tallahassee - FSU - Old St Augustine at Intramural Fieldbus
- Take the bus from Tallahassee to Dothanbus
- Take the taxi from Dothan to Chipleytaxi
11h 5m$94–136Bus, taxi via N John Young Pkwy & Business Center Blvd
- Take the bus from N Main St & E Orange St to N Garland Ave & W Amelia Stbus 18
- Take the bus from Orlando Bus Station to Tallahasseebus
- Take the bus from Tallahassee to Dothanbus
- Take the taxi from Dothan to Chipleytaxi
13h 5m$72–109
Orlando (MCO) to Dothan Regional Airport (DHN) flights
Comparing Your Travel Options
The cheapest way to get from Kissimmee to Chipley is to drive which costs $60 - $95 and takes 5h 42m.
The fastest way to get from Kissimmee to Chipley is to drive which takes 5h 42m and costs $60 - $95.
The distance between Kissimmee and Chipley is 391 miles. The road distance is 352.2 miles.
The best way to get from Kissimmee to Chipley without a car is to bus and taxi via Office Ct & Sand Lake Sunrail which takes 10h 49m and costs $95 - $140.
It takes approximately 6h 13m to get from Kissimmee to Chipley, including transfers.
Chipley is 1h behind Kissimmee. It is currently 2:24 PM in Kissimmee and 1:24 PM in Chipley.
Yes, the driving distance between Kissimmee to Chipley is 352 miles. It takes approximately 5h 42m to drive from Kissimmee to Chipley.
There are 10+ hotels available in Chipley.
What companies run services between Kissimmee, FL, USA and Chipley, FL, USA?
There is no direct connection from Kissimmee to Chipley. However, you can take the train to Sand Lake Road, walk to Office Ct & Sand Lake Sunrail, take the line 42 bus to Orlando International Airport, walk to Orlando (MCO) airport, fly to Dothan Regional Airport (DHN), then take the taxi to Chipley. Alternatively, you can take the train to Sand Lake Road, walk to Office Ct & Sand Lake Sunrail, take the line 42 bus to Mccoy Rd & Central Ave, walk to Orlando - RedCoach Station, FL, take the bus to Tallahassee - FSU - Old St Augustine at Intramural Field, take the bus to C.K. Steele Plaza Gate 21, take the bus to Dothan, then take the taxi to Chipley.
- Website
- delta.com
Flights from Orlando to Dothan Regional Airport via Atlanta
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $60–350
Flights from Orlando to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $65–370
Flights from Orlando to Destin–Fort Walton Beach Airport via Atlanta
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $65–370
- Website
- southwest.com
Flights from Orlando to Northwest Florida Beaches International Airport via Nashville
- Ave. Duration
- 5h 26m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $85–430
Flights from Orlando to Northwest Florida Beaches International Airport via Houston Hobby Apt
- Ave. Duration
- 5h 45m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–500
Flights from Orlando to Northwest Florida Beaches International Airport via Columbus
- Ave. Duration
- 6h 35m
- When
- Saturday
- Estimated price
- $110–550
Flights from Orlando to Destin–Fort Walton Beach Airport via Nashville
- Ave. Duration
- 5h 32m
- When
- Every day
- Estimated price
- $85–430
- Website
- aa.com
Flights from Orlando to Northwest Florida Beaches International Airport via Charlotte
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $80–410
Flights from Orlando to Destin–Fort Walton Beach Airport via Miami
- Ave. Duration
- 4h 1m
- When
- Monday, Thursday, and Saturday
- Estimated price
- $65–370
Flights from Orlando to Destin–Fort Walton Beach Airport via Charlotte
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $80–420
- Website
- united.com
Flights from Orlando to Northwest Florida Beaches International Airport via Houston
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $110–500
- Phone
- +1 877 733 0724
- Website
- RedCoach
Bus from Orlando - RedCoach Station, FL to Tallahassee - FSU - Old St Augustine at Intramural Field
- Ave. Duration
- 4h 55m
- Frequency
- 3 times a day
- Estimated price
- $65–90
- Website
- RedCoach
Bus from Kissimmee -1471 East Osceola Parkway to Tallahassee - FSU - Old St Augustine at Intramural Field
- Ave. Duration
- 5h 25m
- Frequency
- Once daily
- Estimated price
- $65–95
- Website
- RedCoach
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Tallahassee to Dothan
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $17–26
- Website
- Greyhound
Bus from Tallahassee to Dothan
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $17–26
- Website
- Greyhound
Bus from Orlando Bus Station to Tallahassee
- Ave. Duration
- 6h 25m
- Frequency
- Once daily
- Estimated price
- $45–70
- Website
- Greyhound
Bus from Tallahassee to Dothan
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $17–26
- Website
- Greyhound
- Phone
- +1 407-841-5969
- [email protected]
- Website
- Lynx
Bus from N Main St & E Orange St to N Garland Ave & W Amelia St
- Ave. Duration
- 1h 35m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- Lynx
- Schedules at
- Lynx Routes and Schedules
- Adult One-way
- $2
- Ave. Duration
- 45 min
- Estimated price
- $8–160
Wiregrass Safe Taxi
- Phone
- +1-334-699-3159
Wiregrass Safe Taxi
- Phone
- +1-334-699-3159
Emerald Taxi
- Phone
- +1 850-792-2546
- Website
- emeraldtaxiandshuttle.com
H2O Shuttle Taxi and Limo
- Phone
- +1 850-708-2870
Red Cabs of Panama City
- Phone
- +1 850-733-2227
- Website
- myfloridacabs.com
Wiregrass Safe Taxi
- Phone
- +1-334-699-3159
Wiregrass Safe Taxi
- Phone
- +1-334-699-3159
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