$161+ Cheap flights from Oakland, CA to Fort Myers (OAK - RSW)
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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — RSW
Sep 1 — Sep 81
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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Best
Last-minute
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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 August 2, 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 August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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.
Tue 10/1311:50 am
OAK
- RSW
1 stop8h 00m
Southwest
Tue 11/32:55 pm
RSW
- OAK
1 stop11h 30m
Southwest
Deal found 7/29![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 7/29. 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 8/2411:55 pm
OAK
- RSW
1 stop9h 45m
Southwest
Thu 8/275:25 pm
RSW
- OAK
1 stop8h 40m
Southwest
Deal found 7/29![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 12/211:50 pm
OAK
- RSW
1 stop9h 50m
Southwest
Mon 12/710:00 am
RSW
- OAK
1 stop10h 10m
Southwest
Deal found 7/29![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 8/1. 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 11/811:50 pm
OAK
- RSW
1 stop8h 40m
Southwest
Tue 11/177:00 am
RSW
- OAK
1 stop8h 45m
Southwest
Deal found 8/1![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 8/2. 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 9/911:55 pm
OAK
- RSW
1 stop9h 50m
Southwest
Sat 9/196:25 am
RSW
- OAK
2 stops11h 30m
Southwest
Deal found 8/2![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 7/29. 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 12/311:50 pm
OAK
- RSW
1 stop7h 45m
Southwest
Mon 12/72:55 pm
RSW
- OAK
1 stop11h 30m
Southwest
Deal found 7/29![Southwest logo]()
$377
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 August 2, 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 August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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.
Tue 10/1311:50 am
OAK
- RSW
1 stop8h 00m
Southwest
Tue 11/31:05 pm
RSW
- OAK
2 stops11h 00m
Southwest
Deal found 7/29![Southwest logo]()
$326
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Tue 12/87:00 am
OAK
- RSW
2 stops12h 52m
Alaska Airlines
Wed 12/911:54 am
RSW
- OAK
2 stops13h 16m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$441
This Southwest deal was found by Cheapflights users on 8/1. 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 11/88:30 pm
OAK
- RSW
2 stops10h 15m
Southwest
Tue 11/177:00 am
RSW
- OAK
2 stops11h 00m
Southwest
Deal found 8/1![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 8/2. 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 8/219:15 am
OAK
- RSW
2 stops10h 05m
Southwest
Wed 8/262:35 pm
RSW
- OAK
2 stops9h 45m
Southwest
Deal found 8/2![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 7/29. 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 10/85:15 am
OAK
- RSW
2 stops9h 30m
Southwest
Mon 10/124:45 pm
RSW
- OAK
2 stops10h 05m
Southwest
Deal found 7/29![Southwest logo]()
$424
This Southwest deal was found by Cheapflights users on 8/1. 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 8/1511:55 pm
OAK
- RSW
1 stop9h 50m
Southwest
Sun 8/236:10 am
RSW
- OAK
2 stops9h 20m
Southwest
Deal found 8/1![Southwest logo]()
$518
This Southwest deal was found by Cheapflights users on 8/1. 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 12/197:00 am
OAK
- RSW
2 stops10h 50m
Southwest
Mon 1/44:50 pm
RSW
- OAK
2 stops10h 15m
Southwest
Deal found 8/1![Southwest logo]()
$533
Last-minute flights from Oakland to Fort MyersDiscover last-minute flight deals from Oakland to Fort Myers. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Fort Myers. Data last updated August 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/2. 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 8/25:05 pm
OAK
- RSW
2 stops15h 12m
Delta
Tue 8/113:04 pm
RSW
- OAK
2 stops11h 52m
Delta
Deal found 8/2![Delta logo]()
$669
This Southwest deal was found by Cheapflights users on 8/1. 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 8/1511:55 pm
OAK
- RSW
1 stop9h 50m
Southwest
Sun 8/236:10 am
RSW
- OAK
2 stops9h 20m
Southwest
Deal found 8/1![Southwest logo]()
$518
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sun 8/1611:55 pm
OAK
- RSW
1 stop9h 50m
Southwest
Sat 8/226:25 am
RSW
- OAK
2 stops11h 30m
Southwest
Deal found 7/30![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 8/2. 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 8/219:15 am
OAK
- RSW
2 stops10h 05m
Southwest
Wed 8/262:35 pm
RSW
- OAK
2 stops9h 45m
Southwest
Deal found 8/2![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 7/29. 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 8/2411:55 pm
OAK
- RSW
1 stop9h 45m
Southwest
Thu 8/275:25 pm
RSW
- OAK
1 stop8h 40m
Southwest
Deal found 7/29![Southwest logo]()
$329
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 August 2, 2026.
