Flights from Boston to Paradise

Cheapest flights from Boston

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.

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $217 found 1 day ago

Tue, Jun 24 - Tue, Jul 1

BOS

Logan Intl.

PDX

Portland Intl.

$248 Roundtrip, found 5 hours ago

$248

Roundtrip

found 5 hours ago

Select Delta flight, departing Tue, Jun 24 from Logan Intl. to Portland Intl., returning Tue, Jul 1, priced at $248 found 5 hours ago

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$262 Roundtrip, found 1 day ago

$262

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $262 found 1 day ago

Wed, Jun 25 - Tue, Jul 1

PVD

T.F. Green

PDX

Portland Intl.

$273 Roundtrip, found 5 hours ago

$273

Roundtrip

found 5 hours ago

Select Delta flight, departing Wed, Jun 25 from T.F. Green to Portland Intl., returning Tue, Jul 1, priced at $273 found 5 hours ago

Wed, Jun 25 - Fri, Jul 4

PVD

T.F. Green

PDX

Portland Intl.

$278 Roundtrip, found 5 hours ago

$278

Roundtrip

found 5 hours ago

Select Delta flight, departing Wed, Jun 25 from T.F. Green to Portland Intl., returning Fri, Jul 4, priced at $278 found 5 hours ago

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$283 Roundtrip, found 1 day ago

$283

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $283 found 1 day ago

Wed, Jun 25 - Tue, Jul 1

BOS

Logan Intl.

PDX

Portland Intl.

$288 Roundtrip, found 5 hours ago

$288

Roundtrip

found 5 hours ago

Select Delta flight, departing Wed, Jun 25 from Logan Intl. to Portland Intl., returning Tue, Jul 1, priced at $288 found 5 hours ago

Tue, Jun 24 - Fri, Jun 27

BOS

Logan Intl.

PDX

Portland Intl.

$292 Roundtrip, found 5 hours ago

$292

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Tue, Jun 24 from Logan Intl. to Portland Intl., returning Fri, Jun 27, priced at $292 found 5 hours ago

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$297 Roundtrip, found 1 day ago

$297

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $297 found 1 day ago

Wed, Jun 25 - Sun, Jun 29

BOS

Logan Intl.

PDX

Portland Intl.

$301 Roundtrip, found 5 hours ago

$301

Roundtrip

found 5 hours ago

Select United flight, departing Wed, Jun 25 from Logan Intl. to Portland Intl., returning Sun, Jun 29, priced at $301 found 5 hours ago

Wed, Jun 25 - Wed, Jul 2

PVD

T.F. Green

PDX

Portland Intl.

$303 Roundtrip, found 5 hours ago

$303

Roundtrip

found 5 hours ago

Select Delta flight, departing Wed, Jun 25 from T.F. Green to Portland Intl., returning Wed, Jul 2, priced at $303 found 5 hours ago

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$307 Roundtrip, found 1 day ago

$307

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $307 found 1 day ago

Sat, Jun 28 - Tue, Jul 1

PVD

T.F. Green

PDX

Portland Intl.

$313 Roundtrip, found 5 hours ago

$313

Roundtrip

found 5 hours ago

Select Delta flight, departing Sat, Jun 28 from T.F. Green to Portland Intl., returning Tue, Jul 1, priced at $313 found 5 hours ago

Mon, Jun 23 - Fri, Jun 27

BOS

Logan Intl.

PDX

Portland Intl.

$317 Roundtrip, found 5 hours ago

$317

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Mon, Jun 23 from Logan Intl. to Portland Intl., returning Fri, Jun 27, priced at $317 found 5 hours ago

Sat, Jun 28 - Fri, Jul 4

PVD

T.F. Green

PDX

Portland Intl.

$318 Roundtrip, found 5 hours ago

$318

Roundtrip

found 5 hours ago

Select Delta flight, departing Sat, Jun 28 from T.F. Green to Portland Intl., returning Fri, Jul 4, priced at $318 found 5 hours ago

Wed, Jun 25 - Fri, Jun 27

BOS

Logan Intl.

PDX

Portland Intl.

$342 Roundtrip, found 5 hours ago

$342

Roundtrip

found 5 hours ago

Select Hawaiian Airlines flight, departing Wed, Jun 25 from Logan Intl. to Portland Intl., returning Fri, Jun 27, priced at $342 found 5 hours ago

Sun, Jun 22 - Wed, Jul 2

BOS

Logan Intl.

PDX

Portland Intl.

$342 Roundtrip, found 5 hours ago

$342

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Sun, Jun 22 from Logan Intl. to Portland Intl., returning Wed, Jul 2, priced at $342 found 5 hours ago

Fri, Jun 20 - Mon, Jun 23

BOS

Logan Intl.

PDX

Portland Intl.

$375 Roundtrip, found 1 day ago

$375

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jun 20 from Logan Intl. to Portland Intl., returning Mon, Jun 23, priced at $375 found 1 day ago

Thu, Jun 26 - Sat, Jun 28

BOS

Logan Intl.

PDX

Portland Intl.

$387 Roundtrip, found 5 hours ago

$387

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Thu, Jun 26 from Logan Intl. to Portland Intl., returning Sat, Jun 28, priced at $387 found 5 hours ago

Wed, Jun 25 - Sun, Jun 29

BOS

Logan Intl.

PDX

Portland Intl.

$443 Roundtrip, found 5 hours ago

$443

Roundtrip

found 5 hours ago

Select Sun Country Airlines flight, departing Wed, Jun 25 from Logan Intl. to Portland Intl., returning Sun, Jun 29, priced at $443 found 5 hours ago