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Find cheap flights from Massachusetts to Orlando from $28

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
jue. 6/6
jue. 6/13

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Good to know

Low season

September

High season

March

Cheapest flight

$28
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 20% 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, +69 more

ANA, Aer Lingus, +70 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, +69 more

ANA, Aer Lingus, +70 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 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, +69 more

ANA, Aer Lingus, +70 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, +69 more

ANA, Aer Lingus, +70 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +69 more

ANA, Aer Lingus, +70 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

5/29mié.
nonstopFrontier
3h 20mBOS-MCO
6/5mié.
nonstopFrontier
3h 06mMCO-BOS
$58
6/5mié.
nonstopSpirit Airlines
3h 22mBOS-MCO
6/5mié.
1 stopSpirit Airlines
4h 55mMCO-BOS
$59
5/29mié.
nonstop
3h 20mBOS-MCO
6/4mar.
1 stop
11h 56mMCO-BOS
$64
5/29mié.
1 stop
6h 53mBOS-MCO
6/5mié.
nonstop
3h 06mMCO-BOS
$67
6/4mar.
nonstopJetBlue
3h 15mORH-MCO
6/5mié.
nonstopJetBlue
2h 50mMCO-ORH
$162
5/29mié.
2 stopsAmerican Airlines
21h 38mORH-MCO
6/1sáb.
2 stopsAmerican Airlines
22h 37mMCO-ORH
$175
5/18sáb.
2 stopsAmerican Airlines
22h 36mORH-MCO
5/25sáb.
2 stopsAmerican Airlines
19h 27mMCO-ORH
$176
6/4mar.
1 stopDelta
8h 05mORH-MCO
6/5mié.
1 stopDelta
7h 01mMCO-ORH
$191
5/20lun.
nonstopJetBlue
3h 20mBOS-MCO
5/29mié.
nonstopJetBlue
3h 09mMCO-BOS
$197
5/28mar.
1 stopDelta
6h 56mORH-MCO
6/3lun.
1 stopDelta
7h 01mMCO-ORH
$211

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Recent one-way flight deals

5/29mié.
nonstopFrontier
3h 20mBOS-MCO
$28
5/29mié.
nonstopFrontier
3h 20mBOS-MCO
$29
5/29mié.
1 stopSpirit Airlines
6h 53mBOS-MCO
$32
5/21mar.
1 stopSpirit Airlines
8h 52mBOS-MCO
$34
5/16jue.
nonstopJetBlue
3h 11mORH-MCO
$89
6/26mié.
2 stops
24h 59mBOS-MCO
$90
5/26dom.
1 stopDelta
6h 56mORH-MCO
$94
5/22mié.
nonstopJetBlue
3h 24mBOS-MCO
$99
8/23vie.
1 stopDelta
6h 24mORH-MCO
$114
7/12vie.
1 stop
9h 30mBOS-MCO
$138

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Last minute flights from Massachusetts to Orlando

Last minute flight, train and bus deals

5/12dom.
multi-stopSpirit Airlines
26h 36mBOS-MCO
5/17vie.
multi-stopSpirit Airlines
22h 55mMCO-BOS
$126
5/12dom.
multi-stopSpirit Airlines
26h 36mBOS-MCO
5/17vie.
multi-stopSpirit Airlines
23h 21mMCO-BOS
$140
5/12dom.
nonstopFrontier
3h 31mBOS-MCO
5/18sáb.
multi-stopFrontier
4h 39mMCO-BOS
$147
5/12dom.
nonstop
3h 11mBOS-MCO
5/18sáb.
nonstop
3h 06mMCO-BOS
$151
5/12dom.
nonstopFrontier
3h 31mBOS-MCO
5/16jue.
nonstopFrontier
3h 12mMCO-BOS
$157
5/12dom.
nonstop
3h 11mBOS-MCO
5/16jue.
nonstop
3h 12mMCO-BOS
$167
5/8mié.
multi-stopUnited Airlines
5h 37mBOS-MCO
5/9jue.
multi-stopUnited Airlines
6h 38mMCO-BOS
$298
5/8mié.
multi-stopUnited Airlines
5h 37mBOS-MCO
5/10vie.
multi-stopUnited Airlines
6h 41mMCO-BOS
$306
5/12dom.
multi-stopDelta
6h 56mORH-MCO
5/16jue.
multi-stopDelta
6h 41mMCO-ORH
$311
5/12dom.
multi-stopDelta
6h 56mORH-MCO
5/16jue.
multi-stopDelta
6h 41mMCO-ORH
$321

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Search by price