$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
Mar 15 — Mar 221
1 adult, Economy
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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
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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 February 13, 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 February 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 4/2712:52 pm
PDX
- MIA
1 stop15h 40m
Frontier
Tue 5/512:26 pm
MIA
- PDX
2 stops27h 36m
Frontier
Deal found 2/13![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Tue 4/281:48 pm
PDX
- MIA
1 stop12h 17m
Frontier
Sun 5/35:50 am
MIA
- PDX
1 stop32h 13m
Frontier
Deal found 2/13![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Fri 4/1712:52 pm
PDX
- MIA
1 stop15h 40m
Frontier
Sat 4/256:30 am
MIA
- PDX
1 stop31h 33m
Frontier
Deal found 2/11![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Thu 4/1611:48 am
PDX
- MIA
1 stop14h 17m
Frontier
Sun 4/195:05 am
MIA
- PDX
2 stops32h 58m
Frontier
Deal found 2/12![Frontier logo]()
$214
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 4/712:30 am
PDX
- MIA
1 stop10h 06m
Delta
Wed 4/157:10 am
MIA
- PDX
1 stop11h 28m
Delta
Deal found 2/13![Delta logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/210:18 pm
PDX
- MIA
2 stops51h 56m
Frontier
Sun 3/85:50 am
MIA
- PDX
1 stop32h 19m
Frontier
Deal found 2/13![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Mon 4/2712:52 pm
PDX
- MIA
1 stop15h 40m
Frontier
Wed 4/297:50 am
MIA
- PDX
1 stop30h 13m
Frontier
Deal found 2/12![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 2/13. 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.
Fri 4/2411:48 am
PDX
- MIA
1 stop14h 17m
Frontier
Tue 5/57:50 am
MIA
- PDX
1 stop8h 12m
Frontier
Deal found 2/13![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 4/2611:48 am
PDX
- MIA
2 stops34h 42m
Frontier
Wed 5/67:50 am
MIA
- PDX
1 stop30h 13m
Frontier
Deal found 2/13![Frontier logo]()
$222
This eDestinos deal was found by Cheapflights users on 2/13. 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.
Fri 4/1712:52 pm
PDX
- MIA
1 stop15h 40m
Frontier
Sun 4/268:42 am
MIA
- PDX
1 stop27h 17m
Frontier
Deal found 2/13![Frontier logo]()
$223
This Delta deal was found by Cheapflights users on 2/12. 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.
Sun 3/85:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Tue 3/175:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/12![Delta logo]()
$224
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 3/105:40 am
PDX
- EYW
1 stop7h 38m
American Airlines
Tue 3/173:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/9![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 February 13, 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 February 13, 2026.
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 4/712:30 am
PDX
- MIA
1 stop10h 06m
Delta
Wed 4/157:10 am
MIA
- PDX
1 stop11h 28m
Delta
Deal found 2/13![Delta logo]()
$215
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/37:00 am
PDX
- MIA
Nonstop5h 44m
Alaska Airlines
Wed 4/84:44 pm
MIA
- PDX
Nonstop6h 51m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 5/65:20 am
PDX
- MIA
1 stop8h 46m
United Airlines
Wed 5/1312:50 pm
MIA
- PDX
1 stop9h 48m
United Airlines
Deal found 2/12![United Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 3/105:40 am
PDX
- EYW
1 stop7h 38m
American Airlines
Tue 3/173:56 pm
EYW
- PDX
1 stop10h 48m
American Airlines
Deal found 2/9![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/13. 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.
Mon 3/165:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Thu 3/1912:01 pm
MIA
- PDX
1 stop9h 59m
Delta
Deal found 2/13![Delta logo]()
$224
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/36:25 am
PDX
- MIA
1 stop8h 27m
Delta
Tue 3/104:44 pm
MIA
- PDX
1 stop8h 24m
Delta
Deal found 2/10![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Fri 3/208:05 am
MIA
- PDX
1 stop11h 38m
Delta
Deal found 2/10![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 2/13. 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.
Mon 3/1611:15 pm
PDX
- MIA
1 stop8h 00m
Delta
Tue 3/245:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/13![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Fri 4/2410:55 pm
PDX
- EYW
1 stop9h 29m
United Airlines
Fri 5/14:47 pm
EYW
- PDX
1 stop9h 12m
United Airlines
Deal found 2/12![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 2/289:44 pm
PDX
- EYW
2 stops12h 31m
American Airlines
Thu 3/52:06 pm
EYW
- PDX
1 stop9h 38m
American Airlines
Deal found 2/10![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 2/9. 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.
