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Evansville

$377+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EVV
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$377
(American Airlines)
Provider with most accurate pricing for Boston Logan Intl-Evansville Dress Regional flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Evansville Dress Regional flights.
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From Massachusetts to Evansville Dress Regional
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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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 12/176:30 amBOS - EVV
1 stop6h 11mAmerican Airlines
Sun 12/215:10 amEVV - BOS
1 stop4h 56mAmerican Airlines
Deal found 10/28$377
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/113:40 pmALB - EVV
1 stop7h 22mAmerican Airlines
Mon 11/247:00 amEVV - ALB
1 stop7h 10mAmerican Airlines
Deal found 10/29$436
This American Airlines deal was found by Cheapflights users on 10/29. 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 10/313:54 pmBOS - EVV
1 stop6h 05mAmerican Airlines
Sun 11/25:10 amEVV - BOS
1 stop4h 56mAmerican Airlines
Deal found 10/29$452
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/77:19 pmBOS - EVV
1 stop5h 35mAmerican Airlines
Sun 11/97:00 amEVV - BOS
1 stop4h 48mAmerican Airlines
Deal found 10/28$505
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 10/319:23 amBOS - EVV
1 stop8h 32mMultiple Airlines
Sun 11/28:15 amEVV - BOS
2 stops26h 20mMultiple Airlines
Deal found 10/29$512
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/235:25 amBOS - EVV
1 stop6h 11mAmerican Airlines
Sun 11/307:09 pmEVV - BOS
1 stop7h 59mAmerican Airlines
Deal found 10/28$665
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/297:25 amBDL - EVV
1 stop5h 13mAmerican Airlines
Sun 11/25:10 amEVV - BDL
1 stop7h 07mAmerican Airlines
Deal found 10/28$687
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Wed 11/265:45 amBOS - EVV
2 stops14h 57mMultiple Airlines
Sat 11/292:40 pmEVV - BOS
1 stop18h 21mMultiple Airlines
Deal found 10/28$744
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/79:23 amBOS - EVV
1 stop8h 32mMultiple Airlines
Sun 11/910:29 amEVV - BOS
2 stops20h 33mMultiple Airlines
Deal found 10/28$792
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/255:26 pmBOS - EVV
1 stop7h 28mAmerican Airlines
Fri 11/285:10 amEVV - BOS
1 stop5h 05mAmerican Airlines
Deal found 10/28$805
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/267:14 pmBOS - EVV
1 stop5h 40mAmerican Airlines
Sat 11/295:10 amEVV - BOS
1 stop5h 21mAmerican Airlines
Deal found 10/28$819

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 October 30, 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

AlbanyEvansville

ALB - EVV

ALBEVV

Albany Intl

Tue 3/24

12:55 pm-4:56 pm

1 stop5h 01m

Evansville Dress Regional

Sat 3/28

6:00 am-12:01 pm

1 stop5h 01m

$377

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 12/17

6:30 am-11:41 am

1 stop6h 11m

Evansville Dress Regional

Sun 12/21

5:10 am-11:06 am

1 stop4h 56m

$377

AlbanyEvansville

ALB - EVV

ALBEVV

Albany Intl

Tue 11/11

3:40 pm-10:02 pm

1 stop7h 22m

Evansville Dress Regional

Mon 11/24

7:00 am-3:10 pm

1 stop7h 10m

$436

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Fri 11/7

7:19 pm-11:54 pm

1 stop5h 35m

Evansville Dress Regional

Sun 11/9

7:00 am-12:48 pm

1 stop4h 48m

$505

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 3/5

5:40 am-4:56 pm

2 stops12h 16m

Evansville Dress Regional

Sat 3/7

6:00 am-1:18 pm

1 stop6h 18m

$606

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Sun 11/23

5:25 am-10:36 am

1 stop6h 11m

Evansville Dress Regional

Sun 11/30

7:09 pm-4:08 am

1 stop7h 59m

$665

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 3/5

5:07 am-3:47 pm

2 stops11h 40m

Evansville Dress Regional

Sat 3/7

5:10 am-4:39 pm

2 stops10h 29m

$686

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 11/26

5:45 am-7:42 pm

2 stops14h 57m

Evansville Dress Regional

Sat 11/29

2:40 pm-10:01 am

1 stop18h 21m

$744

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Tue 11/25

5:26 pm-11:54 pm

1 stop7h 28m

Evansville Dress Regional

Fri 11/28

5:10 am-11:15 am

1 stop5h 05m

$805

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 11/26

7:14 pm-11:54 pm

1 stop5h 40m

Evansville Dress Regional

Sat 11/29

5:10 am-11:31 am

1 stop5h 21m

$819

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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, September is the cheapest month in which you can book a flight from Massachusetts to Evansville (average of $187). Flying from Massachusetts to Evansville in June is currently the most expensive (average of $299). 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?

    Delta and American Airlines can get you from Massachusetts to Evansville in just under 5h 01m. Your travel time can differ by up to 1h 10m. Massachusetts and Evansville are separated by a distance of 791 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 Albany Intl - Evansville Dress Regional, Boston Logan Intl - Evansville Dress Regional or Hartford Bradley 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, September is the cheapest month in which you can book a flight from Massachusetts to Evansville (average of $187). Flying from Massachusetts to Evansville in June is currently the most expensive (average of $299). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$337Average$514FlexibilityNo cancel feeOn-time71%

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