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$69+ Cheap flights from Indiana 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
IND — BOS
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheap flight deals from Indiana to Massachusetts

Keep the following information in mind while searching for Indiana to Massachusetts flight deals. Data was last updated julio 31, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$69
(Delta)

Popular in

November

Cheapest in

June

Average price

$362

Good round-trip deal

$267 or less

Good one-way deal

$137 or less
From Indiana to Massachusetts
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One-way flight from Indiana to Massachusetts
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Highest demand for flights based on searches. 15% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Indiana to Massachusetts.
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Price to beat on a one-way flight from Indiana to Massachusetts.
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Find flight deals from Indiana to Massachusetts

Cheapest flights from Indiana to Massachusetts
Explore the most affordable flight options available from Indiana to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/197:50 pmORD - BOS
Nonstop2h 35mJetBlue
lun. 9/227:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 7/29$137
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/42:35 pmMDW - BOS
1 stop7h 25mSouthwest
mié. 9/109:25 amBOS - MDW
Nonstop2h 40mSouthwest
Deal found 7/28$137
This American Airlines deal was found by Cheapflights users on 7/31. 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.
dom. 9/146:05 amORD - BOS
Nonstop2h 27mAmerican Airlines
dom. 9/215:00 amBOS - ORD
Nonstop2h 51mAmerican Airlines
Deal found 7/31$138
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/316:30 amORD - BOS
Nonstop2h 26mUnited Airlines
mié. 9/39:43 amBOS - ORD
Nonstop2h 50mUnited Airlines
Deal found 7/29$139
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/198:12 pmORD - BOS
1 stop14h 06mSpirit Airlines
mar. 8/266:05 amBOS - ORD
1 stop14h 02mSpirit Airlines
Deal found 7/30$145
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/41:50 pmORD - BOS
1 stop7h 25mSouthwest
mié. 9/105:40 amBOS - ORD
1 stop7h 10mSouthwest
Deal found 7/29$146
This Delta deal was found by Cheapflights users on 7/31. 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.
jue. 9/410:15 amORD - BOS
Nonstop2h 33mDelta
mié. 9/107:55 pmBOS - ORD
Nonstop3h 01mDelta
Deal found 7/31$147
This Breeze Airways deal was found by Cheapflights users on 7/30. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/288:52 pmCVG - BDL
Nonstop2h 00mBreeze Airways
dom. 8/316:10 amBDL - CVG
Nonstop2h 08mBreeze Airways
Deal found 7/30$148
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/208:12 pmORD - BOS
1 stop14h 06mMultiple Airlines
dom. 8/249:20 amBOS - ORD
1 stop10h 21mMultiple Airlines
Deal found 7/30$171
This American Airlines deal was found by Cheapflights users on 7/30. 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.
sáb. 9/138:16 amORD - BDL
Nonstop2h 18mAmerican Airlines
dom. 9/146:43 amBDL - ORD
Nonstop2h 37mAmerican Airlines
Deal found 7/30$177
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/85:30 amIND - BOS
1 stop8h 18mSpirit Airlines
jue. 9/111:40 pmBOS - IND
1 stop5h 08mSpirit Airlines
Deal found 7/29$181
This Mytrip deal was found by Cheapflights users on 7/30. 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.
vie. 10/245:17 pmORD - BDL
3 stops21h 54mSpirit Airlines
lun. 10/271:00 pmBDL - ORD
1 stop5h 38mSpirit Airlines
Deal found 7/30$183

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana 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 julio 31, 2025.
Use the filters below to find and compare flights from Indiana to Massachusetts that are best for you.

Fly from

Indiana

Fly to

Massachusetts

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 9/19

7:50 pm-11:25 pm

Nonstop2h 35m

Boston Logan Intl

lun. 9/22

7:00 am-8:56 am

Nonstop2h 56m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

jue. 9/4

6:45 am-10:00 am

Nonstop2h 15m

Boston Logan Intl

sáb. 9/6

5:20 am-11:10 am

1 stop6h 50m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom. 9/14

6:05 am-9:32 am

Nonstop2h 27m

Boston Logan Intl

dom. 9/21

5:00 am-6:51 am

Nonstop2h 51m

$138

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom. 8/31

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

mié. 9/3

9:43 am-11:33 am

Nonstop2h 50m

$139

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 8/19

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

mar. 8/26

6:05 am-7:07 pm

1 stop14h 02m

$145

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 9/4

1:50 pm-10:15 pm

1 stop7h 25m

Boston Logan Intl

sáb. 9/6

2:50 pm-10:00 pm

1 stop8h 10m

$146

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 9/4

10:15 am-1:48 pm

Nonstop2h 33m

Boston Logan Intl

sáb. 9/6

7:20 am-9:15 am

Nonstop2h 55m

$147

CincinnatiHartford

CVG - BDL

CVGBDL

Cincinnati Cinci./N. Kentucky

jue. 8/28

8:52 pm-10:52 pm

Nonstop2h 00m

Hartford Bradley Intl

dom. 8/31

6:10 am-8:18 am

Nonstop2h 08m

$148

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 8/20

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

dom. 8/24

9:20 am-6:41 pm

1 stop10h 21m

$171

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

sáb. 9/13

8:16 am-11:34 am

Nonstop2h 18m

Hartford Bradley Intl

dom. 9/14

6:43 am-8:20 am

Nonstop2h 37m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Indiana to Massachusetts (average of $218). Flying from Indiana 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.

What is the cheapest time of day to fly from IN to MA?

Find hourly flight availability from Indiana to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Indiana to Massachusetts as you normally would.

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 julio 31, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways from Indiana to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Indiana to Massachusetts flight route?

    Flights from Indiana to Massachusetts have been viewed 31 times in the past calendar month.

  • What are the cheapest airlines to fly from Indiana to Massachusetts one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $69. Users have also found prices from $69 and $75 on Southwest and Spirit Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Indiana to Massachusetts (average of $218). Flying from Indiana 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 Indiana to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Indiana to Massachusetts

Discover the top 7 airlines that operate flights from Indiana 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$70Average$147FlexibilityNo cancel feeOn-time88%
FrontierCheapest$112Average$181FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$126Average$211FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$191Average$410FlexibilityNo cancel feeOn-time71%
DeltaCheapest$207Average$454FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$243Average$479FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$332Average$449FlexibilityNo cancel feeOn-time63%

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