$254 Cheap Flights from Islip (ISP) to Oakland (OAK)

View $254 flight on Sat, Aug 2, 2025Opens in a new window

Popular airlines from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK)

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Cheap Flights from Islip to Oakland (ISP-OAK)

Prices were available within the past 7 days and start at $254 for one-way flights and $393 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$393 Roundtrip, found 3 days ago
$393
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $393 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$398 Roundtrip, found 3 days ago
$398
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $398 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$409 Roundtrip, found 3 days ago
$409
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $409 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $414 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$434 Roundtrip, found 3 days ago
$434
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $434 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$439 Roundtrip, found 3 days ago
$439
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $439 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$445 Roundtrip, found 3 days ago
$445
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $445 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$450 Roundtrip, found 3 days ago
$450
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $450 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Wed, Nov 5
ISP
Islip
OAK
Oakland
$473 Roundtrip, found 3 days ago
$473
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Islip to Oakland, returning Wed, Nov 5, priced at $473 found 3 days ago
Cape Air
Mon, Jul 21 - Fri, Jul 25
ISP
Islip
OAK
Oakland
$1,390 Roundtrip, found 1 hour ago
$1,390
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Mon, Jul 21 from Islip to Oakland, returning Fri, Jul 25, priced at $1,390 found 1 hour ago
Flights from Islip (ISP) to Oakland (OAK)
Origin airport
MacArthur
Destination airport
Oakland Intl.
Roundtrip price
$393
Distance
2601 mi

Islip to Oakland Flights

The cheapest times to fly from Islip to Oakland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Islip to Oakland are during the month of November. You can find some of the cheapest flights from Islip to Oakland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Islip to Oakland

Sunday is one of the best days to book for cheap flights from Islip to Oakland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Islip to Oakland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Islip to Oakland in 2025. You can also book with separate airlines for your outbound and return journeys, from $254 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Islip to Oakland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Islip to Oakland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK) cost?
Discover the latest flight deals from ISP to OAK by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ISP to OAK?
The cheapest flights from ISP to OAK are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ISP to OAK?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from ISP to OAK. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK)?
You'll need to hop on a flight with a layover if you're traveling from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from ISP to OAK?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change based on a number of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK)?
To arrive at Oakland Intl. Airport (OAK) without delays, choose a flight that leaves MacArthur Airport (ISP) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK) last-minute?
Holding off until right before your break to book your flight from ISP to OAK often results in higher prices. While it's possible to find some last-minute deals, they're not always guaranteed. Be flexible with your travel plans for a better chance of scoring a bargain.
Is it cheaper to book an ISP to OAK flight and hotel package?
You can save money by securing an ISP to OAK flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After selecting your preferred flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from MacArthur Airport (ISP) to Oakland Intl. Airport (OAK)?
In most instances, you can cancel or modify your ISP to OAK flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like further information, visit our Customer Service portal.

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*Available to One Key members.