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Evansville

$295+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EVV
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/3110:44 amBOS - EVV
1 stop6h 37mAmerican Airlines
Sun 1/44:51 pmEVV - BOS
1 stop5h 10mAmerican Airlines
Deal found 12/16$432
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:30 pmBOS - EVV
1 stop7h 18mAmerican Airlines
Sat 1/34:51 pmEVV - BOS
1 stop6h 29mAmerican Airlines
Deal found 12/15$435
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/305:53 amBOS - EVV
1 stop5h 48mAmerican Airlines
Sun 1/44:51 pmEVV - BOS
1 stop6h 00mAmerican Airlines
Deal found 12/16$480
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/306:05 amBDL - EVV
1 stop5h 36mAmerican Airlines
Sun 1/44:51 pmEVV - BDL
1 stop6h 02mAmerican Airlines
Deal found 12/16$487
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/305:00 amALB - EVV
1 stop6h 41mAmerican Airlines
Sat 1/311:07 amEVV - ALB
1 stop4h 27mAmerican Airlines
Deal found 12/14$489
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/307:15 amBDL - EVV
1 stop13h 37mMultiple Airlines
Sun 1/42:32 pmEVV - BDL
2 stops22h 00mMultiple Airlines
Deal found 12/16$641
This Delta deal was found by Cheapflights users on 12/16. 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 12/1712:47 pmALB - EVV
1 stop5h 24mDelta
Fri 12/196:07 amEVV - ALB
1 stop4h 45mDelta
Deal found 12/16$792
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:00 amBOS - EVV
2 stops11h 52mAllegiant Air
Sat 1/38:59 amEVV - BOS
2 stops22h 11mAllegiant Air
Deal found 12/15$827
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:45 amBOS - EVV
3 stops26h 54mMultiple Airlines
Sat 1/38:59 amEVV - BOS
2 stops22h 11mMultiple Airlines
Deal found 12/15$1,039
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:30 amBOS - EVV
2 stops11h 16mDelta
Sun 1/46:07 amEVV - BOS
2 stops11h 15mDelta
Deal found 12/15$1,925
This Delta deal was found by Cheapflights users on 12/16. 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 12/307:00 amBOS - EVV
2 stops9h 46mDelta
Sat 1/36:07 amEVV - BOS
2 stops13h 07mDelta
Deal found 12/16$1,970

Find flight deals from Massachusetts to Evansville

Keep the following information in mind while searching for Massachusetts to Evansville flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$415
(American Airlines)
Provider with most accurate pricing for Boston Logan Intl-Evansville Dress Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Evansville Dress Regional flights.
Search Deals
From Massachusetts to Evansville Dress Regional
Search Deals

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 December 18, 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

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Fri 2/27

10:33 am-7:06 pm

1 stop9h 33m

Evansville Dress Regional

Mon 4/6

7:46 pm-4:20 pm

1 stop19h 34m

$295

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 1/1

10:02 am-4:21 pm

1 stop7h 19m

Evansville Dress Regional

Mon 1/5

4:51 pm-11:51 pm

1 stop6h 00m

$393

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 12/31

10:44 am-4:21 pm

1 stop6h 37m

Evansville Dress Regional

Sun 1/4

4:51 pm-11:01 pm

1 stop5h 10m

$432

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Tue 12/30

5:53 am-10:41 am

1 stop5h 48m

Evansville Dress Regional

Sat 1/3

3:47 pm-10:37 pm

1 stop5h 50m

$461

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 1/1

12:29 pm-11:42 am

1 stop24h 13m

Evansville Dress Regional

Mon 1/5

12:22 pm-1:19 am

2 stops35h 57m

$470

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Tue 12/30

5:53 am-10:41 am

1 stop5h 48m

Evansville Dress Regional

Sun 1/4

4:51 pm-11:01 pm

1 stop5h 10m

$480

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Tue 12/30

6:05 am-10:41 am

1 stop5h 36m

Evansville Dress Regional

Sun 1/4

4:51 pm-11:53 pm

1 stop6h 02m

$487

AlbanyEvansville

ALB - EVV

ALBEVV

Albany Intl

Tue 12/30

5:00 am-10:41 am

1 stop6h 41m

Evansville Dress Regional

Sat 1/3

11:07 am-4:34 pm

1 stop4h 27m

$489

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Sun 2/1

6:23 pm-10:50 pm

1 stop5h 27m

Evansville Dress Regional

Tue 2/3

12:02 pm-6:19 pm

1 stop5h 17m

$657

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Fri 2/27

5:00 am-3:44 pm

2 stops11h 44m

Evansville Dress Regional

Mon 4/6

5:10 am-4:54 pm

2 stops10h 44m

$857

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 December is currently the most expensive (average of $301). 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 can get you from Massachusetts to Evansville in just under 7h 19m. Your travel time can differ by up to . Massachusetts and Evansville are separated by a distance of 920 mi.

  • 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, 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 December is currently the most expensive (average of $301). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$337Average$514FlexibilityNo cancel feeOn-time71%

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