$100+ Cheap flights from Portland (PDX) to Florida Keys
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
mrt. 21 — mrt. 281
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Florida Keys with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Florida Keys
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to Florida KeysExplore the most affordable flight options available from Portland to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on februari 19, 2026.
Explore the most affordable flight options available from Portland to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on februari 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/297:00 am
PDX
- MIA
Nonstop5h 44m
Hawaiian Airlines
di 4/74:44 pm
MIA
- PDX
Nonstop6h 51m
Hawaiian Airlines
Deal found 2/19![Hawaiian Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 5/1612:27 pm
PDX
- MIA
2 stops18h 50m
Frontier
di 5/197:50 am
MIA
- PDX
1 stop32h 12m
Frontier
Deal found 2/19![Frontier logo]()
$208
This Expedia deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 5/175:00 am
PDX
- MIA
1 stop9h 00m
Multiple Airlines
wo 5/207:50 am
MIA
- PDX
1 stop8h 12m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 4/2411:48 am
PDX
- MIA
2 stops19h 29m
Frontier
za 5/26:30 am
MIA
- PDX
1 stop31h 33m
Frontier
Deal found 2/17![Frontier logo]()
$210
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 4/2712:52 pm
PDX
- MIA
1 stop15h 40m
Frontier
za 5/98:42 am
MIA
- PDX
1 stop27h 17m
Frontier
Deal found 2/19![Frontier logo]()
$211
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
di 3/245:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/19![Delta logo]()
$215
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 4/87:00 am
PDX
- MIA
Nonstop5h 44m
Alaska Airlines
wo 4/154:44 pm
MIA
- PDX
Nonstop6h 51m
Alaska Airlines
Deal found 2/19![Alaska Airlines logo]()
$217
This Frontier deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 5/1511:48 am
PDX
- MIA
1 stop14h 17m
Frontier
di 5/197:50 am
MIA
- PDX
1 stop8h 12m
Frontier
Deal found 2/18![Frontier logo]()
$221
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/95:40 pm
PDX
- MIA
1 stop10h 09m
Delta
di 3/175:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/16![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 4/141:48 pm
PDX
- MIA
1 stop12h 17m
Frontier
wo 4/158:42 am
MIA
- PDX
2 stops30h 08m
Frontier
Deal found 2/19![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 5/1612:27 pm
PDX
- MIA
1 stop13h 38m
Multiple Airlines
ma 5/183:39 pm
MIA
- PDX
2 stops24h 23m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$226
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/169:44 pm
PDX
- EYW
1 stop11h 17m
American Airlines
ma 3/233:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/16![American Airlines logo]()
$329
Best flights from Portland to Florida KeysDiscover carefully curated flight deals from Portland to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated februari 19, 2026.
Discover carefully curated flight deals from Portland to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated februari 19, 2026.
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 4/712:30 am
PDX
- MIA
1 stop10h 06m
Delta
wo 4/157:10 am
MIA
- PDX
1 stop11h 28m
Delta
Deal found 2/19![Delta logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 4/2611:48 am
PDX
- MIA
1 stop14h 17m
Frontier
vr 5/17:04 pm
MIA
- PDX
2 stops42h 59m
Frontier
Deal found 2/15![Frontier logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/297:00 am
PDX
- MIA
Nonstop5h 44m
Alaska Airlines
wo 4/14:44 pm
MIA
- PDX
Nonstop6h 51m
Alaska Airlines
Deal found 2/17![Alaska Airlines logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 4/17:00 am
PDX
- MIA
1 stop8h 28m
United Airlines
do 4/91:20 pm
MIA
- PDX
1 stop10h 22m
United Airlines
Deal found 2/18![United Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 4/2510:28 pm
PDX
- MIA
Nonstop5h 39m
American Airlines
vr 5/18:23 pm
MIA
- PDX
Nonstop6h 30m
American Airlines
Deal found 2/15![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/165:40 pm
PDX
- MIA
1 stop10h 09m
Delta
do 3/196:55 am
MIA
- PDX
1 stop8h 40m
Delta
Deal found 2/16![Delta logo]()
$224
This Expedia deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 5/1511:48 am
PDX
- MIA
1 stop14h 17m
Frontier
zo 5/175:50 am
MIA
- PDX
1 stop8h 13m
Frontier
Deal found 2/15![Frontier logo]()
$265
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 4/254:35 pm
PDX
- MIA
1 stop10h 20m
