$141+ Cheap flights from Fort Myers to Oakland, CA (RSW - OAK)
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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — OAK
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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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 Fort Myers to Oakland
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Best
Last-minute
One-way
Cheapest flights from Fort Myers to OaklandExplore the most affordable flight options available from Fort Myers to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Fort Myers to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:40 pm -
1 stop8h 35m
Wed 10/2811:50 am -
1 stop8h 05m
Deal found 9/15![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
1 stop8h 50m
Mon 11/211:50 pm -
1 stop7h 40m
Deal found 9/16![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/222:15 pm -
2 stops12h 41m
Wed 10/286:00 am -
2 stops12h 29m
Deal found 9/15![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:45 pm -
1 stop8h 50m
Thu 10/225:40 am -
1 stop9h 05m
Deal found 9/15![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/166:36 am -
2 stops12h 46m
Sat 11/145:55 am -
2 stops12h 51m
Deal found 9/16![Delta logo]()
$376
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/166:36 am -
2 stops12h 46m
Fri 11/135:00 pm -
2 stops14h 11m
Deal found 9/16![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 pm -
1 stop8h 35m
Sun 10/186:10 am -
1 stop9h 35m
Deal found 9/15![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 10/175:30 am -
2 stops9h 31m
Mon 11/165:00 pm -
2 stops13h 47m
Deal found 9/16![Delta logo]()
$396
Best flights from Fort Myers to OaklandDiscover carefully curated flight deals from Fort Myers to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Fort Myers to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/222:15 pm -
2 stops12h 41m
Wed 10/286:00 am -
2 stops12h 29m
Deal found 9/15![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:45 pm -
1 stop8h 50m
Thu 10/225:40 am -
1 stop9h 05m
Deal found 9/15![Southwest logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/86:00 am -
2 stops20h 26m
Wed 12/95:02 pm -
2 stops22h 57m
Deal found 9/16![Alaska Airlines logo]()
$585
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:40 pm -
1 stop8h 35m
Sat 10/1711:55 pm -
1 stop9h 00m
Deal found 9/12![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/222:15 pm -
2 stops12h 41m
Sun 10/256:00 am -
2 stops12h 29m
Deal found 9/16![Delta logo]()
$426
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am -
2 stops32h 30m
Sat 11/147:52 pm -
2 stops14h 52m
Deal found 9/15![Alaska Airlines logo]()
$629
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:18 am -
3 stops18h 24m
Sat 10/178:10 am -
3 stops23h 48m
Deal found 9/12![Alaska Airlines logo]()
$720
Last-minute flights from Fort Myers to OaklandDiscover last-minute flight deals from Fort Myers to Oakland. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Oakland. Data last updated September 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 pm -
1 stop8h 35m
Sun 10/186:10 am -
1 stop9h 35m
Deal found 9/15![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:45 pm -
1 stop8h 50m
Thu 10/225:40 am -
1 stop9h 05m
Deal found 9/15![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/166:36 am -
2 stops12h 46m
Sat 11/145:55 am -
2 stops12h 51m
Deal found 9/16![Delta logo]()
$376
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/166:36 am -
2 stops12h 46m
Fri 11/135:00 pm -
2 stops14h 11m
Deal found 9/16![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 10/175:30 am -
2 stops9h 31m
Mon 11/165:00 pm -
2 stops13h 47m
Deal found 9/16![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:40 pm -
1 stop8h 35m
Wed 10/2811:50 am -
1 stop8h 05m
Deal found 9/15![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/222:15 pm -
2 stops12h 41m
Wed 10/286:00 am -
2 stops12h 29m
Deal found 9/15![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
1 stop8h 50m
Mon 11/211:50 pm -
1 stop7h 40m
Deal found 9/16![Southwest logo]()
$271
One-way flights from Fort Myers to OaklandSearch for one-way flight options from Fort Myers to Oakland. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Fort Myers to Oakland. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:05 am -
2 stops11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$141
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:26 pm -
2 stops17h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$174
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:40 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Southwest logo]()
$184
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/218:45 am -
1 stop13h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$215
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/154:50 pm -
2 stops10h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:35 pm -
1 stop9h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$250
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/98:40 am -
2 stops13h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Alaska Airlines logo]()
$271
Find flight deals from Fort Myers to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) to Oakland (OAK). 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 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $256 (Southwest) |
One-way from | $141 (Southwest) |
Popular in | October |
Cheapest in | September |
Average price | $349 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Myers to Oakland 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 17, 2026.
Use the filters below to find and compare flights from Fort Myers to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Thu 11/19
6:05 am-2:20 pm
2 stops11h 15m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$141
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Wed 10/14
6:26 pm-9:22 am
2 stops17h 56m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$174
Quickest round-trip
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Fri 10/16
6:40 pm-12:15 am
1 stop8h 35m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$184
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Wed 10/14
5:45 pm-11:20 pm
1 stop8h 35m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$210
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Tue 2/23
9:00 am-3:44 pm
1 stop9h 44m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$239
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Sun 11/15
4:50 pm-12:10 am
2 stops10h 20m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$249
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Sat 10/3
2:35 pm-9:25 pm
1 stop9h 50m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$250
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Thu 10/22
2:15 pm-11:56 pm
2 stops12h 41m
Oakland
Wed 10/28
6:00 am-9:29 pm
2 stops12h 29m
$274
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Thu 10/15
4:45 pm-10:35 pm
1 stop8h 50m
Oakland
Thu 10/22
5:40 am-5:45 pm
1 stop9h 05m
$367
Fort MyersOakland
RSW Fort Myers SW Florida Intl - OAK Oakland
RSWOAK
Fort Myers SW Florida Intl
Fri 10/16
6:40 pm-12:15 am
1 stop8h 35m
Oakland
Sat 10/17
11:55 pm-11:55 am
1 stop9h 00m
$417
Showing 1-10 of 14 resultsSorted by cheapest first
Compare providers for flights from Fort Myers to Oakland
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 Fort Myers to Oakland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Fort Myers-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fort Myers-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Oakland, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Fort Myers-Oakland, California 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 Fort Myers-Oakland, California 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 Fort Myers to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Fort Myers with our price prediction graph.
RSW-OAK
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.
Reviews of airlines servicing Oakland
Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated September 17, 2026.
Read through reviews of airlines operating flights from Fort Myers to Oakland, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Fort Myers to Oakland. 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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Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Fort Myers and Oakland flights
Browse other Fort Myers and Oakland flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Fort Myers to Oakland
Discover the top airline that operate flights from Fort Myers to Oakland. 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$293 | Average$488 | FlexibilityNo cancel fee | On-time63% |