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$164+ Cheap flights from Fort Myers to Oakland, CA (RSW - OAK)

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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — OAK
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
1 adult, Economy
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Cheap flight deals from Fort Myers to Oakland

Cheapest flights from Fort Myers to Oakland
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 March 16, 2026.

This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 5/56:05 am
RSW
-
OAK
2 stops11h 50m
Southwest
Thu 5/79:30 pm
OAK
-
RSW
2 stops10h 40m
Southwest
Deal found 3/12$335
This Southwest deal was found by Cheapflights users on 3/14. 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 4/156:05 am
RSW
-
OAK
2 stops11h 50m
Southwest
Sun 4/1911:55 pm
OAK
-
RSW
1 stop8h 15m
Southwest
Deal found 3/14$363
This Southwest deal was found by Cheapflights users on 3/15. 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.
Tue 8/42:35 pm
RSW
-
OAK
2 stops9h 45m
Southwest
Wed 8/126:15 am
OAK
-
RSW
2 stops10h 35m
Southwest
Deal found 3/15$368
This Delta deal was found by Cheapflights users on 3/14. 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 4/254:55 pm
RSW
-
OAK
1 stop7h 46m
Delta
Sat 5/95:55 pm
OAK
-
RSW
2 stops12h 52m
Delta
Deal found 3/14$378
This Southwest deal was found by Cheapflights users on 3/15. 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.
Tue 8/46:10 am
RSW
-
OAK
2 stops10h 45m
Southwest
Tue 8/1111:55 pm
OAK
-
RSW
1 stop9h 35m
Southwest
Deal found 3/15$384
This Delta deal was found by Cheapflights users on 3/16. 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.
Wed 6/312:40 pm
RSW
-
OAK
2 stops14h 17m
Delta
Fri 7/35:05 pm
OAK
-
RSW
2 stops15h 14m
Delta
Deal found 3/16$393
This Southwest deal was found by Cheapflights users on 3/14. 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 5/287:35 am
RSW
-
OAK
1 stop7h 50m
Southwest
Tue 6/95:30 am
OAK
-
RSW
2 stops9h 15m
Southwest
Deal found 3/14$399
This Southwest deal was found by Cheapflights users on 3/12. 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.
Sat 4/2510:30 am
RSW
-
OAK
2 stops11h 15m
Southwest
Wed 5/69:30 am
OAK
-
RSW
2 stops9h 40m
Southwest
Deal found 3/12$403
This Southwest deal was found by Cheapflights users on 3/15. 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 6/36:45 am
RSW
-
OAK
2 stops10h 20m
Southwest
Fri 7/35:45 am
OAK
-
RSW
1 stop11h 25m
Southwest
Deal found 3/15$413
This Delta deal was found by Cheapflights users on 3/16. 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 4/256:34 am
RSW
-
OAK
2 stops12h 52m
Delta
Wed 5/65:55 am
OAK
-
RSW
1 stop7h 03m
Delta
Deal found 3/16$417

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 March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Southwest)

One-way from

$164
(Delta)

Popular in

December

Cheapest in

November

Average price

$505
Provider with most accurate pricing for Fort Myers SW Florida Intl-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Oakland flights.
Search Deals
From Fort Myers SW Florida Intl to Oakland
Search Deals
One-way flight from Fort Myers SW Florida Intl to Oakland
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 2,558,603 searches. Data last updated March 16, 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

Price

Cheapest round-trip

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 8/4

6:10 am-1:55 pm

2 stops10h 45m

Oakland

Tue 8/11

8:00 am-7:50 pm

2 stops8h 50m

$368

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 4/25

4:55 pm-9:41 pm

1 stop7h 46m

Oakland

Sat 5/9

5:55 pm-9:47 am

2 stops12h 52m

$378

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Thu 5/28

7:35 am-12:25 pm

1 stop7h 50m

Oakland

Tue 6/9

5:30 am-5:45 pm

2 stops9h 15m

$399

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 4/25

10:30 am-6:45 pm

2 stops11h 15m

Oakland

Wed 5/6

9:30 am-10:10 pm

2 stops9h 40m

$403

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 4/25

6:34 am-4:26 pm

2 stops12h 52m

Oakland

Wed 5/6

5:55 am-3:58 pm

1 stop7h 03m

$417

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 8/4

7:10 am-12:40 pm

1 stop8h 30m

Oakland

Wed 8/12

11:55 pm-12:45 pm

1 stop9h 50m

$464
Quickest round-trip

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Wed 4/29

4:55 pm-11:54 pm

1 stop9h 59m

Oakland

Mon 5/4

5:55 am-3:58 pm

1 stop7h 03m

$493
Cheapest one-way

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Fri 4/24

4:55 pm-11:54 pm

1 stop9h 59m

$164

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Wed 4/22

4:55 pm-11:54 pm

1 stop9h 59m

$164

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 4/25

10:30 am-6:45 pm

2 stops11h 15m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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 March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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 Fort Myers to Oakland

What is the cheapest month to book a flight from Fort Myers to Oakland, California?

Currently, August is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $156). Flying from Fort Myers to Oakland, California in March is currently the most expensive (average of $287). 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 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 March 16, 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.
Southwest
8.0
Very good
4,318 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,318 reviews
Southwest
8.0
Very good
4,318 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • How long is the flight from Fort Myers to Oakland, California?

    Airlines like Southwest and Delta fly from Fort Myers to Oakland, California in about 7h 46m. The time it takes to get you to your destination can typically vary by up to 4h 04m. There are 2467 mi between Fort Myers and Oakland, California. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Fort Myers to Oakland, California round-trip?

    Flying on Southwest is currently your cheapest option to Oakland, California, with prices starting at $293. Southwest is currently priced 35% below the average price you’ll pay for this route.

  • Can I find deals for flights from Fort Myers to Oakland that include hotel bookings?

    Yes. In addition to deals on Fort Myers to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fort Myers to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fort Myers to Oakland.

  • Can I find deals for business class flights from Fort Myers to Oakland?

    Yes. Cheapflights offers flight deals from Fort Myers to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Fort Myers to Oakland, California?

    Currently, August is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $156). Flying from Fort Myers to Oakland, California in March is currently the most expensive (average of $287). 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.

See more FAQs

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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 2,558,603 searches. Data last updated March 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$293Average$486FlexibilityNo cancel feeOn-time63%

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