Wed 4/112:30 am
PDX
- MIA
1 stop8h 23m
Delta
Tue 4/75:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/9![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/1010:54 pm
PDX
- EYW
1 stop11h 29m
United Airlines
Tue 3/174:05 pm
EYW
- PDX
1 stop9h 40m
United Airlines
Deal found 2/10![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 2/2810:38 pm
PDX
- EYW
1 stop11h 40m
United Airlines
Thu 3/54:55 pm
EYW
- PDX
1 stop9h 16m
United Airlines
Deal found 2/10![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/10. 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.
Sun 3/112:40 am
PDX
- MIA
1 stop10h 10m
Delta
Wed 4/85:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/10![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 2/10. 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.
Fri 2/2712:40 am
PDX
- MIA
1 stop8h 17m
Delta
Tue 3/104:44 pm
MIA
- PDX
1 stop8h 24m
Delta
Deal found 2/10![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 2/13. 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.
Sun 3/155:30 am
PDX
- MIA
1 stop8h 16m
Delta
Fri 3/208:05 am
MIA
- PDX
1 stop11h 38m
Delta
Deal found 2/13![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 2/10. 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.
Thu 2/2612:09 pm
PDX
- MIA
1 stop7h 38m
Delta
Tue 3/103:33 pm
MIA
- PDX
1 stop9h 35m
Delta
Deal found 2/10![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 2/11. 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.
Mon 5/411:06 pm
PDX
- EYW
1 stop8h 44m
Delta
Wed 5/137:30 am
EYW
- PDX
2 stops14h 53m
Delta
Deal found 2/11![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 2/11. 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.
Sun 5/311:06 pm
PDX
- EYW
1 stop8h 44m
Delta
Thu 5/147:30 am
EYW
- PDX
2 stops14h 53m
Delta
Deal found 2/11![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 2/11. 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.
Sat 5/212:30 am
PDX
- EYW
2 stops13h 53m
Delta
Wed 5/137:30 am
EYW
- PDX
2 stops14h 53m
Delta
Deal found 2/11![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 2/11. 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.
Mon 5/411:06 pm
PDX
- EYW
1 stop8h 44m
Delta
Tue 5/126:22 pm
EYW
- PDX
2 stops21h 06m
Delta
Deal found 2/11![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/11. 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.
Fri 5/85:51 pm
PDX
- EYW
2 stops14h 02m
Delta
Wed 5/137:30 am
EYW
- PDX
2 stops14h 53m
Delta
Deal found 2/11![Delta logo]()
$379
Last-minute flights from Portland to Florida KeysDiscover last-minute flight deals from Portland to Florida Keys. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Florida Keys. Data last updated February 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Fri 2/2710:18 pm
PDX
- MIA
2 stops51h 56m
Frontier
Sat 3/75:50 am
MIA
- PDX
1 stop31h 19m
Frontier
Deal found 2/10![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/16:56 pm
PDX
- MIA
2 stops55h 18m
Multiple Airlines
Sun 3/85:50 am
MIA
- PDX
1 stop32h 19m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/210:18 pm
PDX
- MIA
2 stops51h 56m
Frontier
Sun 3/85:50 am
MIA
- PDX
1 stop32h 19m
Frontier
Deal found 2/13![Frontier logo]()
$218
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/36:00 am
PDX
- MIA
1 stop8h 56m
Delta
Thu 3/128:05 am
MIA
- PDX
1 stop11h 38m
Delta
Deal found 2/10![Delta logo]()
$225
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/36:00 am
PDX
- MIA
1 stop8h 56m
Delta
Fri 3/66:34 pm
MIA
- PDX
1 stop8h 41m
Delta
Deal found 2/10![Delta logo]()
$234
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/37:00 am
PDX
- MIA
Nonstop5h 44m
Alaska Airlines
Tue 4/74:44 pm
MIA
- PDX
Nonstop6h 51m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 3/410:53 pm
PDX
- MIA
Nonstop5h 36m
American Airlines
Tue 3/107:59 pm
MIA
- PDX
Nonstop6h 45m
American Airlines
Deal found 2/10![American Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 2/12. 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.
Sun 3/85:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Tue 3/175:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/12![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Thu 3/1212:04 pm
PDX
- MIA
2 stops19h 30m
Frontier
Wed 3/185:50 am
MIA
- PDX
1 stop32h 19m
Frontier
Deal found 2/13![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Fri 3/1312:04 pm
PDX
- MIA
2 stops26h 30m
Frontier
Wed 3/185:50 am
MIA
- PDX
1 stop32h 19m
Frontier
Deal found 2/13![Frontier logo]()
$246
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Thu 3/195:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/13![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 3/175:40 pm
PDX
- MIA
1 stop10h 09m
Delta
Tue 3/245:56 pm
MIA
- PDX
1 stop9h 03m
Delta
Deal found 2/11![Delta logo]()
$251
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 February 13, 2026.
