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Fort Myers

$155+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — RSW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:55 am
OAK
-
RSW
1 stop6h 50m
Delta
Wed 3/184:55 pm
RSW
-
OAK
1 stop9h 51m
Delta
Deal found 1/29$299
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
OAK
-
RSW
2 stops13h 51m
Delta
Wed 3/114:55 pm
RSW
-
OAK
1 stop9h 51m
Delta
Deal found 1/27$314
This Southwest deal was found by Cheapflights users on 1/29. 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 3/510:00 am
OAK
-
RSW
2 stops11h 25m
Southwest
Tue 3/105:40 pm
RSW
-
OAK
1 stop9h 00m
Southwest
Deal found 1/29$358
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:55 pm
OAK
-
RSW
1 stop13h 40m
Southwest
Fri 5/87:35 am
RSW
-
OAK
1 stop13h 45m
Southwest
Deal found 1/27$359
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:55 pm
OAK
-
RSW
1 stop13h 40m
Southwest
Sat 5/92:35 pm
RSW
-
OAK
1 stop10h 10m
Southwest
Deal found 1/27$372

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(Delta)

One-way from

$155
(Delta)

Popular in

December

Cheapest in

January

Average price

$322
Provider with most accurate pricing for Oakland-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Fort Myers SW Florida Intl flights.
Search Deals
From Oakland to Fort Myers SW Florida Intl
Search Deals
One-way flight from Oakland to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

Tue 3/10

4:49 pm-9:12 am

2 stops13h 23m

Fort Myers SW Florida Intl

Wed 3/18

4:55 pm-11:46 pm

1 stop9h 51m

$364

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Thu 3/5

10:00 am-12:25 am

2 stops11h 25m

Fort Myers SW Florida Intl

Tue 3/10

6:15 am-6:35 pm

2 stops15h 20m

$384

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Mon 2/23

6:30 am-6:05 pm

1 stop8h 35m

Fort Myers SW Florida Intl

Sat 2/28

5:00 am-2:15 pm

2 stops12h 15m

$402

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Tue 3/10

4:49 pm-9:12 am

2 stops13h 23m

Fort Myers SW Florida Intl

Tue 3/17

4:55 pm-11:46 pm

1 stop9h 51m

$414

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Mon 3/2

5:55 am-4:00 pm

1 stop7h 05m

Fort Myers SW Florida Intl

Wed 3/11

4:55 pm-11:46 pm

1 stop9h 51m

$414

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Tue 3/10

6:15 am-9:51 pm

2 stops12h 36m

Fort Myers SW Florida Intl

Tue 3/17

11:29 am-10:49 pm

2 stops14h 20m

$419

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Tue 3/17

5:55 am-3:45 pm

1 stop6h 50m

Fort Myers SW Florida Intl

Mon 3/23

4:55 pm-11:46 pm

1 stop9h 51m

$429

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Thu 3/12

11:55 pm-10:50 am

1 stop7h 55m

Fort Myers SW Florida Intl

Tue 3/17

3:40 pm-11:40 pm

1 stop11h 00m

$434

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Tue 3/10

5:55 am-3:45 pm

1 stop6h 50m

Fort Myers SW Florida Intl

Thu 3/19

4:55 pm-11:46 pm

1 stop9h 51m

$439

OaklandFort Myers

OAK - RSW

OAKRSW

Oakland

Sat 4/18

5:55 am-3:58 pm

1 stop7h 03m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 19 results
1
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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.
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, August is the cheapest month in which you can book a flight from Oakland, California to Fort Myers (average of $158). Flying from Oakland, California to Fort Myers in October is currently the most expensive (average of $306). 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 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 January 29, 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.
Southwest
8.0
Very good
4,267 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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?

    Delta and Southwest can get you from Oakland, California to Fort Myers in just under 11h 25m. Your travel time can differ by up to 1h 58m. 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 $322. Southwest is 37% 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, August is the cheapest month in which you can book a flight from Oakland, California to Fort Myers (average of $158). Flying from Oakland, California to Fort Myers in October is currently the most expensive (average of $306). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$322Average$518FlexibilityNo cancel feeOn-time63%

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