EYW - PDX
$323 Find Cheap Flights from Key West to Portland - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Portland departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Everything you should know
Cheapest round-trip
$509
Typical prices: $388-$542
American Airlines
Sat 3/31Tue 4/3
EYW - PDX • 1 stop
Cheapest one-way
$323
Typical prices: $402-$514
Delta
Mon 12/24
EYW - PDX • 1 stop
Flight Deals
Cheap Flights from Key West to Portland (EYW-PDX)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Key West to Portland
Wed, Mar 31 - Sat, Apr 3
1:27 pm - 7:41 pmEYW Key West-PDX Portland
9h 14m1 stop Chicago O'Hare Intl
10:55 pm - 12:57 pmPDX Portland-EYW Key West
11h 02m1 stop Chicago O'Hare Intl
$509American Airlines
Thu, Oct 15 - Mon, Oct 19
2:34 pm - 9:11 pmEYW Key West-PDX Portland
9h 37m1 stop Dallas/Fort Worth
5:20 am - 4:54 pmPDX Portland-EYW Key West
8h 34m1 stop Dallas/Fort Worth
$559American Airlines
Wed, Mar 31 - Sat, Apr 3
1:27 pm - 7:41 pmEYW Key West-PDX Portland
9h 14m1 stop Chicago O'Hare Intl
9:52 pm - 1:08 pmPDX Portland-EYW Key West
12h 16m2 stops Charlotte Douglas Miami
$601American Airlines
Thu, Oct 15 - Mon, Oct 19
10:24 am - 7:29 pmEYW Key West-PDX Portland
12h 05m2 stops Miami Dallas/Fort Worth
5:20 am - 4:54 pmPDX Portland-EYW Key West
8h 34m1 stop Dallas/Fort Worth
$707American Airlines
Wed, Mar 31 - Sat, Apr 3
2:06 pm - 11:59 pmEYW Key West-PDX Portland
12h 53m2 stops Charlotte Douglas Chicago O'Hare Intl
10:55 pm - 1:26 pmPDX Portland-EYW Key West
11h 31m2 stops Chicago O'Hare Intl Charlotte Douglas
$723American Airlines
Wed, Oct 21 - Sat, Oct 24
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
10:33 pm - 1:54 pmPDX Portland-EYW Key West
12h 21m1 stop Newark
$757United Airlines
Thu, Oct 15 - Mon, Oct 19
1:43 pm - 9:11 pmEYW Key West-PDX Portland
10h 28m2 stops Miami Dallas/Fort Worth
10:30 pm - 12:57 pmPDX Portland-EYW Key West
11h 27m2 stops Charlotte Douglas Miami
$855American Airlines
Wed, Oct 21 - Sat, Oct 24
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
11:30 pm - 1:54 pmPDX Portland-EYW Key West
35h 24m2 stops Chicago O'Hare Intl Newark
$877United Airlines
Wed, Oct 21 - Sat, Oct 24
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
12:45 pm - 1:54 pmPDX Portland-EYW Key West
22h 09m3 stops Denver Intl Chicago O'Hare Intl Newark
$927United Airlines
Wed, Oct 21 - Sat, Oct 24
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
10:33 pm - 1:54 pmPDX Portland-EYW Key West
12h 21m1 stop Newark
$1,134United Airlines
Recent one-way flight deals from Key West to Portland
Thu, Dec 24
11:48 am - 6:19 pmEYW Key West-PDX Portland
9h 31m1 stop Atlanta Hartsfield-Jackson
$323Delta
Fri, Dec 25
12:59 pm - 5:09 pmEYW Key West-PDX Portland
31h 10m3 stops Tampa Denver Intl Las Vegas Harry Reid Intl
$357Multiple Airlines
Tue, Dec 29
12:01 pm - 3:40 pmEYW Key West-PDX Portland
54h 39m3 stops Tampa Atlanta Hartsfield-Jackson Denver Intl
$359Multiple Airlines
Mon, Dec 28
12:59 pm - 5:09 pmEYW Key West-PDX Portland
55h 10m3 stops Tampa Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl
$365Multiple Airlines
Mon, Dec 28
5:16 pm - 12:09 amEYW Key West-PDX Portland
9h 53m1 stop Chicago O'Hare Intl
$380American Airlines
Sat, Dec 26
4:52 pm - 10:57 pmEYW Key West-PDX Portland
9h 05m1 stop Houston George Bush Intcntl
$388United Airlines
Thu, Dec 24
6:20 pm - 8:29 amEYW Key West-PDX Portland
41h 09m2 stops Orlando Sanford Intl Provo
$391Allegiant Air
Mon, Dec 28
12:59 pm - 3:40 pmEYW Key West-PDX Portland
29h 41m2 stops Tampa Denver Intl
$400Multiple Airlines
Tue, Dec 29
12:01 pm - 3:40 pmEYW Key West-PDX Portland
54h 39m2 stops Tampa Denver Intl
$402Multiple Airlines
Sat, Dec 26
5:35 pm - 3:40 pmEYW Key West-PDX Portland
25h 05m2 stops Tampa Denver Intl
$431Multiple Airlines
Booking Insights
Price, demand and travel trends for Key West to Portland flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
How much is a round-trip flight from Key West to Portland?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Key West to Portland departing in march.
Round-trip flights from Key West to Portland typically range from $388 to $542. The lowest price found in the past 5 days was $509, on American Airlines.
What’s the most popular layover airport when flying from Key West to Portland?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.Atlanta Hartsfield-Jackson (ATL) and Dallas/Fort Worth (DFW) are the most popular layovers for the Key West to Portland route. 50% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ATL or DFW.
What is the cheapest layover airport when flying from Key West to Portland?
Flights via Dallas/Fort Worth (DFW) offer the most affordable fares, with an average round-trip price of $388. Based on KAYAK data over the past 3 months.
Key details for Key West to Portland flights
Cheapest flight | $323 |
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When to book flights from Key West to Portland
Are your dates flexible? Find out the best times to travel from Key West to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Your Key West to Portland flight questions, answered
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Your guide to booking Key West to Portland flights
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Information on your arrival and departure airports
Cabin class types available on flights from Key West to Portland
Cabin classes available on flights from Key West to Portland. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Key West and Portland
Flights from domestic origins to Portland
More flights to Portland. Prices are the lowest found on KAYAK in the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.