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$135+ Cheap flights from Evansville (EVV) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — BOS
Eki 14 — Eki 211
Sal 10/14
Sal 10/21
1 adult, Economy
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Cheap flight deals from Evansville to Massachusetts

Keep the following information in mind while searching for Evansville to Massachusetts flight deals. Data was last updated Eylül 14, 2025.

Round-trip from

$328
(Kiwi.com)

One-way from

$135
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$578
From Evansville Dress Regional to Massachusetts
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One-way flight from Evansville Dress Regional to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Evansville to Massachusetts

Cheapest flights from Evansville to Massachusetts
Explore the most affordable flight options available from Evansville to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Eylül 14, 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.
Pzt 9/2912:22 pmEVV - BOS
1 stop24h 26mMultiple Airlines
Cum 10/312:45 pmBOS - EVV
2 stops31h 54mMultiple Airlines
Deal found 9/14$328
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.
Cmt 10/252:35 pmEVV - BOS
1 stop7h 41mDelta
Cmt 11/16:50 amBOS - EVV
1 stop6h 53mDelta
Deal found 9/13$339
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.
Sal 10/76:02 pmEVV - BOS
1 stop6h 11mDelta
Çar 10/228:00 amBOS - EVV
1 stop5h 43mDelta
Deal found 9/13$367
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cmt 10/118:29 pmEVV - BOS
2 stops34h 39mMultiple Airlines
Per 10/232:15 pmBOS - EVV
1 stop27h 40mMultiple Airlines
Deal found 9/13$393
This Delta deal was found by Cheapflights users on 9/12. 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.
Cmt 9/276:23 amEVV - BOS
1 stop8h 07mDelta
Çar 10/112:05 pmBOS - EVV
1 stop6h 16mDelta
Deal found 9/12$395
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.
Sal 10/76:02 pmEVV - BOS
1 stop6h 11mDelta
Sal 10/2111:05 amBOS - EVV
2 stops11h 48mDelta
Deal found 9/13$399
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cum 10/105:35 pmEVV - BOS
2 stops16h 51mMultiple Airlines
Per 10/232:15 pmBOS - EVV
1 stop27h 40mMultiple Airlines
Deal found 9/13$403
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.
Sal 10/76:02 pmEVV - BOS
1 stop6h 11mDelta
Cum 10/245:40 amBOS - EVV
1 stop5h 00mDelta
Deal found 9/13$405
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cmt 10/255:30 amEVV - BOS
2 stops9h 55mAmerican Airlines
Cmt 11/112:17 pmBOS - EVV
1 stop5h 34mAmerican Airlines
Deal found 9/13$407
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cmt 10/118:29 pmEVV - BOS
2 stops34h 39mMultiple Airlines
Cum 10/249:18 amBOS - EVV
1 stop8h 37mMultiple Airlines
Deal found 9/13$414
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cum 10/105:35 pmEVV - BOS
1 stop18h 45mMultiple Airlines
Cum 10/2412:49 pmBOS - EVV
2 stops19h 26mMultiple Airlines
Deal found 9/13$422

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville to Massachusetts 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 Eylül 14, 2025.
Use the filters below to find and compare flights from Evansville to Massachusetts that are best for you.

Fly from

Evansville

Fly to

Massachusetts

Route

Depart

Return

Price

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Pzt 9/29

12:22 pm-1:48 pm

1 stop24h 26m

Boston Logan Intl

Cum 10/3

12:45 pm-7:39 pm

2 stops31h 54m

$328

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cmt 10/25

2:35 pm-11:16 pm

1 stop7h 41m

Boston Logan Intl

Cmt 11/1

6:50 am-12:43 pm

1 stop6h 53m

$339

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Sal 10/7

6:02 pm-1:13 am

1 stop6h 11m

Boston Logan Intl

Cmt 10/25

5:40 am-9:40 am

1 stop5h 00m

$367

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Sal 10/7

6:02 pm-1:13 am

1 stop6h 11m

Boston Logan Intl

Sal 10/21

6:50 am-12:43 pm

1 stop6h 53m

$367

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cmt 9/27

6:23 am-3:30 pm

1 stop8h 07m

Boston Logan Intl

Çar 10/1

12:05 pm-5:21 pm

1 stop6h 16m

$395

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cum 10/10

5:35 pm-11:26 am

2 stops16h 51m

Boston Logan Intl

Per 10/23

2:15 pm-4:55 pm

1 stop27h 40m

$403

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Sal 10/7

6:02 pm-1:13 am

1 stop6h 11m

Boston Logan Intl

Per 10/23

5:40 am-9:40 am

1 stop5h 00m

$405

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cmt 10/25

5:30 am-4:25 pm

2 stops9h 55m

Boston Logan Intl

Cmt 11/1

12:17 pm-4:51 pm

1 stop5h 34m

$407

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cmt 10/11

8:29 pm-8:08 am

2 stops34h 39m

Boston Logan Intl

Cum 10/24

9:18 am-4:55 pm

1 stop8h 37m

$414

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Cum 10/10

5:35 pm-1:20 pm

1 stop18h 45m

Boston Logan Intl

Cum 10/24

12:49 pm-7:15 am

2 stops19h 26m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 results
1
2

Best time to book a flight from Evansville to Massachusetts

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

Cheapflights Insights

Everything you need to know about your flight from Evansville to Massachusetts

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

Currently, January is the cheapest month in which you can book a flight from Evansville to Massachusetts (average of $218). Flying from Evansville to Massachusetts in July is currently the most expensive (average of $311). 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated Eylül 14, 2025.
Peruse reviews from past customers who have flown with American Airlines from Evansville to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Evansville to Massachusetts. 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 from for flights from Evansville to Massachusetts?

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

  • How long is the flight from Evansville to Massachusetts?

    There are many flights that can get you from Evansville to Massachusetts in 7h 41m. Fly via Delta to get the fastest option. There are 920 mi between Evansville and Massachusetts.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Evansville to Massachusetts (average of $218). Flying from Evansville to Massachusetts in July is currently the most expensive (average of $311). 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

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Alternative routes for Evansville to Massachusetts

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

Discover the top airline that operate flights from Evansville to Massachusetts. 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 Eylül 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$376Average$489FlexibilityNo cancel feeOn-time71%

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