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Evansville

$357+ Cheap flights from Massachusetts to Evansville (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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EVV
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Massachusetts to Evansville

Keep the following information in mind while searching for Massachusetts to Evansville flight deals. Data was last updated September 15, 2025.

Round-trip from

$300
(Kiwi.com)
From Massachusetts to Evansville Dress Regional
Search Deals

Find flight deals from Massachusetts to Evansville

Cheapest flights from Massachusetts to Evansville
Explore the most affordable flight options available from Massachusetts to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1812:59 pmBOS - EVV
2 stops23h 43mMultiple Airlines
Sun 9/2110:53 amEVV - BOS
1 stop25h 55mMultiple Airlines
Deal found 9/14$357
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/186:30 amBOS - EVV
1 stop5h 55mAmerican Airlines
Mon 11/247:00 amEVV - BOS
1 stop4h 54mAmerican Airlines
Deal found 9/14$377
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/36:00 amBDL - EVV
1 stop4h 34mDelta
Tue 10/76:02 amEVV - BDL
1 stop4h 35mDelta
Deal found 9/15$392
This Delta deal was found by Cheapflights users on 9/14. 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 9/185:35 amBOS - EVV
1 stop8h 02mDelta
Sat 9/202:00 pmEVV - BOS
1 stop5h 36mDelta
Deal found 9/14$440
This Delta deal was found by Cheapflights users on 9/13. 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 9/246:07 amALB - EVV
1 stop7h 30mDelta
Sun 9/286:01 pmEVV - ALB
1 stop4h 32mDelta
Deal found 9/13$446
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 12/55:05 pmBOS - EVV
1 stop6h 01mDelta
Sun 12/76:00 amEVV - BOS
1 stop7h 27mDelta
Deal found 9/14$447
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:49 pmBOS - EVV
2 stops40h 14mMultiple Airlines
Mon 9/2212:22 pmEVV - BOS
1 stop24h 26mMultiple Airlines
Deal found 9/14$481
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 9/195:35 amBOS - EVV
1 stop4h 59mDelta
Sun 9/216:23 amEVV - BOS
1 stop8h 07mDelta
Deal found 9/14$485
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/32:11 pmBDL - EVV
1 stop7h 17mAmerican Airlines
Tue 10/77:00 amEVV - BDL
2 stops10h 26mAmerican Airlines
Deal found 9/14$585
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/95:44 pmBDL - EVV
1 stop6h 48mAmerican Airlines
Mon 10/135:21 pmEVV - BDL
1 stop5h 35mAmerican Airlines
Deal found 9/14$588
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/54:13 pmBOS - EVV
1 stop7h 43mAmerican Airlines
Sun 12/712:54 pmEVV - BOS
2 stops8h 22mAmerican Airlines
Deal found 9/14$719
This Delta deal was found by Cheapflights users on 9/14. 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 9/2412:05 pmBOS - EVV
1 stop6h 16mDelta
Fri 9/266:01 pmEVV - BOS
1 stop6h 17mDelta
Deal found 9/14$726

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 September 15, 2025.
Use the filters below to find and compare flights from Massachusetts to Evansville that are best for you.

Fly from

Massachusetts

Fly to

Evansville

Route

Depart

Return

Price

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 9/18

12:59 pm-11:42 am

2 stops23h 43m

Evansville Dress Regional

Sun 9/21

10:53 am-1:48 pm

1 stop25h 55m

$357

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Tue 11/18

6:30 am-11:25 am

1 stop5h 55m

Evansville Dress Regional

Mon 11/24

7:00 am-12:54 pm

1 stop4h 54m

$377

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Fri 10/3

6:00 am-9:34 am

1 stop4h 34m

Evansville Dress Regional

Tue 10/7

1:23 pm-10:09 pm

1 stop7h 46m

$392

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 3/5

5:05 pm-10:05 pm

1 stop6h 00m

Evansville Dress Regional

Sat 3/7

5:45 pm-11:47 pm

1 stop5h 02m

$433

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 9/18

5:35 am-12:37 pm

1 stop8h 02m

Evansville Dress Regional

Sat 9/20

2:00 pm-8:36 pm

1 stop5h 36m

$440

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Fri 12/5

5:05 pm-10:06 pm

1 stop6h 01m

Evansville Dress Regional

Sun 12/7

6:00 am-2:27 pm

1 stop7h 27m

$447

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 9/25

12:52 pm-5:34 pm

1 stop5h 42m

Evansville Dress Regional

Sun 9/28

7:01 am-3:01 pm

1 stop7h 00m

$485

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Fri 9/19

5:35 am-9:34 am

1 stop4h 59m

Evansville Dress Regional

Sun 9/21

6:23 am-2:10 pm

1 stop6h 47m

$485

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Fri 9/19

5:35 am-9:34 am

1 stop4h 59m

Evansville Dress Regional

Mon 9/22

6:01 pm-1:18 am

1 stop6h 17m

$485

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 10/9

6:30 am-10:39 am

1 stop5h 09m

Evansville Dress Regional

Mon 10/13

5:21 pm-11:56 pm

1 stop5h 35m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 13 results
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Best time to book a flight from Massachusetts to Evansville

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

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

Currently, August is the cheapest month in which you can book a flight from Massachusetts to Evansville (average of $449). Flying from Massachusetts to Evansville in November is currently the most expensive (average of $579). 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.

Related info for your journey

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

  • What airport do you fly into for flights to Evansville from Massachusetts?

    Most people fly into Evansville Dress Regional (EVV) if they book a flight to Evansville from Massachusetts. Dress Regional is conveniently located just 4.4 mi from Evansville’s city center.

  • How long is the flight from Massachusetts to Evansville?

    American Airlines and Delta can get you from Massachusetts to Evansville in just under 4h 34m. Your travel time can differ by up to 1h 21m. Massachusetts and Evansville are separated by a distance of 829 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Massachusetts to Evansville?

    When deciding which route to take from Massachusetts to Evansville consider Boston Logan Intl - Evansville Dress Regional, Hartford Bradley Intl - Evansville Dress Regional or Albany Intl - Evansville Dress Regional as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts 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 Massachusetts to Evansville?

    Currently, August is the cheapest month in which you can book a flight from Massachusetts to Evansville (average of $449). Flying from Massachusetts to Evansville in November is currently the most expensive (average of $579). 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

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Alternative routes for Massachusetts to Evansville

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Massachusetts to Evansville

Discover the top airline that operate flights from Massachusetts 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$337Average$558FlexibilityNo cancel feeOn-time71%

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