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$63+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
IND — BOS
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This JetBlue deal was found by Cheapflights users on 12/19. 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 12/247:41 pmORD - BOS
Nonstop2h 29mJetBlue
Thu 1/14:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/19$137
This CheapOair deal was found by Cheapflights users on 12/19. 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.
Wed 12/317:41 pmORD - BOS
Nonstop2h 29mJetBlue
Tue 1/67:45 amBOS - ORD
Nonstop3h 11mJetBlue
Deal found 12/19$138
This United Airlines deal was found by Cheapflights users on 12/20. 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 12/299:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Wed 12/316:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/20$162
This United Airlines deal was found by Cheapflights users on 12/20. 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 12/247:45 amORD - BOS
Nonstop2h 23mUnited Airlines
Wed 12/314:15 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/20$167
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Thu 12/258:50 amORD - BDL
1 stop4h 19mUnited Airlines
Thu 1/16:15 amBDL - ORD
Nonstop2h 50mUnited Airlines
Deal found 12/19$167
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Sat 12/277:45 amORD - BOS
Nonstop2h 23mUnited Airlines
Sat 1/1712:45 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/19$172
This Southwest deal was found by Cheapflights users on 12/19. 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.
Thu 12/2511:25 amMDW - BOS
1 stop4h 55mSouthwest
Thu 1/15:30 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 12/19$172
This Southwest deal was found by Cheapflights users on 12/19. 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.
Thu 12/2511:25 amMDW - BOS
1 stop4h 55mSouthwest
Fri 1/25:15 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 12/19$177
This Delta deal was found by Cheapflights users on 12/19. 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 12/253:25 pmMDW - BDL
1 stop7h 11mDelta
Thu 1/15:30 amBDL - MDW
1 stop4h 19mDelta
Deal found 12/19$177
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Thu 12/256:11 pmORD - BOS
Nonstop2h 33mUnited Airlines
Tue 12/306:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/18$182
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/309:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Fri 1/26:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/21$185
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Thu 12/259:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Mon 12/297:32 pmBOS - ORD
1 stop5h 03mUnited Airlines
Deal found 12/21$187

Find flight deals from Indiana to Massachusetts

Keep the following information in mind while searching for Indiana to Massachusetts flight deals. Data was last updated December 21, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$125
(Kiwi.com)

One-way from

$63
(Cheapflightsfares)

Popular in

November

Cheapest in

June

Average price

$420

Good round-trip deal

$481 or less

Good one-way deal

$348 or less
Provider with most accurate pricing for Indianapolis-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Boston Logan Intl flights.
Search Deals
From Indiana to Massachusetts
Search Deals
One-way flight from Indiana to Massachusetts
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Indiana to Massachusetts.
Search Deals
Price to beat on a one-way flight from Indiana to Massachusetts.
Search Deals

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 December 21, 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

MDW - BOS

MDWBOS

Chicago Midway

Sat 1/17

10:15 am-1:30 pm

Nonstop2h 15m

Boston Logan Intl

Sun 1/18

5:30 am-7:20 am

Nonstop2h 50m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/17

10:00 am-1:23 pm

Nonstop2h 23m

Boston Logan Intl

Sun 2/22

7:00 am-9:10 am

Nonstop3h 10m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/17

10:11 am-1:35 pm

Nonstop2h 24m

Boston Logan Intl

Wed 2/25

3:50 pm-5:53 pm

Nonstop3h 03m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/9

7:30 am-10:52 am

Nonstop2h 22m

Boston Logan Intl

Mon 1/12

4:16 pm-6:16 pm

Nonstop3h 00m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 2/19

10:00 am-1:23 pm

Nonstop2h 23m

Boston Logan Intl

Mon 2/23

7:00 am-9:10 am

Nonstop3h 10m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/17

10:11 am-1:35 pm

Nonstop2h 24m

Boston Logan Intl

Fri 2/20

7:45 pm-9:48 pm

Nonstop3h 03m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/17

10:11 am-1:35 pm

Nonstop2h 24m

Boston Logan Intl

Tue 2/24

11:35 am-1:41 pm

Nonstop3h 06m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 2/19

10:00 am-1:23 pm

Nonstop2h 23m

Boston Logan Intl

Sun 2/22

7:00 am-9:10 am

Nonstop3h 10m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 2/28

7:05 am-10:37 am

Nonstop2h 32m

Boston Logan Intl

Mon 3/2

7:45 pm-9:48 pm

Nonstop3h 03m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 2/3

7:45 am-11:10 am

Nonstop2h 25m

Boston Logan Intl

Tue 2/10

3:35 pm-5:44 pm

Nonstop3h 09m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

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, May is the cheapest month in which you can book a flight from Indiana to Massachusetts (average of $78). Flying from Indiana to Massachusetts in December is currently the most expensive (average of $238). 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 December 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Indiana to Massachusetts in the evening. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Indiana to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Indiana to Massachusetts. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Indiana to Massachusetts flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 21, 2025.

The most flights from USIN to USMA are scheduled on a Sunday (17 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 on average).

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 21, 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
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,014 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,102 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
701 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,193 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 38 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 15m. Fly via Southwest, JetBlue, or Delta to get the fastest option. The distance from Indiana to Massachusetts is about 857 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 Spirit Airlines. According to our data, you can fly for as low as $36. Users have also found prices from $54 and $75 on Allegiant Air and Frontier, 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, May is the cheapest month in which you can book a flight from Indiana to Massachusetts (average of $78). Flying from Indiana to Massachusetts in December is currently the most expensive (average of $238). 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$70Average$146FlexibilityNo cancel feeOn-time88%
FrontierCheapest$116Average$260FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$172Average$385FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$176Average$222FlexibilityNo cancel feeOn-time65%
DeltaCheapest$204Average$439FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$446FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$240Average$426FlexibilityNo cancel feeOn-time63%

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