HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Evansville

$339+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EVV
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Evansville with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:20 pm
BOS
-
EVV
1 stop6h 45m
Delta
Sat 6/63:00 pm
EVV
-
BOS
1 stop6h 56m
Delta
Deal found 1/28$339
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:00 pm
BOS
-
EVV
1 stop7h 40m
Delta
Sun 5/35:58 pm
EVV
-
BOS
1 stop5h 00m
Delta
Deal found 1/28$377
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
BDL
-
EVV
1 stop6h 53m
Delta
Wed 6/31:30 pm
EVV
-
BDL
1 stop5h 46m
Delta
Deal found 1/28$397
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am
BDL
-
EVV
1 stop7h 51m
Delta
Mon 9/75:45 pm
EVV
-
BDL
1 stop5h 08m
Delta
Deal found 1/28$407
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 4/307:29 pm
BDL
-
EVV
1 stop5h 26m
American Airlines
Sun 5/36:56 pm
EVV
-
BDL
1 stop4h 28m
American Airlines
Deal found 1/28$467
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 3/125:31 pm
BOS
-
EVV
1 stop7h 15m
American Airlines
Sun 3/154:20 pm
EVV
-
BOS
1 stop6h 45m
American Airlines
Deal found 1/28$470
This Delta deal was found by Cheapflights users on 1/27. 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 2/116:00 pm
ALB
-
EVV
1 stop5h 22m
Delta
Sun 2/156:00 am
EVV
-
ALB
1 stop6h 34m
Delta
Deal found 1/27$476
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/1311:19 am
BOS
-
EVV
1 stop5h 30m
American Airlines
Sun 2/155:10 am
EVV
-
BOS
1 stop7h 06m
American Airlines
Deal found 1/26$525
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 4/303:00 pm
BDL
-
EVV
1 stop17h 03m
Multiple Airlines
Sun 5/34:13 pm
EVV
-
BDL
2 stops19h 02m
Multiple Airlines
Deal found 1/28$604
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/711:10 am
BDL
-
EVV
1 stop7h 15m
American Airlines
Fri 4/105:10 am
EVV
-
BDL
1 stop7h 47m
American Airlines
Deal found 1/27$615
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 6/37:00 am
BOS
-
EVV
1 stop9h 49m
Multiple Airlines
Sat 6/64:29 pm
EVV
-
BOS
2 stops21h 45m
Multiple Airlines
Deal found 1/28$618
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/135:27 am
BOS
-
EVV
2 stops14h 39m
Multiple Airlines
Sun 2/159:42 am
EVV
-
BOS
1 stop11h 19m
Multiple Airlines
Deal found 1/26$672

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(Delta)

Popular in

April

Cheapest in

June
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
Highest demand for flights based on searches. 14% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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 January 29, 2026.
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

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 6/3

4:20 pm-10:05 pm

1 stop6h 45m

Evansville Dress Regional

Sat 6/6

3:00 pm-10:56 pm

1 stop6h 56m

$339

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 4/29

4:00 pm-10:40 pm

1 stop7h 40m

Evansville Dress Regional

Sun 5/3

5:58 pm-11:58 pm

1 stop5h 00m

$377

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Fri 5/29

6:00 am-12:53 pm

1 stop7h 53m

Evansville Dress Regional

Wed 6/3

10:05 am-6:07 pm

1 stop7h 02m

$397

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 4/30

7:29 pm-11:55 pm

1 stop5h 26m

Evansville Dress Regional

Sun 5/3

6:56 pm-12:24 am

1 stop4h 28m

$467

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Thu 3/12

5:31 pm-11:46 pm

1 stop7h 15m

Evansville Dress Regional

Sun 3/15

4:20 pm-12:05 am

1 stop6h 45m

$470

AlbanyEvansville

ALB - EVV

ALBEVV

Albany Intl

Wed 2/11

6:00 pm-10:22 pm

1 stop5h 22m

Evansville Dress Regional

Sun 2/15

6:00 am-1:34 pm

1 stop6h 34m

$476

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Fri 2/13

11:19 am-3:49 pm

1 stop5h 30m

Evansville Dress Regional

Sun 2/15

5:10 am-1:16 pm

1 stop7h 06m

$525

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Thu 4/30

3:00 pm-7:03 am

1 stop17h 03m

Evansville Dress Regional

Sun 5/3

4:13 pm-12:15 pm

2 stops19h 02m

$604

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Tue 4/7

11:54 am-5:47 pm

1 stop6h 53m

Evansville Dress Regional

Thu 4/9

6:56 pm-12:24 am

1 stop4h 28m

$615

HartfordEvansville

BDL - EVV

BDLEVV

Hartford Bradley Intl

Tue 4/7

11:10 am-5:25 pm

1 stop7h 15m

Evansville Dress Regional

Fri 4/10

5:10 am-1:57 pm

1 stop7h 47m

$615

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 15 results
1
2

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 26m. Your travel time can differ by up to 1h 19m. Massachusetts and Evansville are separated by a distance of 829 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 Hartford Bradley Intl - Evansville Dress Regional, Boston Logan 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 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Evansville

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Seattle to O'Hare Intl flights
Boston to O'Hare Intl flights
Denver to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
John F Kennedy Intl to Midway flights
Minneapolis to O'Hare Intl flights
Newark to Midway flights
Austin to O'Hare Intl flights
Dulles Intl to Midway flights
Santa Ana to O'Hare Intl flights
Ontario to O'Hare Intl flights
Atlanta to Midway flights
Charlotte to O'Hare Intl flights
Los Angeles to Midway flights
Raleigh to O'Hare Intl flights
Baltimore to Midway flights
Reagan-National to Midway flights
San Diego to O'Hare Intl flights
Minneapolis to Midway flights
Sky Harbor Intl to Midway flights
Orlando to O'Hare Intl flights
John F Kennedy Intl to Cincinnati flights
Newark to Cincinnati flights
John F Kennedy Intl to Indianapolis flights
George Bush Intcntl to O'Hare Intl flights
Hobby to Midway flights
Hartford to O'Hare Intl flights
LaGuardia to Cincinnati flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
LaGuardia to Midway flights
Love Field to O'Hare Intl flights
Philadelphia to Midway flights
Sacramento to O'Hare Intl flights
LaGuardia to Indianapolis flights
Kansas City to O'Hare Intl flights
Newark to Louisville flights
Boston to Cincinnati flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$337Average$514FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.