There are 7 ways to get from Pensacola to Chesapeake by car, plane, bus, train, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Mobile Regional Airport, fly
best- Drive from Pensacola to Mobile Regional Airport (MOB)car
- Fly from Mobile Regional Airport (MOB) to Norfolk International Airport (ORF)plane MOB - ORF
5h 26m$151–653Fly from Pensacola International Airport
cheapest- Fly from Pensacola International Airport (PNS) to Norfolk International Airport (ORF)plane PNS - ORF
6h 22m$127–589Bus, train
- Take the bus from Pensacola to Tallahasseebus
- Take the bus from Tallahassee to Jacksonvillebus
- Take the train from Jacksonville to Petersburg Amtrak Stationtrain
- Take the train from Petersburg Amtrak Station to Norfolktrain
23h 12m$256–518Bus
- Take the bus from Pensacola to Tallahasseebus
- Take the bus from Tallahassee to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Richmondbus
- Take the bus from Richmond to Norfolkbus
25h 55m$196–309Drive 873 mi
- Drive from Pensacola to Chesapeakecar 873 mi
15h 45m$160–231Bus to Destin–Fort Walton Beach Airport, fly
- Take the bus from Pensacola to Crestviewbus
- Fly from Destin–Fort Walton Beach Airport (VPS) to Norfolk International Airport (ORF)plane VPS - ORF
6h 23m$220–753Bus, train via Atlanta
- Take the bus from Pensacola to Tallahasseebus
- Take the bus from Tallahassee to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Petersburg Transportation Centerbus
- Take the train from Petersburg Amtrak Station to Norfolktrain
26h 1m$200–325
Mobile Regional Airport (MOB) to Norfolk International Airport (ORF) flights
Comparing Your Travel Options
The cheapest way to get from Pensacola to Chesapeake is to drive which costs $150 - $230 and takes 15h 45m.
The fastest way to get from Pensacola to Chesapeake is to drive and fly which takes 5h 26m and costs $150 - $700.
No, there is no direct bus from Pensacola to Chesapeake. However, there are services departing from Pensacola and arriving at Robert Hall & Military via N Monroe Street and Silver Slipper Lane, Tallahassee, Atlanta Bus Station, Richmond and Military & Poplar Hall. The journey, including transfers, takes approximately 25h 55m.
The distance between Pensacola and Chesapeake is 895 miles. The road distance is 878.1 miles.
The best way to get from Pensacola to Chesapeake without a car is to bus and train which takes 23h 12m and costs $250 - $550.
It takes approximately 5h 26m to get from Pensacola to Chesapeake, including transfers.
Pensacola to Chesapeake bus services, operated by Omnibus Express, depart from Pensacola station.
The best way to get from Pensacola to Chesapeake is to bus which takes 25h 55m and costs $190 - $310. Alternatively, you can fly, which costs $120 - $600 and takes 6h 22m.
Pensacola to Chesapeake bus services, operated by Omnibus Express, arrive at Tallahassee station.
Chesapeake is 1h ahead of Pensacola. It is currently 11:58 AM in Pensacola and 12:58 PM in Chesapeake.
What companies run services between Pensacola, FL, USA and Chesapeake, City of Chesapeake, VA, USA?
You can take a bus from Pensacola to Robert Hall & Military via Tallahassee, N Monroe Street and Silver Slipper Lane, Tallahassee, Atlanta Bus Station, Richmond, Norfolk, and Military & Poplar Hall in around 25h 55m. Alternatively, Delta, Southwest Airlines, and two other airlines fly from Pensacola International Airport (PNS) to Norfolk International Airport (ORF) hourly.
- Website
- delta.com
Flights from Mobile Regional Airport to Norfolk International Airport via Atlanta
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $110–600
Flights from Pensacola International Airport to Norfolk International Airport via Atlanta
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $100–550
Flights from Destin–Fort Walton Beach Airport to Norfolk International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $100–600
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Jacksonville to Petersburg Amtrak Station
- Ave. Duration
- 10h 39m
- Frequency
- Twice daily
- Estimated price
- $150–350
- Website
- Amtrak
Train from Petersburg Amtrak Station to Norfolk
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $20–50
- Website
- Amtrak
Train from Petersburg Amtrak Station to Norfolk
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $20–50
- Website
- Amtrak
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Pensacola to Tallahassee
- Ave. Duration
- 3h 12m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
Bus from Pensacola to Tallahassee
- Ave. Duration
- 3h 12m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
Bus from Pensacola to Crestview
- Ave. Duration
- 47 min
- Frequency
- Once daily
- Estimated price
- $40–55
- Schedules at
- Omnibus Express
Bus from Pensacola to Tallahassee
- Ave. Duration
- 3h 12m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
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Booking & Getting There
Yes, the driving distance between Pensacola to Chesapeake is 878 miles. It takes approximately 15h 45m to drive from Pensacola to Chesapeake.
There are 271+ hotels available in Chesapeake.





