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Find cheap flights from Massachusetts to Orlando from $32

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Orlando departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mi 5/29
Mi 6/5

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Good to know

Low season

September

High season

April

Cheapest flight

$32
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Boston to Orlando Airport

FAQs for booking Massachusetts to Orlando flights

  • How does KAYAK find such low prices on flights from Massachusetts to Orlando?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Orlando.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Orlando?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Orlando?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Orlando with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Orlando?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Orlando from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Massachusetts to Orlando?

Find which airlines fly direct from Massachusetts to Orlando, which days they fly and book direct flights.

Nonstop departures

Massachusetts to Orlando

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +68 more

ANA, Aer Lingus, +69 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +65 more

ANA, Aer Lingus, +66 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

See more direct flights

Nonstop returns

Orlando to Massachusetts

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +68 more

ANA, Aer Lingus, +69 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +65 more

ANA, Aer Lingus, +66 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +70 more

ANA, Aer Lingus, +71 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Orlando

Recent round-trip flight deals

5/14Di
1 stopSpirit Airlines
15h 44mBOS-MCO
5/17Fr
1 stopSpirit Airlines
25h 30mMCO-BOS
$83
5/28Di
1 stopSpirit Airlines
8h 52mBOS-MCO
6/4Di
nonstopSpirit Airlines
3h 07mMCO-BOS
$84
5/14Di
nonstopFrontier
3h 31mBOS-MCO
5/15Mi
nonstopFrontier
3h 16mMCO-BOS
$88
5/21Di
nonstop
3h 11mBOS-MCO
5/30Do
nonstop
3h 06mMCO-BOS
$91
5/11Sa
1 stop
12h 19mBOS-MCO
5/16Do
nonstop
3h 12mMCO-BOS
$97
5/13Mo
nonstopFrontier
3h 31mBOS-MCO
5/16Do
nonstopFrontier
3h 12mMCO-BOS
$98
5/18Sa
nonstopDelta
3h 13mBOS-MCO
5/21Di
nonstopDelta
3h 09mMCO-BOS
$177
5/29Mi
nonstopJetBlue
3h 11mORH-MCO
5/30Do
nonstopJetBlue
2h 50mMCO-ORH
$188
5/31Fr
1 stopDelta
6h 56mORH-MCO
6/2So
1 stopDelta
7h 01mMCO-ORH
$191
5/19So
nonstopJetBlue
3h 11mORH-MCO
5/24Fr
nonstopJetBlue
2h 50mMCO-ORH
$213

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Recent one-way flight deals

5/29Mi
1 stopSpirit Airlines
6h 53mBOS-MCO
$32
5/28Di
1 stopSpirit Airlines
8h 52mBOS-MCO
$34
5/7Di
nonstopFrontier
3h 31mBOS-MCO
$44
5/22Mi
1 stopFrontier
13h 38mBOS-MCO
$45
5/29Mi
nonstopJetBlue
3h 11mORH-MCO
$79
5/19So
1 stop
22h 26mBOS-MCO
$83
5/29Mi
2 stopsAmerican Airlines
20h 30mORH-MCO
$88
6/13Do
2 stopsAmerican Airlines
20h 40mORH-MCO
$90
8/29Do
nonstopJetBlue
3h 11mBOS-MCO
$135
5/23Do
2 stops
16h 51mBOS-MCO
$137

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Last minute flights from Massachusetts to Orlando

Last minute flight, train and bus deals

5/4Sa
nonstopSpirit Airlines
3h 18mBOS-MCO
5/8Mi
multi-stopSpirit Airlines
11h 36mMCO-BOS
$91
5/4Sa
nonstopSpirit Airlines
3h 24mBOS-MCO
5/8Mi
multi-stopSpirit Airlines
17h 59mMCO-BOS
$98
5/4Sa
nonstopFrontier
3h 31mBOS-MCO
5/15Mi
nonstopFrontier
3h 16mMCO-BOS
$103
5/4Sa
nonstopFrontier
3h 31mBOS-MCO
5/11Sa
nonstopFrontier
3h 07mMCO-BOS
$113
5/4Sa
nonstop
3h 31mBOS-MCO
5/8Mi
multi-stop
4h 40mMCO-BOS
$114
5/3Fr
nonstop
3h 31mBOS-MCO
5/8Mi
multi-stop
11h 36mMCO-BOS
$121
5/4Sa
nonstopJetBlue
3h 18mBOS-MCO
5/8Mi
nonstopJetBlue
3h 09mMCO-BOS
$269
5/2Do
multi-stopAmerican Airlines
7h 21mBOS-MCO
5/3Fr
multi-stopAmerican Airlines
5h 12mMCO-BOS
$285
5/2Do
multi-stopAmerican Airlines
6h 33mBOS-MCO
5/4Sa
multi-stopAmerican Airlines
4h 46mMCO-BOS
$286
5/4Sa
nonstopJetBlue
3h 14mORH-MCO
5/19So
nonstopJetBlue
2h 50mMCO-ORH
$444

Search by stops

Search by airline

Search by price