Flights from Orlando to Cumberland

Cheapest flights from Orlando

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jul 28 - Tue, Jul 29

MCO

Orlando Intl.

BOS

Logan Intl.

$119 Roundtrip, found 1 hour ago

$119

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Mon, Jul 28 from Orlando Intl. to Logan Intl., returning Tue, Jul 29, priced at $119 found 1 hour ago

Fri, Jul 25 - Tue, Jul 29

MCO

Orlando Intl.

BOS

Logan Intl.

$130 Roundtrip, found 1 hour ago

$130

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Fri, Jul 25 from Orlando Intl. to Logan Intl., returning Tue, Jul 29, priced at $130 found 1 hour ago

Sat, Jul 26 - Sat, Jul 26

MCO

Orlando Intl.

BOS

Logan Intl.

$137 Roundtrip, found 1 hour ago

$137

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Sat, Jul 26 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $137 found 1 hour ago

Thu, Jul 24 - Sat, Jul 26

MCO

Orlando Intl.

BOS

Logan Intl.

$140 Roundtrip, found 1 hour ago

$140

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Thu, Jul 24 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $140 found 1 hour ago

Sun, Jul 27 - Mon, Jul 28

MCO

Orlando Intl.

BOS

Logan Intl.

$149 Roundtrip, found 1 hour ago

$149

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Sun, Jul 27 from Orlando Intl. to Logan Intl., returning Mon, Jul 28, priced at $149 found 1 hour ago

Tue, Jul 1 - Tue, Jul 1

MCO

Orlando Intl.

BOS

Logan Intl.

$151 Roundtrip, found 5 days ago

$151

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Tue, Jul 1 from Orlando Intl. to Logan Intl., returning Tue, Jul 1, priced at $151 found 5 days ago

Mon, Jun 30 - Tue, Jul 1

MCO

Orlando Intl.

BOS

Logan Intl.

$159 Roundtrip, found 5 days ago

$159

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from Orlando Intl. to Logan Intl., returning Tue, Jul 1, priced at $159 found 5 days ago

Sun, Jul 27 - Sun, Jul 27

MCO

Orlando Intl.

BOS

Logan Intl.

$160 Roundtrip, found 1 hour ago

$160

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Sun, Jul 27 from Orlando Intl. to Logan Intl., returning Sun, Jul 27, priced at $160 found 1 hour ago

Sun, Jun 29 - Mon, Jun 30

MCO

Orlando Intl.

BOS

Logan Intl.

$167 Roundtrip, found 5 days ago

$167

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Sun, Jun 29 from Orlando Intl. to Logan Intl., returning Mon, Jun 30, priced at $167 found 5 days ago

Fri, Jul 25 - Tue, Jul 29

MCO

Orlando Intl.

BOS

Logan Intl.

$168 Roundtrip, found 1 hour ago

$168

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Fri, Jul 25 from Orlando Intl. to Logan Intl., returning Tue, Jul 29, priced at $168 found 1 hour ago

Sat, Jun 28 - Mon, Jun 30

MCO

Orlando Intl.

BOS

Logan Intl.

$170 Roundtrip, found 5 days ago

$170

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Sat, Jun 28 from Orlando Intl. to Logan Intl., returning Mon, Jun 30, priced at $170 found 5 days ago

Fri, Jul 25 - Mon, Jul 28

MCO

Orlando Intl.

PVD

T.F. Green

$173 Roundtrip, found 1 day ago

$173

Roundtrip

found 1 day ago

Select Breeze Airways flight, departing Fri, Jul 25 from Orlando Intl. to T.F. Green, returning Mon, Jul 28, priced at $173 found 1 day ago

Tue, Jul 22 - Sat, Jul 26

MCO

Orlando Intl.

BOS

Logan Intl.

$176 Roundtrip, found 1 hour ago

$176

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Jul 22 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $176 found 1 hour ago

Thu, Jun 26 - Thu, Jun 26

MCO

Orlando Intl.

BOS

Logan Intl.

$178 Roundtrip, found 5 days ago

$178

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Thu, Jun 26 from Orlando Intl. to Logan Intl., returning Thu, Jun 26, priced at $178 found 5 days ago

Tue, Aug 5 - Tue, Aug 5

MCO

Orlando Intl.

BOS

Logan Intl.

$180 Roundtrip, found 5 days ago

$180

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Tue, Aug 5 from Orlando Intl. to Logan Intl., returning Tue, Aug 5, priced at $180 found 5 days ago

Mon, Jun 30 - Mon, Jun 30

MCO

Orlando Intl.

BOS

Logan Intl.

$181 Roundtrip, found 5 days ago

$181

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 30 from Orlando Intl. to Logan Intl., returning Mon, Jun 30, priced at $181 found 5 days ago

Fri, Jul 25 - Mon, Jul 28

MCO

Orlando Intl.

PVD

T.F. Green

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Jul 25 from Orlando Intl. to T.F. Green, returning Mon, Jul 28, priced at $197 found 1 day ago

Fri, Jul 25 - Tue, Jul 29

MCO

Orlando Intl.

BOS

Logan Intl.

$227 Roundtrip, found 1 hour ago

$227

Roundtrip

found 1 hour ago

Select Delta flight, departing Fri, Jul 25 from Orlando Intl. to Logan Intl., returning Tue, Jul 29, priced at $227 found 1 hour ago

Tue, Jul 22 - Sat, Jul 26

MCO

Orlando Intl.

BOS

Logan Intl.

$237 Roundtrip, found 1 hour ago

$237

Roundtrip

found 1 hour ago

Select United flight, departing Tue, Jul 22 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $237 found 1 hour ago

Sat, Jun 28 - Mon, Jun 30

MCO

Orlando Intl.

BOS

Logan Intl.

$267 Roundtrip, found 5 days ago

$267

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Orlando Intl. to Logan Intl., returning Mon, Jun 30, priced at $267 found 5 days ago