Delta
vr 5/17:10 am
MIA
- PDX
1 stop11h 28m
Delta
Deal found 2/15![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 4/265:30 am
PDX
- MIA
1 stop7h 41m
Delta
vr 5/17:10 am
MIA
- PDX
1 stop11h 28m
Delta
Deal found 2/15![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/1611:59 pm
PDX
- EYW
2 stops13h 50m
American Airlines
ma 3/233:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/16![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/39:45 pm
PDX
- MIA
1 stop8h 41m
Delta
di 3/175:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/16![Delta logo]()
$265
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 3/410:38 pm
PDX
- EYW
1 stop11h 45m
United Airlines
di 3/104:05 pm
EYW
- PDX
1 stop9h 40m
United Airlines
Deal found 2/16![United Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 8/810:30 pm
PDX
- EYW
1 stop12h 12m
American Airlines
vr 8/143:00 pm
EYW
- PDX
2 stops11h 59m
American Airlines
Deal found 2/15![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/16:25 am
PDX
- MIA
1 stop8h 27m
Delta
di 3/103:33 pm
MIA
- PDX
1 stop9h 35m
Delta
Deal found 2/17![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 5/910:15 pm
PDX
- EYW
1 stop12h 30m
United Airlines
vr 5/154:00 pm
EYW
- PDX
1 stop10h 55m
United Airlines
Deal found 2/17![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 3/45:40 am
PDX
- EYW
2 stops13h 42m
American Airlines
di 3/103:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/17![American Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 3/611:00 am
PDX
- EYW
1 stop8h 19m
United Airlines
di 3/102:24 pm
EYW
- PDX
1 stop10h 28m
United Airlines
Deal found 2/19![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 7/139:45 pm
PDX
- EYW
1 stop10h 13m
Delta
wo 7/226:00 pm
EYW
- PDX
1 stop8h 59m
Delta
Deal found 2/15![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 7/1710:55 pm
PDX
- EYW
2 stops12h 29m
Delta
wo 7/226:00 pm
EYW
- PDX
1 stop8h 59m
Delta
Deal found 2/15![Delta logo]()
$399
Last-minute flights from Portland to Florida KeysDiscover last-minute flight deals from Portland to Florida Keys. Data last updated februari 19, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Florida Keys. Data last updated februari 19, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 3/45:40 am
PDX
- EYW
2 stops13h 42m
American Airlines
di 3/103:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/17![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/811:15 pm
PDX
- MIA
1 stop8h 00m
Delta
vr 3/138:05 am
MIA
- PDX
1 stop11h 38m
Delta
Deal found 2/16![Delta logo]()
$233
This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/85:40 am
PDX
- EYW
1 stop7h 44m
American Airlines
di 3/173:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/18![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/95:40 pm
PDX
- MIA
1 stop10h 09m
Delta
di 3/175:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/16![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/97:00 am
PDX
- MIA
Nonstop5h 44m
Hawaiian Airlines
di 3/174:44 pm
MIA
- PDX
Nonstop7h 00m
Hawaiian Airlines
Deal found 2/16![Hawaiian Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/910:30 pm
PDX
- MIA
1 stop9h 06m
Delta
di 3/103:33 pm
MIA
- PDX
1 stop9h 35m
Delta
Deal found 2/16![Delta logo]()
$244
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/155:40 pm
PDX
- MIA
1 stop10h 09m
Delta
di 3/245:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/16![Delta logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/1610:53 pm
PDX
- MIA
Nonstop5h 36m
American Airlines
ma 3/237:59 pm
MIA
- PDX
Nonstop6h 45m
American Airlines
Deal found 2/19![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 3/169:44 pm
PDX
- EYW
1 stop11h 17m
American Airlines
ma 3/233:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/16![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
di 3/245:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/19![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/247:17 pm
PDX
- MIA
1 stop7h 23m
Delta
wo 4/18:05 am
MIA
- PDX
1 stop11h 38m
Delta
Deal found 2/19![Delta logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 3/297:00 am
PDX
- MIA
Nonstop5h 44m
Hawaiian Airlines
di 4/74:44 pm
MIA
- PDX
Nonstop6h 51m
Hawaiian Airlines
Deal found 2/19![Hawaiian Airlines logo]()
$207
One-way flights from Portland to Florida KeysSearch for one-way flight options from Portland to Florida Keys. Find affordable one-way fares based on user searches. Data last updated februari 19, 2026.
