Flights from Portland to Medford

Cheapest flights from Portland

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.

Tue, Jul 29 - Tue, Aug 12

PDX

Portland Intl.

BOS

Logan Intl.

$197 Roundtrip, found 4 days ago

$197

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Jul 29 from Portland Intl. to Logan Intl., returning Tue, Aug 12, priced at $197 found 4 days ago

Mon, Jul 28 - Tue, Aug 12

PDX

Portland Intl.

BOS

Logan Intl.

$207 Roundtrip, found 4 days ago

$207

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Mon, Jul 28 from Portland Intl. to Logan Intl., returning Tue, Aug 12, priced at $207 found 4 days ago

Tue, Sep 2 - Wed, Sep 10

PDX

Portland Intl.

BOS

Logan Intl.

$217 Roundtrip, found 5 hours ago

$217

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Tue, Sep 2 from Portland Intl. to Logan Intl., returning Wed, Sep 10, priced at $217 found 5 hours ago

Tue, Aug 5 - Fri, Aug 22

PDX

Portland Intl.

BOS

Logan Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Aug 5 from Portland Intl. to Logan Intl., returning Fri, Aug 22, priced at $217 found 1 day ago

Sat, Aug 9 - Fri, Aug 15

PDX

Portland Intl.

BOS

Logan Intl.

$227 Roundtrip, found 1 day ago

$227

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Aug 9 from Portland Intl. to Logan Intl., returning Fri, Aug 15, priced at $227 found 1 day ago

Tue, Sep 2 - Wed, Sep 10

PDX

Portland Intl.

BOS

Logan Intl.

$232 Roundtrip, found 5 hours ago

$232

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Tue, Sep 2 from Portland Intl. to Logan Intl., returning Wed, Sep 10, priced at $232 found 5 hours ago

Wed, Aug 6 - Tue, Aug 12

PDX

Portland Intl.

BOS

Logan Intl.

$237 Roundtrip, found 1 day ago

$237

Roundtrip

found 1 day ago

Select United flight, departing Wed, Aug 6 from Portland Intl. to Logan Intl., returning Tue, Aug 12, priced at $237 found 1 day ago

Fri, Aug 8 - Tue, Aug 26

PDX

Portland Intl.

BOS

Logan Intl.

$237 Roundtrip, found 1 day ago

$237

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Aug 8 from Portland Intl. to Logan Intl., returning Tue, Aug 26, priced at $237 found 1 day ago

Sun, Aug 31 - Tue, Sep 9

PDX

Portland Intl.

BOS

Logan Intl.

$247 Roundtrip, found 5 hours ago

$247

Roundtrip

found 5 hours ago

Select Delta flight, departing Sun, Aug 31 from Portland Intl. to Logan Intl., returning Tue, Sep 9, priced at $247 found 5 hours ago

Mon, Sep 1 - Tue, Sep 9

PDX

Portland Intl.

BOS

Logan Intl.

$247 Roundtrip, found 5 hours ago

$247

Roundtrip

found 5 hours ago

Select Hawaiian Airlines flight, departing Mon, Sep 1 from Portland Intl. to Logan Intl., returning Tue, Sep 9, priced at $247 found 5 hours ago

Tue, Jul 29 - Thu, Aug 14

PDX

Portland Intl.

BOS

Logan Intl.

$252 Roundtrip, found 4 days ago

$252

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Jul 29 from Portland Intl. to Logan Intl., returning Thu, Aug 14, priced at $252 found 4 days ago

Tue, Sep 2 - Wed, Sep 10

PDX

Portland Intl.

BOS

Logan Intl.

$257 Roundtrip, found 5 hours ago

$257

Roundtrip

found 5 hours ago

Select Alaska Airlines flight, departing Tue, Sep 2 from Portland Intl. to Logan Intl., returning Wed, Sep 10, priced at $257 found 5 hours ago

Mon, Sep 1 - Tue, Sep 16

PDX

Portland Intl.

BOS

Logan Intl.

$257 Roundtrip, found 1 day ago

$257

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Mon, Sep 1 from Portland Intl. to Logan Intl., returning Tue, Sep 16, priced at $257 found 1 day ago

Wed, Aug 6 - Tue, Aug 12

PDX

Portland Intl.

BOS

Logan Intl.

$258 Roundtrip, found 1 day ago

$258

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Wed, Aug 6 from Portland Intl. to Logan Intl., returning Tue, Aug 12, priced at $258 found 1 day ago

Wed, Aug 6 - Fri, Aug 15

PDX

Portland Intl.

BOS

Logan Intl.

$262 Roundtrip, found 1 day ago

$262

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Wed, Aug 6 from Portland Intl. to Logan Intl., returning Fri, Aug 15, priced at $262 found 1 day ago

Tue, Sep 2 - Wed, Sep 10

PDX

Portland Intl.

BOS

Logan Intl.

$262 Roundtrip, found 5 hours ago

$262

Roundtrip

found 5 hours ago

Select JetBlue Airways flight, departing Tue, Sep 2 from Portland Intl. to Logan Intl., returning Wed, Sep 10, priced at $262 found 5 hours ago

Sun, Aug 31 - Mon, Sep 8

PDX

Portland Intl.

BOS

Logan Intl.

$267 Roundtrip, found 5 hours ago

$267

Roundtrip

found 5 hours ago

Select Hawaiian Airlines flight, departing Sun, Aug 31 from Portland Intl. to Logan Intl., returning Mon, Sep 8, priced at $267 found 5 hours ago

Wed, Aug 6 - Tue, Aug 12

PDX

Portland Intl.

BOS

Logan Intl.

$268 Roundtrip, found 1 day ago

$268

Roundtrip

found 1 day ago

Select United flight, departing Wed, Aug 6 from Portland Intl. to Logan Intl., returning Tue, Aug 12, priced at $268 found 1 day ago

Sat, Aug 9 - Fri, Aug 15

PDX

Portland Intl.

BOS

Logan Intl.

$269 Roundtrip, found 1 day ago

$269

Roundtrip

found 1 day ago

Select United flight, departing Sat, Aug 9 from Portland Intl. to Logan Intl., returning Fri, Aug 15, priced at $269 found 1 day ago

Sun, Aug 3 - Mon, Aug 11

PDX

Portland Intl.

BOS

Logan Intl.

$428 Roundtrip, found 1 day ago

$428

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Sun, Aug 3 from Portland Intl. to Logan Intl., returning Mon, Aug 11, priced at $428 found 1 day ago