Cheap Flights from Orlando to Boston
Cheap Flights from Orlando to Boston
Cheap Flights from Orlando to Boston
Looking for cheap flights from Orlando to Boston? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Orlando to Boston vary by season, cabin, and date, but available award flights can start around 7,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Orlando to Boston for specific travel dates.
2026-09-02
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
2026-09-09
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
2026-09-10
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
2026-09-11
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
2026-09-15
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
2026-09-16
MCO - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
AS
Premium cabin flights from Orlando to Boston
Premium cabin
2026-08-29
MCO - BOS
First | Non stop | 9+ left
From 15,000 Pts + $25.6
AS
Premium cabin
2026-08-26
MCO - BOS
First | 1 Stop | 3 left
From 25,000 Pts + $25.6
AS
Premium cabin
2026-08-27
MCO - BOS
First | 1 Stop | 1 left
From 25,000 Pts + $25.6
AS
Premium cabin
2026-08-28
MCO - BOS
First | 1 Stop | 4 left
From 25,000 Pts + $25.6
AS
Premium cabin
2026-08-19
MCO - BOS
First | 1 Stop | 4 left
From 46,900 Pts + $5.6
UA
Premium cabin
2026-08-16
MCO - BOS
Business | 1 Stop
From 29,000 Pts + $5.6
QF
Selected hotels for your next stay
Kimpton Marlowe Hotel
Cambridge (United States)
Kimpton Marlowe Hotel
From 34,000 Pts or $265
Hotel Indigo Boston Garden
Boston (United States)
Hotel Indigo Boston Garden
From 43,000 Pts or $243
InterContinental Hotels Boston
Boston (United States)
InterContinental Hotels Boston
From 44,000 Pts or $377
Frequently Asked Questions
The cheapest route from Orlando to Boston depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Orlando to Boston.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Orlando to Boston.
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points travel planning experience. Yeah!