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$435+ Cheap flights from Evansville to Portland, ME (EVV - PWM)

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — PWM
May 26 — Jun 21
Tue 5/26
Tue 6/2
1 adult, Economy
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Cheap flight deals from Evansville to Portland

Cheapest flights from Evansville to Portland
Explore the most affordable flight options available from Evansville to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 26, 2026.

This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:18 am
EVV
-
PWM
1 stop5h 52m
Delta
Wed 5/276:00 am
PWM
-
EVV
1 stop8h 02m
Delta
Deal found 4/22$435
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:00 pm
EVV
-
PWM
1 stop7h 09m
Delta
Wed 5/276:00 am
PWM
-
EVV
1 stop8h 02m
Delta
Deal found 4/22$471
This Delta deal was found by Cheapflights users on 4/25. 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.
Sat 5/23:00 pm
EVV
-
PWM
1 stop7h 23m
Delta
Wed 5/612:46 pm
PWM
-
EVV
2 stops10h 56m
Delta
Deal found 4/25$472
This Delta deal was found by Cheapflights users on 4/25. 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.
Sat 5/23:00 pm
EVV
-
PWM
1 stop7h 23m
Delta
Sat 5/96:02 am
PWM
-
EVV
2 stops8h 54m
Delta
Deal found 4/25$512
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:32 pm
EVV
-
PWM
2 stops10h 14m
Delta
Wed 4/296:30 am
PWM
-
EVV
2 stops11h 48m
Delta
Deal found 4/22$522
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Thu 4/235:10 am
EVV
-
PWM
1 stop5h 05m
American Airlines
Wed 4/296:01 pm
PWM
-
EVV
1 stop6h 53m
American Airlines
Deal found 4/22$552
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/224:34 pm
EVV
-
PWM
1 stop5h 13m
American Airlines
Wed 5/272:24 pm
PWM
-
EVV
1 stop8h 06m
American Airlines
Deal found 4/22$570

Find flight deals from Evansville to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) to Portland (PWM). 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 April 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$435
(Delta)
Provider with most accurate pricing for Evansville Dress Regional-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Evansville Dress Regional-Portland flights.
Search Deals
From Evansville Dress Regional to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville to Portland 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 April 26, 2026.
Use the filters below to find and compare flights from Evansville to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Wed 5/20

1:42 pm-12:43 am

2 stops10h 01m

Portland

Wed 5/27

6:02 am-1:02 pm

2 stops8h 00m

$481

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Fri 5/22

5:55 pm-11:55 am

2 stops17h 00m

Portland

Wed 5/27

6:00 am-1:02 pm

1 stop8h 02m

$574

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Thu 5/21

1:42 pm-12:43 am

2 stops10h 01m

Portland

Wed 5/27

12:50 pm-9:44 pm

2 stops9h 54m

$642

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Sun 5/24

3:00 pm-12:43 am

2 stops8h 43m

Portland

Wed 5/27

12:50 pm-9:44 pm

2 stops9h 54m

$705

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Fri 5/22

1:42 pm-12:43 am

2 stops10h 01m

Portland

Fri 5/29

6:02 am-1:02 pm

2 stops8h 00m

$733

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Sorted by cheapest first

Compare providers for flights from Evansville to Portland

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 Evansville to Portland in April.
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 Evansville-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Evansville-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Evansville-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Evansville-Portland, Maine 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 Evansville-Portland, Maine 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 Evansville to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Evansville 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.

Related info for your journey

Find useful and relevant information for your journey from Evansville to Portland. 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 Evansville to Portland, Maine?

    Departing from Evansville to Portland, Maine will take you 10h 01m. Evansville and Portland, Maine are separated by a distance of 977 mi.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Lewiston
Conway

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