EYW - PDX
$202 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 11/10. 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
$399
Typical prices: $388-$542
American Airlines
Sun 12/2Wed 12/5
EYW - PDX • 1 stop
Cheapest one-way
$202
Typical prices: $402-$515
Multiple Airlines
Sat 11/10
EYW - PDX • 3 stops
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, Dec 2 - Sat, Dec 5
6:35 pm - 12:13 amEYW Key West-PDX Portland
8h 38m1 stop Miami
11:10 pm - 9:44 amPDX Portland-EYW Key West
7h 34m1 stop Miami
$399American Airlines
Fri, Oct 23 - Tue, Oct 27
2:34 pm - 9:11 pmEYW Key West-PDX Portland
9h 37m1 stop Dallas/Fort Worth
6:30 am - 4:54 pmPDX Portland-EYW Key West
7h 24m1 stop Dallas/Fort Worth
$479American Airlines
Tue, Dec 1 - Sat, Dec 5
4:43 pm - 12:12 amEYW Key West-PDX Portland
10h 29m1 stop Miami
11:13 pm - 12:07 pmPDX Portland-EYW Key West
9h 54m1 stop Chicago O'Hare Intl
$518American Airlines
Tue, Dec 1 - Sat, Dec 5
6:30 am - 6:13 pmEYW Key West-PDX Portland
14h 43m2 stops Miami Dallas/Fort Worth
11:13 pm - 12:07 pmPDX Portland-EYW Key West
9h 54m1 stop Chicago O'Hare Intl
$551American Airlines
Fri, Oct 23 - Tue, Oct 27
2:34 pm - 9:11 pmEYW Key West-PDX Portland
9h 37m1 stop Dallas/Fort Worth
5:10 am - 7:33 pmPDX Portland-EYW Key West
11h 23m2 stops Phoenix Sky Harbor Intl Miami
$591American Airlines
Wed, Dec 2 - Sat, Dec 5
7:25 am - 6:58 pmEYW Key West-PDX Portland
14h 33m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
5:59 pm - 10:48 amPDX Portland-EYW Key West
13h 49m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson
$625Delta
Tue, Dec 1 - Sat, Dec 5
10:22 am - 6:13 pmEYW Key West-PDX Portland
10h 51m2 stops Miami Dallas/Fort Worth
11:13 pm - 1:14 pmPDX Portland-EYW Key West
11h 01m2 stops Chicago O'Hare Intl Miami
$703American Airlines
Fri, Oct 23 - Tue, Oct 27
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
7:10 am - 1:54 pmPDX Portland-EYW Key West
27h 44m2 stops San Francisco Newark
$773United Airlines
Fri, Oct 23 - Tue, Oct 27
1:43 pm - 11:39 pmEYW Key West-PDX Portland
12h 56m2 stops Miami Dallas/Fort Worth
10:55 pm - 1:03 pmPDX Portland-EYW Key West
11h 08m2 stops Chicago O'Hare Intl Miami
$779American Airlines
Fri, Oct 23 - Tue, Oct 27
2:15 pm - 9:27 pmEYW Key West-PDX Portland
10h 12m1 stop Newark
7:10 am - 1:54 pmPDX Portland-EYW Key West
27h 44m2 stops San Francisco Newark
$788United Airlines
Recent one-way flight deals from Key West to Portland
Tue, Nov 10
1:16 pm - 11:36 amEYW Key West-PDX Portland
49h 20m3 stops Tampa Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl
$202Multiple Airlines
Tue, Nov 10
1:16 pm - 11:36 amEYW Key West-PDX Portland
49h 20m3 stops Tampa Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl
$203Multiple Airlines
Sun, Jan 24
10:59 am - 3:03 pmEYW Key West-PDX Portland
55h 04m3 stops Orlando Atlanta Hartsfield-Jackson Denver Intl
$225Multiple Airlines
Tue, Nov 10
1:16 pm - 11:07 amEYW Key West-PDX Portland
48h 51m2 stops Tampa Denver Intl
$235Multiple Airlines
Sun, Nov 8
3:03 pm - 11:07 amEYW Key West-PDX Portland
47h 04m3 stops Asheville Regional Orlando Denver Intl
$251Multiple Airlines
Wed, Mar 3
12:19 pm - 3:03 pmEYW Key West-PDX Portland
29h 44m3 stops Tampa Dallas/Fort Worth Denver Intl
$288Multiple Airlines
Wed, Mar 3
11:19 am - 3:03 pmEYW Key West-PDX Portland
30h 44m2 stops Orlando Denver Intl
$295Multiple Airlines
Wed, Mar 3
1:00 pm - 8:45 pmEYW Key West-PDX Portland
10h 45m1 stop Charlotte Douglas
$303American Airlines
Sat, Jan 30
12:19 pm - 3:03 pmEYW Key West-PDX Portland
29h 44m3 stops Tampa Dallas/Fort Worth Denver Intl
$307Multiple Airlines
Sun, Jan 24
10:59 am - 10:04 pmEYW Key West-PDX Portland
38h 05m2 stops Orlando Las Vegas Harry Reid Intl
$345Multiple 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 december.
Round-trip flights from Key West to Portland typically range from $388 to $542. The lowest price found in the past 5 days was $399, 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.Dallas/Fort Worth (DFW) is the most popular layover for the Key West to Portland route. 63% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via 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 $446. Based on KAYAK data over the past 3 months.
Key details for Key West to Portland flights
Cheapest flight | $202 |
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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.