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Massachusetts

$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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
IND — BOS
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$127
(United Airlines)

One-way from

$69
(JetBlue)

Popular in

November

Cheapest in

June

Average price

$393

Good round-trip deal

$408 or less

Good one-way deal

$348 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 ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/297:30 amORD - BOS
Nonstop2h 32mUnited Airlines
Fri 10/36:00 amBOS - ORD
Nonstop2h 56mUnited Airlines
Deal found 9/15$127
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2112:40 pmMDW - BOS
1 stop4h 20mSouthwest
Thu 10/2310:25 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/15$127
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/19:51 amORD - BOS
Nonstop2h 29mJetBlue
Wed 10/14:40 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 9/15$130
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:50 pmORD - BOS
Nonstop2h 35mJetBlue
Wed 10/17:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 9/14$132
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:35 pmMDW - BOS
2 stops6h 20mSouthwest
Mon 10/279:35 pmBOS - MDW
Nonstop2h 40mSouthwest
Deal found 9/15$132
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/11:30 pmORD - BOS
Nonstop2h 32mUnited Airlines
Sun 10/56:00 amBOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 9/14$133
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:45 amMDW - BOS
1 stop10h 25mSouthwest
Sun 11/95:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/14$133
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:20 amORD - BOS
Nonstop2h 24mJetBlue
Wed 11/123:55 pmBOS - ORD
Nonstop3h 00mJetBlue
Deal found 9/15$135
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Wed 10/156:16 amBOS - ORD
1 stop18h 29mSpirit Airlines
Deal found 9/15$136
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/232:15 pmORD - BOS
Nonstop2h 31mUnited Airlines
Tue 9/3011:02 amBOS - ORD
Nonstop2h 50mUnited Airlines
Deal found 9/15$137
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:30 amMDW - BOS
Nonstop2h 15mSouthwest
Tue 12/305:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 9/14$137
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:30 amMDW - BOS
2 stops7h 45mSouthwest
Tue 11/185:35 pmBOS - MDW
1 stop4h 30mSouthwest
Deal found 9/14$138

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 September 16, 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

Wed 10/1

9:51 am-1:20 pm

Nonstop2h 29m

Boston Logan Intl

Wed 10/1

4:40 pm-6:55 pm

Nonstop3h 15m

$130

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 10/18

6:30 am-9:45 am

Nonstop2h 15m

Boston Logan Intl

Sat 10/25

6:30 am-4:25 pm

2 stops10h 55m

$132

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 10/20

7:13 pm-10:46 pm

Nonstop2h 33m

Boston Logan Intl

Sat 10/25

7:09 am-9:22 am

Nonstop3h 13m

$135

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 11/26

4:05 pm-7:20 pm

Nonstop2h 15m

Boston Logan Intl

Fri 11/28

5:15 am-7:00 am

Nonstop2h 45m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 12/13

11:25 am-2:49 pm

Nonstop2h 24m

Boston Logan Intl

Wed 12/17

8:30 am-10:35 am

Nonstop3h 05m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 11/26

5:30 am-8:45 am

Nonstop2h 15m

Boston Logan Intl

Tue 12/30

5:15 am-7:00 am

Nonstop2h 45m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 9/29

6:45 pm-10:05 pm

Nonstop2h 20m

Boston Logan Intl

Tue 9/30

3:15 pm-4:50 pm

Nonstop2h 35m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 1/5

7:15 pm-10:30 pm

Nonstop2h 15m

Boston Logan Intl

Tue 1/13

5:30 am-7:20 am

Nonstop2h 50m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 12/13

9:50 am-1:10 pm

Nonstop2h 20m

Boston Logan Intl

Wed 12/17

5:35 pm-9:05 pm

1 stop4h 30m

$143

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 9/27

9:51 am-1:20 pm

Nonstop2h 29m

Boston Logan Intl

Thu 10/2

4:40 pm-6:55 pm

Nonstop3h 15m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 16, 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.

Weekly flight availability from Indiana to Massachusetts

Explore weekly flight availability from Indiana to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 16, 2025.

The most flights from USIN to USMA are scheduled on a Monday (21 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Indiana 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 September 16, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Indiana to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.2
Good
699 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,015 reviews
Delta
8.0
Very good
7,954 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 24 times in the past calendar month.

  • How long is the flight from Indiana to Massachusetts?

    There are many flights that can get you from Indiana to Massachusetts in 2h 10m. Fly via JetBlue, Southwest, or United Airlines to get the fastest option. The distance from Indiana to Massachusetts is about 780 mi. Generally, flights for this route are nonstop.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $69. Users have also found prices from $69 and $69 on JetBlue and United 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$70Average$146FlexibilityNo cancel feeOn-time88%
FrontierCheapest$116Average$230FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$127Average$212FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$183Average$404FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$445FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$244Average$454FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$276Average$451FlexibilityNo cancel feeOn-time63%

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