$421 Cheap Flights from Oakland (OAK) to Tupelo (TUP)

View $421 flight on Tue, Feb 24, 2026Opens in a new window

Popular airlines from Oakland Intl. Airport (OAK) to Tupelo, MS (TUP-Tupelo Regional)

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Cheap Flights from Oakland to Tupelo (OAK-TUP)

Prices were available within the past 7 days and start at $421 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Frequently asked questions

How much does a flight from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP) cost?
Snag a cheap one-way flight from $421 or cheap return flight from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP)?
is the most affordable month to fly from OAK to TUP. Traveling outside of peak seasons is often the key to better flight prices.
What is the cheapest airline that flies from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest OAK to TUP flight.
How many flights per day from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP)?
There aren't any daily nonstop flights departing from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from OAK to TUP?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary depending on a range of factors, including the season 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 Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP)?
To land at Tupelo Regional Airport (TUP) on time, opt for a flight that leaves from Oakland Intl. Airport (OAK) 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 Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP) last-minute?
Booking your ticket from OAK to TUP just before your getaway is generally more expensive. But if there's some wiggle room with your travel times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book an OAK to TUP flight and hotel package?
You'll typically save money by securing an OAK to TUP flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your ideal accommodations and flights, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Oakland Intl. Airport (OAK) to Tupelo Regional Airport (TUP)?
Generally, it's possible to cancel or reschedule your OAK to TUP flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Oakland Intl.
Destination airport
Tupelo Regional
Distance
1874 mi

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Oakland to Tupelo Flights

The cheapest times to fly from Oakland to Tupelo

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 Oakland to Tupelo are during the month of . You can find some of the cheapest flights from Oakland to Tupelo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Oakland to Tupelo

Sunday is one of the best days to book for cheap flights from Oakland to Tupelo: 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 Oakland to Tupelo

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 Oakland to Tupelo in 2026. You can also book with separate airlines for your outbound and return journeys, from $421 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 Oakland to Tupelo 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 Oakland to Tupelo 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.

 

Oakland to Tupelo Flights

*Flight schedules are subject to change.

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