$51 Cheap Flights to Oakland City, IN

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How much is the cheapest flight to Oakland City?

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Breeze Airways
Breeze Airways
Delta
American Airlines

Alternative airports near Oakland City

Prices were available within the past 7 days. Prices and availability are subject to change.

Tips to find the cheapest flights to Oakland City

The cheapest day to fly

Get started finding a cheap flight to Oakland City on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

August is the cheapest month to fly to Oakland City. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Oakland City. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Oakland City, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Oakland City

The lowest price for round-trip flights to Oakland City in 2025 starts from from $102, while one-way tickets start from from $51. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Oakland City. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Oakland City

Breeze Airways, Delta, American Airlines are just some of the airlines that can typically offer cheap tickets to Oakland City. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Oakland City and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Oakland City, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Oakland City. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Oakland City plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Oakland City

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Oakland City.

Stopover savings

The cheapest tickets to Oakland City are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Oakland City. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Oakland City for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Oakland City. Simply download the free Expedia app to your smart device and activate Oakland City flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Oakland City. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

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

What month is the cheapest to fly to Oakland City?
Flights to Oakland City are usually the least expensive in September *. You could grab a bargain on fares during this month if you keep an eye out. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Oakland City?
Land cheap flights to Oakland City from Charlotte, Atlanta and Dallas. These cities generally offer the best fares to this much-loved destination. But remember that holiday periods, demand and stopovers also influence rates, so stay flexible and book when you see a bargain.
Which US cities fly direct to Oakland City?
Charlotte and Atlanta are two cities in the US offering nonstop journeys to Oakland City. Explore your travel options on Expedia by selecting the "Direct flights only" filter. Decide on the most suitable departure for your trip, and then get ready to fly to Oakland City without any detours.
How to find a cheap flight to Oakland City?
If you're searching for cheap flights to Oakland City, consider traveling outside of peak season. Booking ahead of time may also save you money. Or, fly on a different day — flights on a Thursday are on average 16% cheaper than Sunday departures.* Opt to receive flight price alerts on the Expedia app and you'll be instantly notified when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oakland City?
Although booking in advance is generally the best way to save money, don't worry if your Oakland City trip is last minute. You can still get cheap flights to Oakland City, especially if your plans have some flexibility. Try switching up your travel dates, exploring different ticket types or departing from an alternative airport.
How far in advance should I book a flight to Oakland City?
For some of the best deals on domestic journeys, book your flight to Oakland City 28 days ahead of your travel dates. For international flights, search for your ticket between two and four months in advance. This improves your chances of locking in the departure dates and times you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oakland City?
You can save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the most expensive day to book.* When it comes to getting a cheap flight to Oakland City, it's all about having good timing.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oakland City?
There are 3 airlines connecting Oakland City with 4 airports across the globe. The principal entry point to Oakland City is Evansville Regional Airport (EVV). American Airlines and Delta Air Lines are two of the most popular airlines to Oakland City.
Where do you fly into Oakland City?
If you're flying to Oakland City, the main airport to arrive at is Evansville Regional Airport (EVV). Alternatively, you could fly to Oakland City via Lawrenceville, IL (LWV-Lawrenceville-Vincennes Intl.).
How far is the airport from central Oakland City?
If you're jetting into Evansville Regional Airport (EVV), you'll be about 20 mi southwest of the center of Oakland City.
Can I save money by booking an Oakland City trip package?
You could potentially save hundreds of dollars if you secure an Oakland City flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel plans in one place. Try bundling hotels and flights with extras like car rentals and activities for your own personalized Oakland City break.
Can I change or cancel my flight to Oakland City?
If you bought your flight to Oakland City in the last 24 hours, you can typically change or cancel it for free. After that, additional charges may apply depending on the airline's terms of service. For more information, head to our Customer Service Portal. Remember that some flights are non-refundable, so you may be offered a credit for future travel in place of a direct refund. When browsing Expedia, use the "Changes included" or "No cancel fee" boxes to find fares with flexible change policies.
Flights to Oakland City information
Destination airport
Evansville Regional
Destination airport IATA code
EVV
Destination city name
Evansville
Roundtrip price
$101

Trending flights to Oakland City

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

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*Available to One Key members.