Boston to Orlando in October 2026
Round trips departing in October · Economy · Prices per person in USD
Prices updated
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when October fares drop below your price.October 2026 by departure day
Cheapest round trip leaving that day| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 1 | 2 | 3 $224 | 4 | |||
| 5 | 6 | 7 | 8 | 9 $403 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 $306 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 $225 | 29 $266 | 30 | 31 $237 |
Empty days: no round trip found for that departure date yet. Green = cheapest third of the month.
Cheapest dates in October 2026
Round trip, per person-
Oct 3 – 8 5 nights · leave Sat$224Breeze Airways Nonstop · 3h 37mBook
-
Oct 28 – Nov 2 5 nights · leave Wed$225jetBlue 1 stop · 4h 18mBook
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Oct 31 – Nov 8 8 nights · leave Sat$237Breeze Airways 1 stop · 3h 07mBook
-
Oct 29 – Nov 2 4 nights · leave Thu$266Breeze Airways 1 stop · 4h 54mBook
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Oct 16 – 18 2 nights · leave Fri$306Frontier Airlines 1 stop · 4h 48mBook
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Oct 9 – 20 11 nights · leave Fri$403American Airlines 1 stop · 4h 26mBook
Prices change often. The booking site shows the final price before you pay.
Cheapest by trip length
Good to know for October
October vs other months
Cheapest round trip per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | $279 |
| October 2026 | $224 |
| November 2026 | $204 |
| December 2026 | $156 (cheapest month) |
| January 2027 | $292 |
| February 2027 | No fares found yet |
| March 2027 | No fares found yet |
| April 2027 | $399 |
Boston to Orlando in October: questions
What's the cheapest date to fly from Boston to Orlando in October 2026?
Leaving Saturday, October 3 and returning Thursday, October 8 (5 nights) for $224 round trip on Breeze Airways, the cheapest of the 6 date combinations we track that month.
How much is a round trip from Boston to Orlando in October 2026?
From $224. Half of the 6 date combinations we track are under $252. Prices are per person in USD and change often.
Is October a cheap month to fly from Boston to Orlando?
It ranks 3 of 6 months we have prices for. The cheapest month is December 2026, from $156.