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$459+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — PWM
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This American Airlines deal was found by Cheapflights users on 6/8. 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 7/214:35 pm
EVV
-
PWM
1 stop5h 01m
American Airlines
Tue 7/287:24 pm
PWM
-
EVV
1 stop5h 35m
American Airlines
Deal found 6/8$459
This American Airlines deal was found by Cheapflights users on 6/6. 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 8/276:00 am
EVV
-
PWM
2 stops11h 06m
American Airlines
Mon 8/316:09 pm
PWM
-
EVV
1 stop6h 50m
American Airlines
Deal found 6/6$502
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 7/184:35 pm
EVV
-
PWM
1 stop5h 12m
American Airlines
Sat 7/256:01 am
PWM
-
EVV
1 stop7h 19m
American Airlines
Deal found 6/9$515
This Delta deal was found by Cheapflights users on 6/8. 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 7/216:20 am
EVV
-
PWM
1 stop5h 40m
Delta
Tue 7/286:00 am
PWM
-
EVV
2 stops12h 19m
Delta
Deal found 6/8$526
This American Airlines deal was found by Cheapflights users on 6/7. 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 6/234:34 pm
EVV
-
PWM
1 stop5h 12m
American Airlines
Sun 7/127:16 am
PWM
-
EVV
1 stop6h 04m
American Airlines
Deal found 6/7$617
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 7/64:35 pm
EVV
-
PWM
1 stop5h 01m
American Airlines
Sun 7/127:16 am
PWM
-
EVV
1 stop6h 04m
American Airlines
Deal found 6/7$651

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$459
(American Airlines)
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 June 10, 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

Tue 7/21

4:35 pm-10:36 pm

1 stop5h 01m

Portland

Tue 7/28

7:24 pm-11:59 pm

1 stop5h 35m

$459

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Thu 8/27

6:00 am-6:06 pm

2 stops11h 06m

Portland

Mon 8/31

3:06 pm-11:59 pm

2 stops9h 53m

$507

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Sat 7/18

4:35 pm-10:47 pm

1 stop5h 12m

Portland

Sat 7/25

6:01 am-12:20 pm

1 stop7h 19m

$515

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Tue 7/21

6:20 am-1:00 pm

1 stop5h 40m

Portland

Tue 7/28

6:00 am-5:19 pm

2 stops12h 19m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

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 June.
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.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated June 10, 2026.
See what other customers who have flown with American Airlines from Evansville to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,636 reviews

Entertainment

6.9

Crew

7.9

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,636 reviews
American Airlines
7.1
Good
11,636 reviews

Entertainment

6.9

Crew

7.9

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 5h 01m. Evansville and Portland, Maine are separated by a distance of 977 mi.

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

    Cheapflights users have booked flights from Evansville to Portland, Maine round-trip from $399.

  • 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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Top airline flying from Evansville to Portland

Discover the top airline that operate flights from Evansville to Portland. 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$399Average$571FlexibilityNo cancel feeOn-time71%

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