$160+ Cheap flights from Oakland, CA to Fort Myers (OAK - RSW)
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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — RSW
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Fort Myers 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
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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 Fort Myers
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Cheapest flights from Oakland to Fort MyersExplore the most affordable flight options available from Oakland to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Oakland to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/26. 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 12/176:45 am -
2 stops9h 40m
Fri 12/2510:00 am -
2 stops9h 20m
Deal found 10/26![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 10/25. 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 12/311:50 pm -
1 stop7h 40m
Mon 12/72:55 pm -
1 stop11h 40m
Deal found 10/25![Southwest logo]()
$387
This Expedia deal was found by Cheapflights users on 10/29. 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.
Thu 12/31:36 pm -
1 stop28h 39m
Mon 12/78:45 am -
1 stop13h 27m
Deal found 10/29![Alaska Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/28. 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 12/311:50 pm -
1 stop7h 40m
Thu 12/178:25 am -
1 stop7h 50m
Deal found 10/28![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/28. 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 12/107:55 am -
1 stop7h 05m
Sun 12/138:25 am -
1 stop7h 50m
Deal found 10/28![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 10/30. 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 12/186:00 am -
1 stop11h 40m
Fri 12/2510:00 am -
2 stops9h 20m
Deal found 10/30![Southwest logo]()
$414
Best flights from Oakland to Fort MyersDiscover carefully curated flight deals from Oakland to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Oakland to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/25. 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 12/36:25 am -
2 stops9h 15m
Mon 12/72:55 pm -
1 stop11h 40m
Deal found 10/25![Southwest logo]()
$418
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 12/306:00 am -
1 stop11h 59m
Mon 1/118:40 am -
2 stops17h 24m
Deal found 10/28![Alaska Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 10/29. 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 11/2412:41 pm -
2 stops32h 59m
Fri 12/42:09 pm -
2 stops12h 54m
Deal found 10/29![Delta logo]()
$584
This Southwest deal was found by Cheapflights users on 10/26. 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 12/245:30 am -
2 stops11h 20m
Thu 12/312:55 pm -
1 stop11h 40m
Deal found 10/26![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 10/25. 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 11/298:45 pm -
2 stops9h 45m
Sat 12/52:05 pm -
1 stop7h 45m
Deal found 10/25![Southwest logo]()
$518
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 11/276:08 am -
1 stop11h 52m
Wed 12/26:00 am -
2 stops13h 22m
Deal found 10/26![Alaska Airlines logo]()
$579
This Southwest deal was found by Cheapflights users on 10/25. 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 12/257:45 pm -
2 stops10h 40m
Thu 12/312:55 pm -
1 stop11h 40m
Deal found 10/25![Southwest logo]()
$568
This Southwest deal was found by Cheapflights users on 10/29. 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.
Mon 11/910:35 am -
1 stop6h 50m
Thu 11/124:35 pm -
1 stop11h 05m
Deal found 10/29![Southwest logo]()
$584
Last-minute flights from Oakland to Fort MyersDiscover last-minute flight deals from Oakland to Fort Myers. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Fort Myers. Data last updated October 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/27. 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 11/158:30 am -
1 stop8h 55m
Thu 11/197:00 am -
2 stops11h 00m
Deal found 10/27![Southwest logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/242:34 pm -
1 stop26h 45m
Wed 12/26:26 pm -
2 stops20h 07m
Deal found 10/29![Multiple Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 10/29. 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 11/2611:55 pm -
1 stop8h 35m
Tue 12/111:55 am -
2 stops10h 25m
Deal found 10/29![Southwest logo]()
$453
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 11/276:08 am -
1 stop11h 52m
Fri 12/48:45 am -
2 stops13h 54m
Deal found 10/29![Alaska Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 10/29. 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 11/275:55 am -
2 stops24h 50m
Fri 12/411:29 am -
2 stops15h 34m
Deal found 10/29![Delta logo]()
$511
This Southwest deal was found by Cheapflights users on 10/25. 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 11/298:45 pm -
2 stops9h 45m
Sat 12/52:05 pm -
1 stop7h 45m
Deal found 10/25![Southwest logo]()
$518
One-way flights from Oakland to Fort MyersSearch for one-way flight options from Oakland to Fort Myers. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Oakland to Fort Myers. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/27. 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.
Mon 12/1411:50 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 10/27. 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.
Tue 12/156:30 am -
1 stop12h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 10/27. 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 12/1211:50 pm -
1 stop8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$175
This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:00 am -
1 stop11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Alaska Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 10/27. 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 12/1311:50 pm -
1 stop9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 10/29. 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 12/176:45 am -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 10/27. 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 12/1110:20 am -
2 stops8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/1612:28 pm -
3 stops26h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 10/29. 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 11/218:30 pm -
2 stops10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/3010:27 pm -
2 stops33h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/1612:28 pm -
2 stops24h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$268
Find flight deals from Oakland to Fort Myers
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Fort Myers (RSW). 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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $378 (Southwest) |
One-way from | $160 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $437 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Fort Myers 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 October 30, 2026.
Use the filters below to find and compare flights from Oakland to Fort Myers that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Tue 12/15
6:30 am-10:20 pm
1 stop12h 50m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$165
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Sat 12/12
5:55 am-6:56 pm
2 stops10h 01m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$165
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Thu 12/24
5:30 am-7:50 pm
2 stops11h 20m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$199
Quickest round-trip
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Fri 12/11
10:20 am-9:45 pm
2 stops8h 25m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$199
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Thu 12/31
6:00 am-8:59 pm
1 stop11h 59m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$209
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Thu 12/17
6:45 am-7:25 pm
2 stops9h 40m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$209
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Thu 12/31
6:45 am-7:50 pm
2 stops10h 05m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$225
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Sat 11/21
8:30 pm-9:45 am
2 stops10h 15m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$225
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Sat 12/19
10:27 pm-8:57 pm
2 stops43h 30m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$277
OaklandFort Myers
OAK Oakland - RSW Fort Myers SW Florida Intl
OAKRSW
Oakland
Sat 12/19
12:30 pm-12:25 am
1 stop8h 55m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$281
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Oakland to Fort Myers
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 Fort Myers in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Fort Myers flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Fort Myers 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-Fort Myers 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 Fort Myers
Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Oakland with our price prediction graph.
OAK-RSW
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 Fort Myers
Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated October 30, 2026.
Peruse reviews from past customers who have flown with Southwest from Oakland to Fort Myers to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.4
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Entertainment
7.4
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Oakland to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Estero
Lehigh Acres
Sanibel
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Oakland and Fort Myers flights
Browse other Oakland and Fort Myers flight options. Last updated on October 30, 2026.
Other flights from Oakland
Browse through other flights departing from Oakland. Flights are based on user searches made on Cheapflights and were last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Oakland to Fort Myers
Discover the top airline that operate flights from Oakland to Fort Myers. 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 October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$322 | Average$569 | FlexibilityNo cancel fee | On-time63% |