Massachusetts

$205+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — BOS
Jun 9 — Jun 161
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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 May 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/298:28 am
EVV
-
BOS
1 stop24h 28m
Allegiant Air
Wed 6/310:03 am
BOS
-
EVV
2 stops34h 14m
Allegiant Air
Deal found 5/9$318
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/298:28 am
EVV
-
BOS
1 stop24h 28m
Multiple Airlines
Tue 6/29:12 am
BOS
-
EVV
2 stops31h 37m
Multiple Airlines
Deal found 5/9$346
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/298:28 am
EVV
-
BOS
1 stop24h 28m
Allegiant Air
Sat 6/69:53 am
BOS
-
EVV
2 stops22h 37m
Allegiant Air
Deal found 5/9$401
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/298:28 am
EVV
-
BOS
1 stop24h 28m
Allegiant Air
Thu 6/410:38 am
BOS
-
EVV
2 stops25h 18m
Allegiant Air
Deal found 5/9$426
This American Airlines deal was found by Cheapflights users on 5/6. 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 5/284:34 pm
EVV
-
BOS
1 stop7h 06m
American Airlines
Sat 6/612:45 pm
BOS
-
EVV
1 stop7h 09m
American Airlines
Deal found 5/6$444
This Delta deal was found by Cheapflights users on 5/9. 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.
Sat 8/83:16 pm
EVV
-
BOS
1 stop5h 14m
Delta
Wed 8/128:55 am
BOS
-
EVV
1 stop5h 13m
Delta
Deal found 5/9$445
This Delta deal was found by Cheapflights users on 5/5. 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 5/285:55 pm
EVV
-
BDL
1 stop5h 38m
Delta
Mon 6/15:15 pm
BDL
-
EVV
1 stop5h 29m
Delta
Deal found 5/5$447
This Delta deal was found by Cheapflights users on 5/9. 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 5/2710:10 am
EVV
-
BDL
1 stop5h 43m
Delta
Wed 6/38:05 am
BDL
-
EVV
1 stop5h 57m
Delta
Deal found 5/9$450
This Delta deal was found by Cheapflights users on 5/8. 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.
Sat 9/266:00 am
EVV
-
BOS
1 stop6h 54m
Delta
Tue 10/135:45 am
BOS
-
EVV
1 stop8h 08m
Delta
Deal found 5/8$455
This American Airlines deal was found by Cheapflights users on 5/8. 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 5/285:28 am
EVV
-
BDL
1 stop7h 28m
American Airlines
Mon 6/16:01 am
BDL
-
EVV
1 stop7h 20m
American Airlines
Deal found 5/8$455
This Delta deal was found by Cheapflights users on 5/9. 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 9/85:45 pm
EVV
-
BOS
1 stop6h 21m
Delta
Thu 9/176:55 am
BOS
-
EVV
1 stop6h 56m
Delta
Deal found 5/9$456
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/298:28 am
EVV
-
BOS
1 stop24h 28m
Multiple Airlines
Fri 6/58:44 am
BOS
-
EVV
2 stops32h 05m
Multiple Airlines
Deal found 5/9$459

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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$318
(Kiwi.com)

One-way from

$205
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$439
Provider with most accurate pricing for Evansville Dress Regional-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Evansville Dress Regional-Boston Logan Intl flights.
From Evansville Dress Regional to Massachusetts
One-way flight from Evansville Dress Regional to Massachusetts
Highest demand for flights based on searches. 12% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 10, 2026.
Use the filters below to find and compare flights from Evansville to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Wed 8/26

1:49 pm-8:30 pm

1 stop5h 41m

Hartford Bradley Intl

Sun 8/30

11:31 am-5:19 pm

1 stop6h 48m

$447
Quickest round-trip

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Thu 5/28

5:55 pm-12:33 am

1 stop5h 38m

Hartford Bradley Intl

Mon 6/1

5:15 pm-9:44 pm

1 stop5h 29m

$447

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Fri 5/29

5:55 pm-12:33 am

1 stop5h 38m

Hartford Bradley Intl

Fri 6/5

5:15 pm-9:44 pm

1 stop5h 29m

$450

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Thu 5/28

5:55 pm-12:33 am

1 stop5h 38m

Hartford Bradley Intl

Thu 6/4

5:15 pm-9:44 pm

1 stop5h 29m

$450

EvansvilleHartford

EVV - BDL

EVVBDL

Evansville Dress Regional

Thu 5/28

4:34 pm-12:55 am

1 stop7h 21m

Hartford Bradley Intl

Mon 6/1

7:35 am-12:21 pm

1 stop5h 46m

$455

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Sat 9/26

6:00 am-1:54 pm

1 stop6h 54m

Boston Logan Intl

Tue 10/13

5:45 am-12:53 pm

1 stop8h 08m

$455

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Tue 9/8

1:58 pm-10:13 pm

1 stop7h 15m

Boston Logan Intl

Thu 9/17

5:53 pm-11:21 pm

1 stop6h 28m

$456

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Thu 5/28

5:55 pm-1:28 am

1 stop6h 33m

Boston Logan Intl

Tue 6/2

6:51 am-1:02 pm

1 stop7h 11m

$466

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Wed 5/27

5:55 pm-1:28 am

1 stop6h 33m

Boston Logan Intl

Wed 6/3

6:51 am-1:02 pm

1 stop7h 11m

$466

EvansvilleBoston

EVV - BOS

EVVBOS

Evansville Dress Regional

Mon 6/15

4:34 pm-12:40 am

1 stop7h 06m

Boston Logan Intl

Sun 6/21

8:00 am-12:21 pm

1 stop5h 21m

$467

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

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

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 May 10, 2026.
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.

Food

6.4

Entertainment

6.9

Crew

7.9

Overall

7.1

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

Food

6.4

Entertainment

6.9

Crew

7.9

Overall

7.1

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 5h 41m. Fly via Delta or American Airlines to get the fastest option. There are 829 mi between Evansville and Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

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.

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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$338Average$450FlexibilityNo cancel feeOn-time71%

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