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$140+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — OAK
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$210
(Southwest)

One-way from

$140
(Delta)

Popular in

December

Cheapest in

July

Average price

$355
From Fort Myers SW Florida Intl to Oakland
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One-way flight from Fort Myers SW Florida Intl to Oakland
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Highest demand for flights based on searches. 10% potential increase in price ($55 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 September 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. 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 11/134:05 pmRSW - OAK
1 stop11h 05mSouthwest
Mon 11/175:45 amOAK - RSW
1 stop8h 05mSouthwest
Deal found 9/11$210
This Southwest deal was found by Cheapflights users on 9/9. 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 11/134:05 pmRSW - OAK
1 stop11h 05mSouthwest
Sun 11/168:00 amOAK - RSW
1 stop8h 05mSouthwest
Deal found 9/9$233
This Delta deal was found by Cheapflights users on 9/11. 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 11/132:15 pmRSW - OAK
2 stops12h 48mDelta
Mon 11/174:51 pmOAK - RSW
2 stops13h 53mDelta
Deal found 9/11$289
This Southwest deal was found by Cheapflights users on 9/10. 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 10/11:10 pmRSW - OAK
2 stops9h 30mSouthwest
Sat 10/49:05 amOAK - RSW
1 stop9h 05mSouthwest
Deal found 9/10$369
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 11/1311:27 amRSW - OAK
2 stops15h 32mAlaska Airlines
Mon 11/177:12 pmOAK - RSW
3 stops22h 07mAlaska Airlines
Deal found 9/11$547
This Southwest deal was found by Cheapflights users on 9/10. 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 10/122:10 pmRSW - OAK
1 stop11h 10mSouthwest
Wed 10/228:45 amOAK - RSW
2 stops9h 55mSouthwest
Deal found 9/10$552

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 September 11, 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

Thu 11/13

4:05 pm-12:10 am

1 stop11h 05m

Oakland

Mon 11/17

5:45 am-4:50 pm

1 stop8h 05m

$210

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Thu 11/13

4:05 pm-12:10 am

1 stop11h 05m

Oakland

Sun 11/16

8:00 am-7:05 pm

1 stop8h 05m

$233

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 3/3

4:35 pm-11:53 pm

1 stop10h 18m

Oakland

Wed 3/4

5:55 am-4:05 pm

1 stop7h 10m

$279

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Thu 11/13

2:15 pm-12:03 am

2 stops12h 48m

Oakland

Mon 11/17

4:51 pm-9:44 am

2 stops13h 53m

$289

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

$333

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Wed 10/1

1:10 pm-7:40 pm

2 stops9h 30m

Oakland

Sat 10/4

9:05 am-9:10 pm

1 stop9h 05m

$369

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 3/3

1:45 pm-11:38 pm

2 stops12h 53m

Oakland

Wed 3/4

6:30 am-10:05 pm

2 stops12h 35m

$395

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Thu 2/19

4:35 pm-11:53 pm

1 stop10h 18m

$140

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 11/11

12:30 pm-7:50 pm

1 stop10h 20m

$155

Fort MyersOakland

RSW - OAK

RSWOAK

Fort Myers SW Florida Intl

Tue 2/17

4:35 pm-11:53 pm

1 stop10h 18m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 17 results
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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, April is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $183). Flying from Fort Myers to Oakland, California in November is currently the most expensive (average of $259). 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 September 11, 2025.

It’s optimal to fly from Fort Myers to Oakland, California at noon. By choosing this option you can save up to 1% 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 September 11, 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
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

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 10h 18m. The time it takes to get you to your destination can typically vary by up to 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 25% 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, April is the cheapest month in which you can book a flight from Fort Myers to Oakland, California (average of $183). Flying from Fort Myers to Oakland, California in November is currently the most expensive (average of $259). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$346Average$486FlexibilityNo cancel feeOn-time63%

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