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$134+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — OAK
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(Delta)

One-way from

$134
(Delta)

Popular in

December

Cheapest in

November

Average price

$546
Provider with most accurate pricing for Fort Myers SW Florida Intl-Oakland flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Oakland flights.
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From Fort Myers SW Florida Intl to Oakland
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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).
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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:09 pmRSW - OAK
2 stops13h 50mAlaska Airlines
Sat 11/158:03 pmOAK - RSW
2 stops13h 15mAlaska Airlines
Deal found 10/27$367
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.
Sat 12/277:50 pmRSW - OAK
1 stop8h 40mSouthwest
Fri 1/25:00 amOAK - RSW
1 stop9h 20mSouthwest
Deal found 10/28$518
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.
Mon 12/15:55 pmRSW - OAK
1 stop8h 40mSouthwest
Thu 12/45:45 amOAK - RSW
1 stop8h 05mSouthwest
Deal found 10/28$559
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.
Sun 12/284:45 pmRSW - OAK
2 stops9h 15mSouthwest
Fri 1/25:25 amOAK - RSW
2 stops11h 05mSouthwest
Deal found 10/29$627
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:00 amRSW - OAK
2 stops11h 11mDelta
Tue 11/45:55 amOAK - RSW
2 stops10h 56mDelta
Deal found 10/28$799

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 October 29, 2025.
Use the filters below to find and compare flights from Fort Myers to Oakland that are best for you.

Fly from

Fort Myers

Fly to

Oakland

Route

Depart

Return

Price

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 3/10

4:35 pm-11:53 pm

1 stop10h 18m

Oakland

Wed 3/11

5:55 am-4:05 pm

1 stop7h 10m

$309

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 11/11

1:09 pm-11:59 pm

2 stops13h 50m

Oakland

Sat 11/15

8:03 pm-12:18 pm

2 stops13h 15m

$367

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Fri 1/16

10:20 am-9:25 pm

2 stops14h 05m

Oakland

Tue 1/20

6:15 am-5:00 pm

1 stop7h 45m

$375

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 12/27

7:50 pm-1:30 am

1 stop8h 40m

Oakland

Fri 1/2

5:00 am-5:20 pm

1 stop9h 20m

$518

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sun 12/28

5:55 pm-11:35 pm

1 stop8h 40m

Oakland

Fri 1/2

6:05 am-6:35 pm

1 stop9h 30m

$518

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Wed 11/19

8:00 am-4:11 pm

2 stops11h 11m

$134

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sat 1/10

9:00 am-4:28 pm

1 stop10h 28m

$154

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Sun 12/21

5:30 pm-12:20 am

1 stop9h 50m

$155

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Thu 11/13

4:05 pm-9:15 pm

1 stop8h 10m

$165

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Wed 11/5

10:50 am-5:15 pm

1 stop9h 25m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 12 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fort Myers-Oakland, California flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, July is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $136). Flying from Fort Myers to Oakland, California in December is currently the most expensive (average of $286). 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.

What is the cheapest time of day to fly from RSW to OAK?

Find hourly flight availability from Fort Myers to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

It’s optimal to fly from Fort Myers to Oakland, California at noon. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight in the morning.

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 October 29, 2025.
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
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

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 Delta, Alaska Airlines, and Southwest fly from Fort Myers to Oakland, California in about 10h 18m. The time it takes to get you to your destination can typically vary by up to 3h 47m. 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 $346. Southwest is currently priced 24% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Fort Myers to Oakland, California one-way?

    The cheapest airlines for a one-way flight from Fort Myers to Oakland, California are Delta ($134), Alaska Airlines ($154), and Southwest ($155).

  • 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, July is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $136). Flying from Fort Myers to Oakland, California in December is currently the most expensive (average of $286). 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.

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$346Average$467FlexibilityNo cancel feeOn-time63%

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