Flights from Portland to Key West

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.

Wed, Jun 11 - Thu, Jun 19

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$339 Roundtrip, found 2 days ago

$339

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jun 11 from Portland Intl. Jetport to Key West Intl., returning Thu, Jun 19, priced at $339 found 2 days ago

Fri, Jun 13 - Thu, Jun 19

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$349 Roundtrip, found 2 days ago

$349

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jun 13 from Portland Intl. Jetport to Key West Intl., returning Thu, Jun 19, priced at $349 found 2 days ago

Thu, Jun 12 - Thu, Jun 19

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$354 Roundtrip, found 2 days ago

$354

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 12 from Portland Intl. Jetport to Key West Intl., returning Thu, Jun 19, priced at $354 found 2 days ago

Wed, Jun 11 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$369 Roundtrip, found 2 days ago

$369

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jun 11 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $369 found 2 days ago

Fri, Jun 13 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$379 Roundtrip, found 2 days ago

$379

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jun 13 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $379 found 2 days ago

Thu, Jun 12 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$384 Roundtrip, found 2 days ago

$384

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 12 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $384 found 2 days ago

Wed, Jun 11 - Fri, Jun 20

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$414 Roundtrip, found 2 days ago

$414

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Jun 11 from Portland Intl. Jetport to Key West Intl., returning Fri, Jun 20, priced at $414 found 2 days ago

Tue, Jun 17 - Tue, Jun 24

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$416 Roundtrip, found 2 days ago

$416

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 17 from Portland Intl. Jetport to Key West Intl., returning Tue, Jun 24, priced at $416 found 2 days ago

Sat, Jun 14 - Fri, Jun 20

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$419 Roundtrip, found 2 days ago

$419

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Jun 14 from Portland Intl. Jetport to Key West Intl., returning Fri, Jun 20, priced at $419 found 2 days ago

Tue, Jun 17 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$427 Roundtrip, found 2 days ago

$427

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 17 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $427 found 2 days ago

Mon, Jun 16 - Thu, Jun 19

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$430 Roundtrip, found 2 days ago

$430

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Jun 16 from Portland Intl. Jetport to Key West Intl., returning Thu, Jun 19, priced at $430 found 2 days ago

Wed, Jun 11 - Tue, Jun 24

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$431 Roundtrip, found 2 days ago

$431

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jun 11 from Portland Intl. Jetport to Key West Intl., returning Tue, Jun 24, priced at $431 found 2 days ago

Thu, Jun 12 - Fri, Jun 20

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$434 Roundtrip, found 2 days ago

$434

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Jun 12 from Portland Intl. Jetport to Key West Intl., returning Fri, Jun 20, priced at $434 found 2 days ago

Fri, Jun 13 - Tue, Jun 24

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$441 Roundtrip, found 2 days ago

$441

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Jun 13 from Portland Intl. Jetport to Key West Intl., returning Tue, Jun 24, priced at $441 found 2 days ago

Thu, Jun 12 - Tue, Jun 24

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$446 Roundtrip, found 2 days ago

$446

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Jun 12 from Portland Intl. Jetport to Key West Intl., returning Tue, Jun 24, priced at $446 found 2 days ago

Mon, Jun 16 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$450 Roundtrip, found 2 days ago

$450

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Jun 16 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $450 found 2 days ago

Sun, Jun 15 - Wed, Jun 18

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$455 Roundtrip, found 2 days ago

$455

Roundtrip

found 2 days ago

Select Delta flight, departing Sun, Jun 15 from Portland Intl. Jetport to Key West Intl., returning Wed, Jun 18, priced at $455 found 2 days ago

Tue, Jun 17 - Fri, Jun 20

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$487 Roundtrip, found 2 days ago

$487

Roundtrip

found 2 days ago

Select American Airlines flight, departing Tue, Jun 17 from Portland Intl. Jetport to Key West Intl., returning Fri, Jun 20, priced at $487 found 2 days ago

Sun, Jun 15 - Tue, Jun 24

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$503 Roundtrip, found 2 days ago

$503

Roundtrip

found 2 days ago

Select Delta flight, departing Sun, Jun 15 from Portland Intl. Jetport to Key West Intl., returning Tue, Jun 24, priced at $503 found 2 days ago

Tue, Jun 17 - Mon, Jun 23

PWM

Portland Intl. Jetport

EYW

Key West Intl.

$540 Roundtrip, found 2 days ago

$540

Roundtrip

found 2 days ago

Select United flight, departing Tue, Jun 17 from Portland Intl. Jetport to Key West Intl., returning Mon, Jun 23, priced at $540 found 2 days ago