HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Evansville

$379+ Cheap flights from Portland to Evansville (PDX - EVV)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EVV
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Evansville with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Evansville

Cheapest flights from Portland to Evansville
Explore the most affordable flight options available from Portland to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.

This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:52 pm
PDX
-
EVV
1 stop7h 18m
American Airlines
Wed 4/224:03 pm
EVV
-
PDX
1 stop8h 46m
American Airlines
Deal found 2/19$379
This American Airlines deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:52 pm
PDX
-
EVV
1 stop7h 36m
American Airlines
Wed 3/46:30 am
EVV
-
PDX
1 stop8h 32m
American Airlines
Deal found 2/22$481
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/181:45 pm
PDX
-
EVV
1 stop8h 11m
American Airlines
Sat 6/205:30 pm
EVV
-
PDX
1 stop7h 23m
American Airlines
Deal found 2/20$503
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:05 am
PDX
-
EVV
2 stops13h 18m
Delta
Wed 3/1811:19 am
EVV
-
PDX
2 stops12h 34m
Delta
Deal found 2/21$546
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1810:55 pm
PDX
-
EVV
2 stops11h 58m
Delta
Sat 6/206:00 am
EVV
-
PDX
1 stop9h 14m
Delta
Deal found 2/20$783

Find flight deals from Portland to Evansville

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Evansville (EVV). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$379
(American Airlines)

Popular in

March

Cheapest in

December
Provider with most accurate pricing for Portland-Evansville Dress Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Evansville Dress Regional flights.
Search Deals
From Portland to Evansville Dress Regional
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($260 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($49 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Evansville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
Use the filters below to find and compare flights from Portland to Evansville that are best for you.

Fly from

Portland

Fly to

Evansville

Route

Depart

Return

Price

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Thu 6/18

1:45 pm-11:56 pm

1 stop8h 11m

Evansville Dress Regional

Sat 6/20

5:30 pm-10:53 pm

1 stop7h 23m

$503

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Tue 3/10

11:40 am-10:23 pm

1 stop8h 43m

Evansville Dress Regional

Wed 3/18

11:19 am-9:53 pm

2 stops12h 34m

$585

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Thu 6/18

10:55 pm-12:53 pm

2 stops11h 58m

Evansville Dress Regional

Sat 6/20

6:00 am-1:14 pm

1 stop9h 14m

$783

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Tue 4/14

6:00 am-5:53 pm

2 stops9h 53m

Evansville Dress Regional

Wed 4/22

6:41 am-12:58 pm

1 stop8h 17m

$788

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Mon 6/8

10:59 pm-5:59 pm

1 stop17h 00m

Evansville Dress Regional

Sat 6/13

7:00 am-11:59 pm

1 stop18h 59m

$1,297

PortlandEvansville

PDX - EVV

PDXEVV

Portland

Mon 6/8

11:00 pm-9:26 am

1 stop8h 26m

Evansville Dress Regional

Sat 6/13

6:00 am-3:58 pm

2 stops11h 58m

$1,329

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Compare providers for flights from Portland to Evansville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Evansville in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Evansville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Evansville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Evansville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Evansville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Evansville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Evansville

Have a flexible travel schedule? Discover the best time to fly to Evansville from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Evansville

What is the cheapest month to book a flight from Portland to Evansville?

Currently, June is the cheapest month in which you can book a flight from Portland to Evansville (average of $221). Flying from Portland to Evansville in March is currently the most expensive (average of $397). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Evansville

Get insights into the airlines that provide service to Evansville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Evansville. Reviews last updated February 23, 2026.
Read through reviews of airlines operating flights from Portland to Evansville, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,339 reviews

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,339 reviews
American Airlines
7.2
Good
11,339 reviews

Entertainment

6.9

Food

6.4

Crew

8.0

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Portland to Evansville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland to Evansville?

    A quick flight from Portland to Evansville can take about 8h 11m. American Airlines provides one of the quickest options available for as low as $503. The distance between Portland and Evansville is about 1861 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Portland to Evansville round-trip?

    American Airlines, at $418, was found to be the cheapest airline from Portland to Evansville.. You may be able to fly from Portland to Evansville for 27% less than the average price by searching for this airline.

  • Can I find deals for flights from Portland to Evansville that include hotel bookings?

    Yes. In addition to deals on Portland to Evansville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Evansville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Evansville.

  • Can I find deals for business class flights from Portland to Evansville?

    Yes. Cheapflights offers flight deals from Portland to Evansville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Evansville?

    Currently, June is the cheapest month in which you can book a flight from Portland to Evansville (average of $221). Flying from Portland to Evansville in March is currently the most expensive (average of $397). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Evansville?

Book flights to Evansville if you plan to visit one of these locations
Vincennes
Jasper

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Portland to Evansville

Discover the top airline that operate flights from Portland to Evansville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$418Average$526FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.