Search for one-way flight options from Portland to Florida Keys. Find affordable one-way fares based on user searches. Data last updated februari 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 4/151:48 pm
PDX
- MIA
2 stops17h 29m
Frontier
Deal found 2/17![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 5/1811:48 am
PDX
- MIA
1 stop14h 17m
Frontier
Deal found 2/16![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 5/201:48 pm
PDX
- MIA
2 stops14h 44m
Frontier
Deal found 2/16![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 4/2011:48 am
PDX
- MIA
1 stop14h 17m
Frontier
Deal found 2/19![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 5/1612:27 pm
PDX
- MIA
2 stops20h 22m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$107
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Deal found 2/19![Delta logo]()
$108
This Alaska Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
zo 5/175:00 am
PDX
- MIA
1 stop9h 00m
Alaska Airlines
Deal found 2/16![Alaska Airlines logo]()
$109
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 4/1311:58 am
PDX
- MIA
1 stop14h 51m
Frontier
Deal found 2/19![Frontier logo]()
$112
This eDestinos deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
di 5/191:48 pm
PDX
- MIA
2 stops38h 44m
Frontier
Deal found 2/16![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 5/1612:27 pm
PDX
- MIA
2 stops18h 50m
Frontier
Deal found 2/17![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vr 4/1711:48 am
PDX
- MIA
2 stops34h 01m
Frontier
Deal found 2/18![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 3/411:35 pm
PDX
- EYW
1 stop15h 44m
American Airlines
Deal found 2/16![American Airlines logo]()
$396
Find flight deals from Portland to Florida Keys
Keep the following information in mind while searching for Portland to Florida Keys flight deals. Data was last updated februari 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (Kiwi.com) |
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $377 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated februari 19, 2026.
Use the filters below to find and compare flights from Portland to Florida Keys that are best for you.
Fly from
Portland
Fly to
Florida Keys
Route
Depart
Return
Price
PortlandMiami
PDX - MIA
PDXMIA
Portland
di 4/7
12:30 am-1:36 pm
1 stop10h 06m
Miami
wo 4/15
7:10 am-3:38 pm
1 stop11h 28m
$215
PortlandMiami
PDX - MIA
PDXMIA
Portland
ma 3/16
5:40 pm-6:49 am
1 stop10h 09m
Miami
do 3/19
6:55 am-12:35 pm
1 stop8h 40m
$224
PortlandMiami
PDX - MIA
PDXMIA
Portland
zo 4/26
11:48 am-5:05 am
1 stop14h 17m
Miami
vr 5/1
7:04 pm-11:03 am
2 stops42h 59m
$253
PortlandMiami
PDX - MIA
PDXMIA
Portland
za 4/25
4:35 pm-5:55 am
1 stop10h 20m
Miami
vr 5/1
7:10 am-3:38 pm
1 stop11h 28m
$255
PortlandMiami
PDX - MIA
PDXMIA
Portland
zo 4/26
5:30 am-4:11 pm
1 stop7h 41m
Miami
vr 5/1
7:10 am-3:38 pm
1 stop11h 28m
$256
PortlandMiami
PDX - MIA
PDXMIA
Portland
zo 3/29
7:00 am-3:44 pm
Nonstop5h 44m
Miami
wo 4/1
4:44 pm-8:35 pm
Nonstop6h 51m
$257
PortlandMiami
PDX - MIA
PDXMIA
Portland
vr 5/15
11:48 am-5:05 am
1 stop14h 17m
Miami
zo 5/17
5:50 am-11:03 am
1 stop8h 13m
$265
PortlandMiami
PDX - MIA
PDXMIA
Portland
di 3/3
9:45 pm-9:26 am
1 stop8h 41m
Miami
di 3/17
5:56 pm-11:59 pm
1 stop9h 03m
$265
PortlandMiami
PDX - MIA
PDXMIA
Portland
wo 4/1
7:00 am-6:28 pm
1 stop8h 28m
Miami
do 4/9
1:20 pm-8:42 pm
1 stop10h 22m
$271
PortlandMiami
PDX - MIA
PDXMIA
Portland
za 4/25
10:28 pm-7:07 am
Nonstop5h 39m
Miami
vr 5/1
8:23 pm-11:53 pm
Nonstop6h 30m
$278
Showing 1-10 of 33 results
Best time to book a flight from Portland to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Portland with our price prediction graph.
PDX-MIA
PDX-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Florida Keys
PDX-zzEOA
PDX-MIA
PDX-EYW
What is the cheapest month to book a flight from Portland to Florida Keys?
Currently, June is the cheapest month in which you can book a flight from Portland to Florida Keys (average of $242). Flying from Portland to Florida Keys in October is currently the most expensive (average of $715). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated februari 19, 2026.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and Hawaiian Airlines from Portland to Florida Keys by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.1
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Related info for your journey
Find useful and relevant information for your journey from Portland to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Portland to Florida Keys
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Florida Keys by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Florida Keys by cabin class
Find flights from Portland to Florida Keys, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Florida Keys flights
Browse other Portland and Florida Keys flight options. Last updated on februari 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Portland to Florida Keys
Discover the top 2 airlines that operate flights from Portland to Florida Keys. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated februari 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$608 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$308 | Average$617 | FlexibilityNo cancel fee | On-time71% |