Search for one-way flight options from Oakland to Fort Myers. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Southwest deal was found by Cheapflights users on 8/2. 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 10/1411:50 am
OAK
- RSW
1 stop8h 00m
Southwest
Deal found 8/2![Southwest logo]()
$161
This Southwest deal was found by Cheapflights users on 7/30. 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.
Thu 11/128:30 am
OAK
- RSW
1 stop8h 55m
Southwest
Deal found 7/30![Southwest logo]()
$189
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 12/27:00 am
OAK
- RSW
1 stop11h 30m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$200
This Southwest deal was found by Cheapflights users on 8/1. 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 12/215:00 am
OAK
- RSW
1 stop9h 20m
Southwest
Deal found 8/1![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/29. 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 8/107:00 am
OAK
- RSW
2 stops10h 10m
Southwest
Deal found 7/29![Southwest logo]()
$300
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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 12/236:00 am
OAK
- RSW
1 stop11h 45m
Alaska Airlines
Deal found 8/1![Alaska Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:42 pm
OAK
- RSW
2 stops14h 01m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 12/2110:33 pm
OAK
- RSW
3 stops31h 13m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$489
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 August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $321 (Southwest) |
One-way from | $161 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $450 |
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 2,558,603 searches. Data last updated August 2, 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
Quickest round-trip
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Tue 10/13
11:50 am-10:50 pm
1 stop8h 00m
Fort Myers SW Florida Intl
Tue 11/3
1:05 pm-9:05 pm
2 stops11h 00m
$326
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Sun 11/8
8:30 pm-9:45 am
2 stops10h 15m
Fort Myers SW Florida Intl
Tue 11/17
7:00 am-3:00 pm
2 stops11h 00m
$360
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Fri 8/21
9:15 am-10:20 pm
2 stops10h 05m
Fort Myers SW Florida Intl
Wed 8/26
2:35 pm-9:20 pm
2 stops9h 45m
$404
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Thu 10/8
5:15 am-5:45 pm
2 stops9h 30m
Fort Myers SW Florida Intl
Mon 10/12
4:45 pm-11:50 pm
2 stops10h 05m
$424
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Tue 12/8
7:00 am-10:52 pm
2 stops12h 52m
Fort Myers SW Florida Intl
Wed 12/9
11:54 am-10:10 pm
2 stops13h 16m
$441
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Sat 8/15
11:55 pm-12:45 pm
1 stop9h 50m
Fort Myers SW Florida Intl
Sun 8/23
6:10 am-12:30 pm
2 stops9h 20m
$518
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Sat 12/19
7:00 am-8:50 pm
2 stops10h 50m
Fort Myers SW Florida Intl
Mon 1/4
4:50 pm-12:05 am
2 stops10h 15m
$533
Cheapest one-way
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Wed 10/14
11:50 am-10:50 pm
1 stop8h 00m
$161
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Tue 12/15
6:25 am-6:00 pm
1 stop8h 35m
$161
Quickest one-way
OaklandFort Myers
OAK - RSW
OAKRSW
Oakland
Thu 12/3
11:50 pm-10:35 am
1 stop7h 45m
$189
Showing 1-10 of 16 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 August.
| 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 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 August 2, 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.
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
Sanibel
Lehigh Acres
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Oakland and Fort Myers flights
Browse other Oakland and Fort Myers flight options. Last updated on August 2, 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 August 2, 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 2,558,603 searches. Data last updated August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$322 | Average$612 | FlexibilityNo cancel fee | On-time63% |