Flights from Boston to Portland

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, Aug 22 - Mon, Sep 1

BOS

Logan Intl.

PDX

Portland Intl.

$217 Roundtrip, found 5 days ago

$217

Roundtrip

found 5 days ago

Select Hawaiian Airlines flight, departing Fri, Aug 22 from Logan Intl. to Portland Intl., returning Mon, Sep 1, priced at $217 found 5 days ago

Tue, Aug 19 - Mon, Sep 1

BOS

Logan Intl.

PDX

Portland Intl.

$227 Roundtrip, found 5 days ago

$227

Roundtrip

found 5 days ago

Select Hawaiian Airlines flight, departing Tue, Aug 19 from Logan Intl. to Portland Intl., returning Mon, Sep 1, priced at $227 found 5 days ago

Tue, Aug 12 - Mon, Aug 25

BOS

Logan Intl.

PDX

Portland Intl.

$237 Roundtrip, found 4 days ago

$237

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Aug 12 from Logan Intl. to Portland Intl., returning Mon, Aug 25, priced at $237 found 4 days ago

Wed, Aug 13 - Mon, Aug 25

BOS

Logan Intl.

PDX

Portland Intl.

$247 Roundtrip, found 4 days ago

$247

Roundtrip

found 4 days ago

Select Hawaiian Airlines flight, departing Wed, Aug 13 from Logan Intl. to Portland Intl., returning Mon, Aug 25, priced at $247 found 4 days ago

Tue, Aug 19 - Tue, Sep 2

BOS

Logan Intl.

PDX

Portland Intl.

$257 Roundtrip, found 5 days ago

$257

Roundtrip

found 5 days ago

Select Hawaiian Airlines flight, departing Tue, Aug 19 from Logan Intl. to Portland Intl., returning Tue, Sep 2, priced at $257 found 5 days ago

Thu, Aug 14 - Mon, Aug 25

BOS

Logan Intl.

PDX

Portland Intl.

$258 Roundtrip, found 4 days ago

$258

Roundtrip

found 4 days ago

Select Delta flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Mon, Aug 25, priced at $258 found 4 days ago

Wed, Aug 20 - Thu, Aug 28

BOS

Logan Intl.

PDX

Portland Intl.

$262 Roundtrip, found 5 days ago

$262

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Wed, Aug 20 from Logan Intl. to Portland Intl., returning Thu, Aug 28, priced at $262 found 5 days ago

Thu, Aug 14 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$277 Roundtrip, found 4 days ago

$277

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $277 found 4 days ago

Wed, Aug 20 - Wed, Aug 27

BOS

Logan Intl.

PDX

Portland Intl.

$282 Roundtrip, found 5 days ago

$282

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Wed, Aug 20 from Logan Intl. to Portland Intl., returning Wed, Aug 27, priced at $282 found 5 days ago

Wed, Aug 13 - Tue, Aug 26

BOS

Logan Intl.

PDX

Portland Intl.

$287 Roundtrip, found 4 days ago

$287

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Wed, Aug 13 from Logan Intl. to Portland Intl., returning Tue, Aug 26, priced at $287 found 4 days ago

Wed, Aug 20 - Mon, Sep 1

BOS

Logan Intl.

PDX

Portland Intl.

$292 Roundtrip, found 5 days ago

$292

Roundtrip

found 5 days ago

Select Alaska Airlines flight, departing Wed, Aug 20 from Logan Intl. to Portland Intl., returning Mon, Sep 1, priced at $292 found 5 days ago

Wed, Aug 13 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$292 Roundtrip, found 4 days ago

$292

Roundtrip

found 4 days ago

Select Hawaiian Airlines flight, departing Wed, Aug 13 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $292 found 4 days ago

Fri, Aug 22 - Thu, Aug 28

BOS

Logan Intl.

PDX

Portland Intl.

$307 Roundtrip, found 5 days ago

$307

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Fri, Aug 22 from Logan Intl. to Portland Intl., returning Thu, Aug 28, priced at $307 found 5 days ago

Mon, Aug 11 - Tue, Aug 26

BOS

Logan Intl.

PDX

Portland Intl.

$317 Roundtrip, found 4 days ago

$317

Roundtrip

found 4 days ago

Select American Airlines flight, departing Mon, Aug 11 from Logan Intl. to Portland Intl., returning Tue, Aug 26, priced at $317 found 4 days ago

Thu, Aug 14 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$327 Roundtrip, found 4 days ago

$327

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $327 found 4 days ago

Sat, Aug 16 - Wed, Aug 27

BOS

Logan Intl.

PDX

Portland Intl.

$327 Roundtrip, found 4 days ago

$327

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Sat, Aug 16 from Logan Intl. to Portland Intl., returning Wed, Aug 27, priced at $327 found 4 days ago

Thu, Aug 14 - Sat, Aug 23

BOS

Logan Intl.

PDX

Portland Intl.

$329 Roundtrip, found 4 days ago

$329

Roundtrip

found 4 days ago

Select Delta flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sat, Aug 23, priced at $329 found 4 days ago

Thu, Aug 14 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$337 Roundtrip, found 4 days ago

$337

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $337 found 4 days ago

Thu, Aug 14 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$338 Roundtrip, found 4 days ago

$338

Roundtrip

found 4 days ago

Select United flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $338 found 4 days ago

Thu, Aug 14 - Sun, Aug 24

BOS

Logan Intl.

PDX

Portland Intl.

$553 Roundtrip, found 4 days ago

$553

Roundtrip

found 4 days ago

Select Sun Country Airlines flight, departing Thu, Aug 14 from Logan Intl. to Portland Intl., returning Sun, Aug 24, priced at $553 found 4 days ago