Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Evansville to Boston from $624

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Evansville to Boston departing on 12/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Evansville to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:07 am - 10:51 pm
EVV
-
PWM
10h 44m1 stop
American Airlines Logo
5:48 am - 4:21 pm
PWM
-
EVV
11h 33m2 stops
$749American Airlines
Tue, Dec 23 - Fri, Jan 2
American Airlines Logo
11:07 am - 11:42 pm
EVV
-
PWM
11h 35m2 stops
American Airlines Logo
5:48 am - 4:21 pm
PWM
-
EVV
11h 33m2 stops
$792American Airlines
Tue, Dec 23 - Fri, Jan 2
American Airlines Logo
11:07 am - 10:51 pm
EVV
-
PWM
10h 44m1 stop
American Airlines Logo
7:17 am - 11:24 pm
PWM
-
EVV
17h 07m1 stop
$902American Airlines
Tue, Dec 23 - Fri, Jan 2

American Airlines flights from Evansville to Portland, Maine

Our best American Airlines deals on Evansville to Portland, Maine flight tickets
American Airlines
Dec 23
EVV11:07 amEvansville Dress Regional
10h 44m
1 stop
PWM10:51 pmPortland
Jan 2
PWM5:48 amPortland
11h 33m
2 stops
EVV4:21 pmEvansville Dress Regional
$749
Find similar
American Airlines
Dec 23
EVV11:07 amEvansville Dress Regional
11h 35m
2 stops
PWM11:42 pmPortland
Jan 2
PWM5:48 amPortland
11h 33m
2 stops
EVV4:21 pmEvansville Dress Regional
$792
Find similar
American Airlines
Dec 23
EVV11:07 amEvansville Dress Regional
10h 44m
1 stop
PWM10:51 pmPortland
Jan 2
PWM7:17 amPortland
17h 07m
1 stop
EVV11:24 pmEvansville Dress Regional
$902
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Evansville to Portland, Maine 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, momondo users made 832,500 searches. Data last updated December 11, 2025.
Use the filters below to find and compare flights from Evansville to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Tue 12/23

11:07 am-10:51 pm

1 stop10h 44m

Portland

Fri 1/2

5:48 am-4:21 pm

2 stops11h 33m

$749

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Tue 12/23

11:07 am-11:42 pm

2 stops11h 35m

Portland

Fri 1/2

5:48 am-4:21 pm

2 stops11h 33m

$792

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Tue 12/23

11:07 am-10:51 pm

1 stop10h 44m

Portland

Fri 1/2

7:17 am-11:24 pm

1 stop17h 07m

$902

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Sat 12/27

3:47 pm-10:51 pm

1 stop6h 04m

$624

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Sat 12/27

7:00 am-4:36 pm

2 stops8h 36m

$705

EvansvillePortland

EVV - PWM

EVVPWM

Evansville Dress Regional

Sat 12/27

7:00 am-10:51 pm

2 stops14h 51m

$714

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Boston from

How to get the cheapest flight ticket from Evansville to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Evansville is on a Thursday. momondo users have found tickets for Thursday departures for as low as $584. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Saturday is the most expensive day to depart from Evansville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $618.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Evansville to Portland, Maine when you can find flight prices for as low as $576. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $618. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Evansville to Portland, Maine flights?

You could potentially save up to 12% on your flight if you consider stops on a Evansville to Portland, Maine flight.

When to book flights from Evansville to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Evansville to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Evansville to Portland, Maine (EVV to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Evansville to Portland, Maine

Fastest flight time

5h 17m

Direct flights

None
The fastest flight from Evansville to Portland, Maine takes 5h 17m
There are no direct flights from Evansville to Portland, Maine. There are no popular flight routes from Evansville to Portland, Maine.
Search flight deals

  • How far is Evansville Dress Regional to Portland by plane?

    Portland is 983.1 mi away from Evansville Dress Regional. In terms of flight time, this usually takes a little over 5h 17m.

  • When did momondo last update prices for flights from Evansville Dress Regional Airport to Portland Airport?

    Prices for flights from Evansville Dress Regional Airport to Portland Airport refresh daily.

  • How old do you have to be to fly from Evansville Dress Regional Airport to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Evansville Dress Regional Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Evansville to Portland?

Finding the right flight to Portland from Evansville is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

Can I find flights from Evansville to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from Evansville with this policy.

How can momondo help me find flights from Evansville to Portland?

momondo provides multiple filters to help you find the best flight to Portland from Evansville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Evansville to Portland right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Evansville to Portland flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/10
Sat 1/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States