August is the cheapest month to fly this route, with average fares around $182 round trip.
Average round-trip fares by departure month, based on current availability.
| Month | Avg Price | Lowest | Relative Cost | |
|---|---|---|---|---|
| May 2026 | $244 | $220 | Peak | |
| June 2026 | $240 | $210 | ||
| July 2026 | $188 | $153 | ||
| August 2026 | $182 | $128 | Best |
Departing on Wednesday offers the lowest average fares at $197. Sunday departures are the most expensive at $238, a difference of $41.
The best time to fly is August. Set up an alert and we'll notify you when prices drop.
Get Started Free →The cheapest month to fly from Boston to Orlando is August, with average round-trip fares around $182. The lowest fare found in August is $128.
Wednesday departures are the cheapest, averaging $197 round trip. The most expensive day is Sunday at $238.
Based on current pricing trends, booking for August travel offers the best value. Avoid May if possible, as fares average $244 compared to $182 in the cheapest month. June is a solid middle-ground option at $240.
Flying in August instead of May can save you approximately $62 per round trip. The cheapest month averages $182 while the most expensive averages $244.
Airlines, flight times, price calendar, and more for Boston to Orlando
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