Search for one-way flight options from Portland to Florida Keys. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Wed 4/151:48 pm
PDX
- MIA
2 stops17h 29m
Frontier
Deal found 2/13![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 5/61:48 pm
PDX
- MIA
2 stops25h 20m
Frontier
Deal found 2/10![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 4/281:48 pm
PDX
- MIA
2 stops20h 03m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$105
This Frontier deal was found by Cheapflights users on 2/10. 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.
Tue 4/211:48 pm
PDX
- MIA
1 stop12h 17m
Frontier
Deal found 2/10![Frontier logo]()
$106
This Delta deal was found by Cheapflights users on 2/12. 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.
Tue 3/107:15 pm
PDX
- MIA
1 stop7h 25m
Delta
Deal found 2/12![Delta logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Tue 5/121:48 pm
PDX
- MIA
2 stops19h 11m
Frontier
Deal found 2/13![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 2/12. 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.
Mon 4/1311:58 am
PDX
- MIA
1 stop14h 51m
Frontier
Deal found 2/12![Frontier logo]()
$112
This CheapOair deal was found by Cheapflights users on 2/13. 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.
Mon 5/48:30 pm
PDX
- MIA
1 stop17h 34m
Alaska Airlines
Deal found 2/13![Alaska Airlines logo]()
$114
This Delta deal was found by Cheapflights users on 2/12. 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.
Mon 3/910:30 pm
PDX
- MIA
1 stop9h 06m
Delta
Deal found 2/12![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 2/10. 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.
Sun 3/811:15 pm
PDX
- MIA
1 stop8h 00m
Delta
Deal found 2/10![Delta logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Wed 6/312:23 pm
PDX
- EYW
2 stops40h 48m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Thu 4/3010:28 pm
PDX
- EYW
1 stop9h 26m
American Airlines
Deal found 2/13![American Airlines logo]()
$353
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 February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Kiwi.com) |
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $387 |
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 February 13, 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
Tue 4/7
12:30 am-1:36 pm
1 stop10h 06m
Miami
Wed 4/15
7:10 am-3:38 pm
1 stop11h 28m
$215
PortlandMiami
PDX - MIA
PDXMIA
Portland
Mon 3/16
5:40 pm-6:49 am
1 stop10h 09m
Miami
Thu 3/19
12:01 pm-7:00 pm
1 stop9h 59m
$224
PortlandMiami
PDX - MIA
PDXMIA
Portland
Tue 3/3
6:25 am-5:52 pm
1 stop8h 27m
Miami
Tue 3/10
4:44 pm-10:08 pm
1 stop8h 24m
$225
PortlandMiami
PDX - MIA
PDXMIA
Portland
Tue 3/17
5:40 pm-6:49 am
1 stop10h 09m
Miami
Fri 3/20
8:05 am-4:43 pm
1 stop11h 38m
$234
PortlandMiami
PDX - MIA
PDXMIA
Portland
Tue 3/3
7:00 am-3:44 pm
Nonstop5h 44m
Miami
Wed 4/8
4:44 pm-8:35 pm
Nonstop6h 51m
$237
PortlandMiami
PDX - MIA
PDXMIA
Portland
Mon 3/16
11:15 pm-10:15 am
1 stop8h 00m
Miami
Tue 3/24
5:56 pm-11:59 pm
1 stop9h 03m
$246
PortlandMiami
PDX - MIA
PDXMIA
Portland
Wed 4/1
12:30 am-11:53 am
1 stop8h 23m
Miami
Tue 4/7
5:56 pm-11:59 pm
1 stop9h 03m
$257
PortlandMiami
PDX - MIA
PDXMIA
Portland
Sun 3/1
12:40 am-1:50 pm
1 stop10h 10m
Miami
Wed 4/8
5:56 pm-11:59 pm
1 stop9h 03m
$275
PortlandMiami
PDX - MIA
PDXMIA
Portland
Fri 2/27
12:40 am-11:57 am
1 stop8h 17m
Miami
Tue 3/10
4:44 pm-10:08 pm
1 stop8h 24m
$275
PortlandMiami
PDX - MIA
PDXMIA
Portland
Wed 5/6
5:20 am-5:06 pm
1 stop8h 46m
Miami
Wed 5/13
12:50 pm-7:38 pm
1 stop9h 48m
$277
Showing 1-10 of 35 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 February 13, 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.
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
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.
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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 February 13, 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 February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$581 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$308 | Average$611 | FlexibilityNo cancel fee | On-time71% |