OAK - RSW

$145 Find Cheap Flights from Oakland to Fort Myers

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Fort Myers departing on 8/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Fort Myers

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Fort Myers, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Fort Myers, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$379
Southwest
Mon 7/20Thu 7/23
OAK - RSW • 1 stop
Cheapest one-way
$145
Typical prices: $205-$343
Southwest
Mon 8/24
OAK - RSW • 1 stop
Top airlines
Cheapest • from $379 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Oakland and Fort Myers. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $436 (round-trip)
Shortest trip • 6h 57m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Fort Myers!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Fort Myers (OAK-RSW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Fort Myers that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Fort Myers

Mon, Jul 20 - Thu, Jul 23
Southwest Logo
11:55 pm - 11:30 am
OAK
-
RSW
8h 35m
1 stop
Southwest Logo
5:10 pm - 12:15 am
RSW
-
OAK
10h 05m
1 stop
$379Southwest
Mon, Jul 20 - Thu, Jul 23
Southwest Logo
11:55 pm - 11:30 am
OAK
-
RSW
8h 35m
1 stop
Southwest Logo
5:10 pm - 12:20 am
RSW
-
OAK
10h 10m
2 stops
$384Southwest
Mon, Jul 20 - Thu, Jul 23
Southwest Logo
5:00 am - 6:40 pm
OAK
-
RSW
10h 40m
2 stops
Southwest Logo
5:10 pm - 12:20 am
RSW
-
OAK
10h 10m
2 stops
$389Southwest
Tue, Jun 23 - Sat, Jul 4
Southwest Logo
7:05 am - 9:10 pm
OAK
-
RSW
11h 05m
2 stops
Southwest Logo
12:30 pm - 8:20 pm
RSW
-
OAK
10h 50m
2 stops
$429Southwest
Tue, Jun 23 - Sat, Jul 4
Southwest Logo
10:15 am - 10:35 pm
OAK
-
RSW
9h 20m
2 stops
Southwest Logo
7:25 am - 7:00 pm
RSW
-
OAK
14h 35m
1 stop
$430Southwest
Mon, Jul 27 - Fri, Jul 31
Southwest Logo
10:20 am - 11:30 pm
OAK
-
RSW
10h 10m
2 stops
Southwest Logo
5:10 pm - 12:15 am
RSW
-
OAK
10h 05m
1 stop
$432Southwest
Mon, Jul 27 - Fri, Jul 31
Southwest Logo
5:10 am - 6:20 pm
OAK
-
RSW
10h 10m
2 stops
Southwest Logo
5:10 pm - 12:20 am
RSW
-
OAK
10h 10m
2 stops
$437Southwest
Mon, Jul 27 - Fri, Jul 31
Southwest Logo
11:55 pm - 11:30 am
OAK
-
RSW
8h 35m
1 stop
Southwest Logo
5:10 pm - 12:15 am
RSW
-
OAK
10h 05m
1 stop
$452Southwest
Tue, Jun 23 - Sat, Jul 4
Southwest Logo
6:00 am - 5:45 pm
OAK
-
RSW
8h 45m
1 stop
Southwest Logo
7:25 am - 7:00 pm
RSW
-
OAK
14h 35m
1 stop
$469Southwest
Sat, Jun 27 - Wed, Jul 1
Southwest Logo
8:00 am - 7:10 pm
OAK
-
RSW
8h 10m
1 stop
Southwest Logo
7:10 am - 12:30 pm
RSW
-
OAK
8h 20m
1 stop
$543Southwest
Booking Insights

KAYAK's insights & trends for Oakland to Fort Myers flights

Get data-powered insights and trends into flights from Oakland to Fort Myers to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Oakland to Fort Myers?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Fort Myers, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Fort Myers is August, where tickets cost $0 (return) on average. On the other hand, the most expensive months are April and December, where the average cost of round-trip tickets is $805 and $699 respectively.

Good to know

Cheapest flight$145
Most popular time to fly with an average 56% increase in price.
Flight from Oakland to Fort Myers

When to book flights from Oakland to Fort Myers

Are your dates flexible? Find out the best times to travel from Oakland to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Oakland to Fort Myers

  • What is the cheapest flight from Oakland to Fort Myers?

    In the last 5 days, the lowest price for a flight from Oakland to Fort Myers was $145 for a one-way ticket and $379 for a round-trip.

  • Do I need a passport to fly between Oakland and Fort Myers?

    No

  • Which aircraft models fly most regularly from Oakland to Fort Myers?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Oakland to Fort Myers?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Fort Myers.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Fort Myers?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Oakland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Fort Myers?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Fort Myers with an airline and back to Oakland with another airline. Booking your flights between Oakland and RSW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Fort Myers?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Fort Myers from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Oakland to Fort Myers

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Fort Myers. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to Fort Myers? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4235 reviews
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

Was fine, delayed and feels like southwest is always late

6.0 GoodAnonymous, Jun 2026
SMF - LAS
Read more Southwest reviews

Was fine, delayed and feels like southwest is always late

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

Everything you need to know for your flight from Oakland to Fort Myers

Information on your arrival and departure airports