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$115+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/314:51 pmEVV - BOS
1 stop5h 29mAmerican Airlines
Sat 1/35:53 amBOS - EVV
1 stop5h 48mAmerican Airlines
Deal found 12/17$435
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.
Wed 12/317:00 amEVV - BOS
1 stop4h 42mAmerican Airlines
Fri 1/26:51 pmBOS - EVV
1 stop5h 57mAmerican Airlines
Deal found 12/15$480
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/305:10 amEVV - BOS
1 stop4h 56mAmerican Airlines
Fri 1/26:51 pmBOS - EVV
1 stop5h 57mAmerican Airlines
Deal found 12/17$506
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 12/305:10 amEVV - BOS
1 stop8h 04mAmerican Airlines
Sat 1/37:05 pmBOS - EVV
1 stop5h 43mAmerican Airlines
Deal found 12/15$538
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.
Sat 12/274:51 pmEVV - BOS
1 stop6h 29mAmerican Airlines
Mon 12/295:53 amBOS - EVV
1 stop5h 48mAmerican Airlines
Deal found 12/15$607
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 12/316:07 amEVV - BOS
2 stops10h 49mDelta
Fri 1/27:00 amBOS - EVV
2 stops9h 46mDelta
Deal found 12/15$1,574
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 12/316:07 amEVV - BOS
2 stops10h 49mDelta
Sat 1/35:30 amBOS - EVV
2 stops11h 16mDelta
Deal found 12/15$1,596

Find flight deals from Evansville to Massachusetts

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$228
(Kiwi.com)

One-way from

$115
(Kiwi.com)

Popular in

March

Cheapest in

June

Average price

$414
Provider with most accurate pricing for Evansville Dress Regional-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Evansville Dress Regional-Boston Logan Intl flights.
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From Evansville Dress Regional to Massachusetts
Search Deals
One-way flight from Evansville Dress Regional to Massachusetts
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Thu 1/22

7:10 pm-2:38 pm

1 stop18h 28m

Boston Logan Intl

Sat 2/28

4:51 pm-8:31 am

1 stop16h 40m

$228

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Sat 1/17

1:00 pm-8:31 pm

1 stop6h 31m

Boston Logan Intl

Sat 1/24

6:55 am-11:48 am

1 stop5h 53m

$339

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/22

5:59 pm-1:04 am

1 stop6h 05m

Boston Logan Intl

Wed 10/14

8:00 am-12:53 pm

1 stop5h 53m

$377

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/22

6:15 am-2:20 pm

1 stop7h 05m

Boston Logan Intl

Fri 5/22

5:45 am-12:53 pm

1 stop8h 08m

$415

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/22

7:10 pm-2:38 pm

1 stop18h 28m

Boston Logan Intl

Sat 7/18

12:04 pm-7:51 am

2 stops44h 47m

$428

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/1

4:51 pm-11:51 pm

1 stop6h 00m

Boston Logan Intl

Mon 1/5

5:30 pm-11:48 pm

1 stop7h 18m

$432

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Wed 12/31

4:51 pm-11:20 pm

1 stop5h 29m

Boston Logan Intl

Sat 1/3

9:30 am-3:22 pm

1 stop6h 52m

$435

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/22

7:10 pm-11:19 pm

1 stop27h 09m

Boston Logan Intl

Fri 5/22

4:09 pm-9:18 am

2 stops42h 09m

$435

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 1/22

7:10 pm-2:38 pm

1 stop18h 28m

$115

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Thu 1/1

4:26 pm-11:36 pm

1 stop6h 10m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 13 results
1
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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 $194). Flying from Evansville to Massachusetts in June is currently the most expensive (average of $275). 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.

How much does it cost to fly round-trip from Evansville to Massachusetts?

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 December 18, 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
11,055 reviews

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 6h 31m. 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 $194). Flying from Evansville to Massachusetts in June is currently the most expensive (average of $275). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$362Average$450FlexibilityNo cancel feeOn-time71%

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