Cheap flights from Louisville to Portland from $165

The cheapest month to fly to Portland from Louisville is in February. Flight prices, which tend to average around $329, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in February, then you should wait until August to fly from Louisville, when ticket prices are also cheap, with an average price of $348.

You are more likely to see cheaper flights to Portland from Louisville when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $443 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Louisville for as low as $360 on momondo.

You could potentially save up to 25% on your flight if you consider stops on a Louisville to Portland flight.

As of May 2026, prices for Louisville to Portland flights are approximately 6% cheaper when compared to flights at the same time last year.

United Airlines, Delta, and American Airlines are the most popular carriers operating from Louisville Intl to Portland

Allegiant Air, Delta and American Airlines are the top three most popular airlines that fly to Portland from Louisville according to our data. Allegiant Air is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 7 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

Chicago (ORD) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Flights via Chicago (ORD) offer the lowest average round-trip price of $456.

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 7h 04m.

Chicago (ORD) has the shortest average layover time for this route: 0h 54m.