$448+ Cheap flights from Oakland, CA to Key West (OAK - EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — EYW
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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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
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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 Oakland to Key West
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Cheapest flights from Oakland to Key WestExplore the most affordable flight options available from Oakland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
Explore the most affordable flight options available from Oakland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2026.
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 11/1112:41 pm -
2 stops28h 19m
Sat 11/147:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$908
This Delta deal was found by Cheapflights users on 9/11. 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 12/2012:34 pm -
2 stops19h 19m
Mon 12/287:15 am -
2 stops31h 39m
Deal found 9/11![Delta logo]()
$1,185
This Delta deal was found by Cheapflights users on 9/11. 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 12/2112:34 pm -
2 stops29h 24m
Mon 12/287:15 am -
2 stops31h 39m
Deal found 9/11![Delta logo]()
$1,205
This Delta deal was found by Cheapflights users on 9/12. 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 11/225:55 am -
2 stops25h 53m
Fri 11/276:05 pm -
2 stops20h 56m
Deal found 9/12![Delta logo]()
$1,393
This Delta deal was found by Cheapflights users on 9/12. 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.
Sat 11/215:55 am -
2 stops11h 05m
Sun 11/227:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$1,639
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:55 am -
2 stops11h 05m
Sun 11/227:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$1,659
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:55 am -
2 stops11h 05m
Sat 11/212:06 pm -
2 stops10h 56m
Deal found 9/12![Delta logo]()
$1,679
This Delta deal was found by Cheapflights users on 9/12. 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.
Thu 11/125:55 am -
2 stops11h 05m
Sun 11/157:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$2,225
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 11/115:55 am -
2 stops11h 05m
Sun 11/157:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$6,873
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:00 pm -
2 stops14h 48m
Fri 11/2711:43 am -
2 stops13h 19m
Deal found 9/12![Delta logo]()
$7,033
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:00 pm -
2 stops14h 48m
Sat 11/282:06 pm -
2 stops12h 49m
Deal found 9/12![Delta logo]()
$7,103
Best flights from Oakland to Key WestDiscover carefully curated flight deals from Oakland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
Discover carefully curated flight deals from Oakland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2026.
This Delta deal was found by Cheapflights users on 9/12. 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.
Thu 11/1212:41 pm -
2 stops28h 19m
Sat 11/147:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$908
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 11/1112:41 pm -
2 stops28h 19m
Sat 11/147:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$908
This Delta deal was found by Cheapflights users on 9/11. 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 12/2212:34 pm -
2 stops19h 19m
Mon 12/287:15 am -
2 stops31h 39m
Deal found 9/11![Delta logo]()
$1,185
This Delta deal was found by Cheapflights users on 9/11. 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 12/2112:34 pm -
2 stops29h 24m
Mon 12/287:15 am -
2 stops31h 39m
Deal found 9/11![Delta logo]()
$1,205
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:55 am -
2 stops11h 05m
Sat 11/212:06 pm -
2 stops10h 56m
Deal found 9/12![Delta logo]()
$1,679
This Delta deal was found by Cheapflights users on 9/12. 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.
Wed 11/115:55 am -
2 stops11h 05m
Sun 11/157:25 am -
2 stops11h 52m
Deal found 9/12![Delta logo]()
$6,873
This Delta deal was found by Cheapflights users on 9/12. 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.
Fri 11/205:00 pm -
2 stops14h 48m
Fri 11/2711:43 am -
2 stops13h 19m
Deal found 9/12![Delta logo]()
$7,033
This Delta deal was found by Cheapflights users on 9/12. 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 11/245:55 am -
2 stops11h 05m
Sun 11/292:06 pm -
2 stops12h 49m
Deal found 9/12![Delta logo]()
$7,343
One-way flights from Oakland to Key WestSearch for one-way flight options from Oakland to Key West. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
Search for one-way flight options from Oakland to Key West. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 11/135:00 pm -
2 stops14h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 11/1112:41 pm -
2 stops28h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 9/13. 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.
Thu 11/195:55 am -
2 stops11h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$625
This Delta deal was found by Cheapflights users on 9/12. 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 12/215:00 pm -
2 stops14h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$635
This Delta deal was found by Cheapflights users on 9/11. 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 12/205:56 am -
2 stops12h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$655
This Delta deal was found by Cheapflights users on 9/13. 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.
Sat 11/2112:41 pm -
2 stops19h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$679
This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 12/245:56 am -
2 stops12h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$755
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 11/205:00 pm -
2 stops24h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$908
Find flight deals from Oakland to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $908 (Delta) |
One-way from | $448 (Delta) |
Popular in | December |
Cheapest in | August |
Average price | $501 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Key West 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 7,457,451 searches. Data last updated September 14, 2026.
Use the filters below to find and compare flights from Oakland to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Thu 11/12
12:41 pm-8:00 pm
2 stops28h 19m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$469
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Mon 12/21
5:00 pm-10:53 am
2 stops14h 53m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$635
Quickest round-trip
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Sun 12/20
5:56 am-8:58 pm
2 stops12h 02m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$655
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Sat 11/21
12:41 pm-10:48 am
2 stops19h 07m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$679
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Thu 12/24
5:56 am-8:58 pm
2 stops12h 02m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$755
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Fri 11/20
5:00 pm-8:00 pm
2 stops24h 00m
Key West
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$908
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Thu 11/12
12:41 pm-8:00 pm
2 stops28h 19m
Key West
Sat 11/14
7:25 am-4:17 pm
2 stops11h 52m
$908
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Wed 11/11
12:41 pm-8:00 pm
2 stops28h 19m
Key West
Sat 11/14
7:25 am-4:17 pm
2 stops11h 52m
$908
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Tue 12/22
12:34 pm-10:53 am
2 stops19h 19m
Key West
Mon 12/28
7:15 am-11:54 am
2 stops31h 39m
$1,185
OaklandKey West
OAK Oakland - EYW Key West
OAKEYW
Oakland
Mon 12/21
12:34 pm-8:58 pm
2 stops29h 24m
Key West
Mon 12/28
7:15 am-11:54 am
2 stops31h 39m
$1,205
Showing 1-10 of 14 resultsSorted by cheapest first
Compare providers for flights from Oakland to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Key West in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Oakland to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Oakland with our price prediction graph.
OAK-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.
Related info for your journey
Find useful and relevant information for your journey from Oakland to Key West. 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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