Find cheap flights from Orlando to Massachusetts

Find cheap flights from Orlando to Massachusetts

Round-trip
Economy
Boston (BOS)
Massachusetts
Fri 7/10
Fri 7/17
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Massachusetts

Good to know

Low season

September Best time to beat the crowds with an average 5% drop in price.

High season

June Most popular time to fly with an average 11% increase in price.

Average price of a round-trip

$314 (avg. price over the last 2 weeks)

Good deal for a round-trip

$102 or less

FAQs for booking Orlando to Massachusetts flights

Are flight prices cheaper from Orlando to Massachusetts because of coronavirus (COVID-19)?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top airlines flying from Orlando to Massachusetts

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,180 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from Orlando to Massachusetts (round-trip)

Airports
Origin
Orlando
$33
only
$33
Destination
Worcester
$181
only
$181
Nantucket
$223
only
$223
Boston
$33
only
$33
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 7 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 56m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 7 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Wed, Aug 5
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 14m
Trip: 8 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
5h 24m
Trip: 7 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 7 days
Based on null reviews
Wed, Aug 12
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Tue, Aug 18
BOS
Boston Logan Airport
MCO
Orlando Airport
12h 08m
Trip: 7 days
Based on null reviews
Tue, Jul 14
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Wed, Jul 15
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 09m
Trip: 2 days
Based on null reviews
Tue, Jul 28
MCO
Orlando Airport
BOS
Boston Logan Airport
5h 50m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 8 days
Based on null reviews
Fri, Jul 31
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 56m
Wed, Aug 5
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 14m
Trip: 6 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
8h 53m
Trip: 7 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
5h 50m
Tue, Aug 4
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 7 days
Based on null reviews
Wed, Jul 8
MCO
Orlando Airport
BOS
Boston Logan Airport
5h 50m
Wed, Jul 15
BOS
Boston Logan Airport
MCO
Orlando Airport
5h 24m
Trip: 8 days
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 56m
Wed, Aug 5
BOS
Boston Logan Airport
MCO
Orlando Airport
5h 51m
Trip: 8 days
Based on null reviews
Sat, Aug 1
MCO
Orlando Airport
ORH
Worcester
5h 40m
Wed, Aug 12
ORH
Worcester
MCO
Orlando Airport
6h 09m
Trip: 12 days
Based on null reviews
Tue, Jul 14
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Wed, Jul 15
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 07m
Trip: 2 days
Based on null reviews
Wed, Jul 22
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 56m
Tue, Jul 28
BOS
Boston Logan Airport
MCO
Orlando Airport
8h 53m
Trip: 7 days
Based on null reviews
Fri, Aug 21
MCO
Orlando Airport
ORH
Worcester
8h 17m
Wed, Aug 26
ORH
Worcester
MCO
Orlando Airport
6h 07m
Trip: 6 days
Based on null reviews
Wed, Aug 5
MCO
Orlando Airport
BOS
Boston Logan Airport
4h 37m
Sun, Aug 9
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 5 days
Based on null reviews
Fri, Jul 3
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Wed, Jul 8
BOS
Boston Logan Airport
MCO
Orlando Airport
3h 11m
Trip: 6 days
Based on null reviews
Sat, Jul 18
MCO
Orlando Airport
ACK
Nantucket Memorial
10h 33m
Tue, Jul 21
ACK
Nantucket Memorial
MCO
Orlando Airport
8h 26m
Trip: 4 days
Based on null reviews

Book cheap flights from Orlando to Massachusetts (one-way)

Airports
Origin
Orlando
$17
only
$17
Destination
Worcester
$93
only
$93
West Tisbury
$142
only
$142
Boston
$17
only
$17
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Based on null reviews
Wed, Jul 15
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Based on null reviews
Tue, Jul 7
MCO
Orlando Airport
BOS
Boston Logan Airport
14h 43m
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
13h 58m
Based on null reviews
Wed, Jul 15
MCO
Orlando Airport
BOS
Boston Logan Airport
7h 44m
Based on null reviews
Sat, Aug 1
MCO
Orlando Airport
ORH
Worcester
5h 40m
Based on null reviews
Thu, Aug 6
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Based on null reviews
Wed, Jul 1
MCO
Orlando Airport
BOS
Boston Logan Airport
5h 50m
Based on null reviews
Mon, Jul 13
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Based on null reviews
Sat, Aug 15
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 58m
Based on null reviews
Mon, Jul 6
MCO
Orlando Airport
BOS
Boston Logan Airport
7h 35m
Based on null reviews
Tue, Jul 21
MCO
Orlando Airport
MVY
West Tisbury Martha's Vineyard
4h 49m
Based on null reviews
Thu, Aug 13
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 58m
Based on null reviews
Wed, Jul 29
MCO
Orlando Airport
BOS
Boston Logan Airport
23h 37m
Based on null reviews
Mon, Jul 20
MCO
Orlando Airport
BOS
Boston Logan Airport
24h 12m
Based on null reviews
Fri, Jul 10
MCO
Orlando Airport
BOS
Boston Logan Airport
11h 56m
Based on null reviews
Fri, Jul 3
MCO
Orlando Airport
BOS
Boston Logan Airport
7h 35m
Based on null reviews
Wed, Jul 1
MCO
Orlando Airport
BOS
Boston Logan Airport
2h 54m
Based on null reviews
Fri, Aug 14
MCO
Orlando Airport
ORH
Worcester
10h 21m
Based on null reviews
Thu, Jul 9
MCO
Orlando Airport
BOS
Boston Logan Airport
7h 35m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
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