American AirlinesDepart16:17
Sat, Nov 14HHH → MCO
3h 09m · 1 stop
$413one way, per person
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- Cheapest fare
- $413
- Cheapest month
- November
- Direct flights
- Not recently
- Quickest trip
- 3h 07m
American Airlines · Sat, Nov 14
from $413
Usually 1+ stop
420 km
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Cheapest month to fly from Hilton Head to Orlando
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in November 2026
The lowest fares we've seen for each day, cheapest first.
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About flights from Hilton Head to Orlando
Hilton Head (HHH) and Orlando (ORL) are about 420 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 3h 07m. Over the next few months, one-way fares start from $413, and November 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Hilton Head to Orlando?
The cheapest one-way fare we've seen recently is $413 with American Airlines, departing Saturday, November 14, 2026.
What is the cheapest month to fly from Hilton Head to Orlando?
November 2026 currently has the lowest fares, from $413 one way.
Are there direct flights from Hilton Head to Orlando?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Hilton Head to Orlando?
The quickest journey we've seen takes about 3h 07m. Hilton Head and Orlando are around 420 km apart.
Which airlines fly from Hilton Head to Orlando?
Recent fares on this route were with American Airlines.