Cheap flights from Medford to Kailua-Kona

The cheapest month to fly to Kailua-Kona from Medford is in January. Flight prices, which tend to average around $315, are often lower during this time because this is during the off-season. The month of November is another great option to travel to Kailua-Kona, with average flight prices from Medford averaging around $404.

You are more likely to see cheaper flights to Kailua-Kona from Medford when booking weeks ahead of your departure date. In general, you can expect to find flights to Kailua-Kona for around $521 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kailua-Kona from Medford for as low as $242 on momondo.

You could potentially save up to 39% on your flight if you consider stops on a Medford to Kailua-Kona flight.

As of April 2026, prices for Medford to Kailua-Kona flights are approximately 2% more expensive when compared to flights at the same time last year.

American Airlines and United Airlines are the most popular carriers operating from Medford to Kona Intl

Alaska Airlines, Delta and United Airlines are the top three most popular airlines that fly to Kailua-Kona from Medford according to our data. Alaska Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Kailua-Kona. Keep in mind that there are 4 different airlines that fly to Kailua-Kona on a routine basis, so you have a few additional options to choose from.

Seattle (SEA) was the most common stop: 88% of momondo users choosing 1-stop flights on this route connected there.

Flights via Seattle (SEA) offer the lowest average round-trip price of $465.

Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 8h 09m.

San Francisco (SFO) has the shortest average layover time for this route: 2h 28m.