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$103+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — RSW
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap 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 septiembre 11, 2025.

Round-trip from

$218
(Southwest)

One-way from

$103
(Southwest)

Popular in

December

Cheapest in

January

Average price

$471
From Oakland to Fort Myers SW Florida Intl
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One-way flight from Oakland to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 5% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($40 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 Oakland to Fort Myers

Cheapest flights from Oakland to Fort Myers
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 septiembre 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.
sáb. 10/255:00 amOAK - RSW
1 stop7h 15mSouthwest
mar. 10/289:05 amRSW - OAK
2 stops15h 10mSouthwest
Deal found 9/11$218
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.
sáb. 10/255:00 amOAK - RSW
1 stop7h 15mSouthwest
mié. 10/2912:15 pmRSW - OAK
2 stops10h 30mSouthwest
Deal found 9/11$247
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.
dom. 12/78:00 amOAK - RSW
1 stop8h 05mSouthwest
jue. 12/1110:50 amRSW - OAK
1 stop9h 25mSouthwest
Deal found 9/11$284
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.
dom. 12/78:00 amOAK - RSW
1 stop8h 05mSouthwest
vie. 12/124:05 pmRSW - OAK
1 stop11h 05mSouthwest
Deal found 9/11$321
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.
dom. 10/266:15 amOAK - RSW
1 stop12h 05mSouthwest
mié. 10/2912:15 pmRSW - OAK
1 stop7h 50mSouthwest
Deal found 9/11$326

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 septiembre 11, 2025.
Use the filters below to find and compare flights from Oakland to Fort Myers that are best for you.

Fly from

Oakland

Fly to

Fort Myers

Route

Depart

Return

Price

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

sáb. 10/25

5:00 am-3:15 pm

1 stop7h 15m

Fort Myers SW Florida Intl

mar. 10/28

9:05 am-9:15 pm

2 stops15h 10m

$218

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

sáb. 10/25

5:00 am-3:15 pm

1 stop7h 15m

Fort Myers SW Florida Intl

mié. 10/29

12:15 pm-5:05 pm

1 stop7h 50m

$242

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

mar. 3/10

5:55 am-4:05 pm

1 stop7h 10m

Fort Myers SW Florida Intl

mié. 3/11

4:35 pm-11:53 pm

1 stop10h 18m

$279

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

dom. 12/7

8:00 am-7:05 pm

1 stop8h 05m

Fort Myers SW Florida Intl

jue. 12/11

10:50 am-5:15 pm

1 stop9h 25m

$284

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

dom. 12/7

8:00 am-7:05 pm

1 stop8h 05m

Fort Myers SW Florida Intl

vie. 12/12

4:05 pm-12:10 am

1 stop11h 05m

$321

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

dom. 10/26

6:15 am-9:20 pm

1 stop12h 05m

Fort Myers SW Florida Intl

mié. 10/29

12:15 pm-7:45 pm

2 stops10h 30m

$331

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

sáb. 10/25

5:00 am-3:15 pm

1 stop7h 15m

$103

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

mié. 10/1

6:30 am-9:16 pm

2 stops35h 46m

$145

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

lun. 12/29

5:40 am-7:35 pm

1 stop10h 55m

$265

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

sáb. 10/25

9:25 am-11:47 am

3 stops23h 22m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 12 results
1
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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.
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 Oakland to Fort Myers

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

Currently, January is the cheapest month in which you can book a flight from Oakland, California to Fort Myers (average of $205). Flying from Oakland, California to Fort Myers in June is currently the most expensive (average of $290). 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 OAK to RSW?

Find hourly flight availability from Oakland to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 11, 2025.

It’s optimal to fly from Oakland, California to Fort Myers in the morning. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight at noon.

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 septiembre 11, 2025.
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.
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

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 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.

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

    Southwest and Delta can get you from Oakland, California to Fort Myers in just under 7h 10m. Your travel time can differ by up to 05m. The distance between Oakland, California and Fort Myers is about 2467 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Oakland, California to Fort Myers round-trip from $321. Southwest is 38% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Fort Myers 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 Oakland, California to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Oakland, California to Fort Myers (average of $205). Flying from Oakland, California to Fort Myers in June is currently the most expensive (average of $290). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$321Average$519FlexibilityNo cancel feeOn-time63%

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