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$64+ Cheap flights from Massachusetts to Indiana

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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IND
nov. 15 — nov. 221
sáb. 11/15
sáb. 11/22
1 adult, Economy
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Cheap flight deals from Massachusetts to Indiana

Keep the following information in mind while searching for Massachusetts to Indiana flight deals. Data was last updated octubre 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$120
(Kiwi.com)

One-way from

$64
(United Airlines)

Popular in

November

Cheapest in

June

Average price

$535

Good round-trip deal

$389 or less

Good one-way deal

$308 or less
Provider with most accurate pricing for Boston Logan Intl-Indianapolis flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Indianapolis flights.
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From Massachusetts to Indiana
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One-way flight from Massachusetts to Indiana
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Highest demand for flights based on searches. 18% potential increase in price ($100 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 October 2025
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Price to beat on a round-trip flight from Massachusetts to Indiana.
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Price to beat on a one-way flight from Massachusetts to Indiana.
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Find flight deals from Massachusetts to Indiana

Cheapest flights from Massachusetts to Indiana
Explore the most affordable flight options available from Massachusetts to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
sáb. 11/1511:43 amBOS - MDW
1 stop7h 56mFrontier
jue. 11/206:05 amMDW - BOS
1 stop17h 39mFrontier
Deal found 10/16$120
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
jue. 11/1310:04 amBOS - MDW
1 stop12h 59mFrontier
sáb. 11/151:37 pmMDW - BOS
1 stop18h 23mFrontier
Deal found 10/15$123
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
jue. 11/1310:04 amBOS - ORD
1 stop15h 07mFrontier
sáb. 11/155:45 pmORD - BOS
1 stop14h 15mFrontier
Deal found 10/15$123
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/46:00 amBOS - MDW
1 stop13h 04mFrontier
lun. 12/88:42 pmMDW - BOS
1 stop26h 19mFrontier
Deal found 10/14$124
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
sáb. 11/111:43 amBOS - ORD
1 stop12h 46mFrontier
mié. 11/512:37 pmORD - BOS
1 stop19h 23mFrontier
Deal found 10/16$124
This Kissandfly.com deal was found by Cheapflights users on 10/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:09 amBOS - ORD
Nonstop3h 13mJetBlue
lun. 10/275:40 pmORD - BOS
Nonstop2h 27mJetBlue
Deal found 10/14$125
This Southwest deal was found by Cheapflights users on 10/14. 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.
sáb. 10/255:20 amBOS - MDW
Nonstop2h 40mSouthwest
mar. 10/284:10 pmMDW - BOS
1 stop5h 05mSouthwest
Deal found 10/14$127
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/154:05 pmBOS - ORD
Nonstop2h 57mDelta
jue. 12/1810:35 amORD - BOS
Nonstop2h 24mDelta
Deal found 10/15$127
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
jue. 11/1310:04 amBOS - MDW
1 stop9h 35mFrontier
dom. 11/166:15 amMDW - BOS
1 stop25h 45mFrontier
Deal found 10/15$128
This Kissandfly.com deal was found by Cheapflights users on 10/16. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/157:10 amBOS - ORD
Nonstop3h 05mJetBlue
jue. 11/206:00 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 10/16$128
This Southwest deal was found by Cheapflights users on 10/16. 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.
sáb. 11/85:55 amBOS - MDW
1 stop11h 50mSouthwest
mié. 11/126:15 pmMDW - BOS
Nonstop2h 20mSouthwest
Deal found 10/16$133
This United Airlines deal was found by Cheapflights users on 10/14. 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.
sáb. 11/14:15 pmBOS - ORD
Nonstop2h 55mUnited Airlines
lun. 11/39:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 10/14$133

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Indiana 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 octubre 16, 2025.
Use the filters below to find and compare flights from Massachusetts to Indiana that are best for you.

Fly from

Massachusetts

Fly to

Indiana

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

lun. 11/10

5:15 am-7:00 am

Nonstop2h 45m

Chicago Midway

jue. 11/13

2:55 pm-11:15 pm

1 stop7h 20m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

lun. 12/8

5:30 am-7:15 am

Nonstop2h 45m

Chicago Midway

lun. 12/22

5:30 am-8:45 am

Nonstop2h 15m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

jue. 1/22

6:50 am-3:25 pm

1 stop9h 35m

Chicago Midway

lun. 1/26

5:35 pm-8:50 pm

Nonstop2h 15m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

sáb. 11/1

5:20 am-7:00 am

Nonstop2h 40m

Chicago Midway

sáb. 11/8

4:45 pm-9:55 pm

1 stop4h 10m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

vie. 10/31

5:00 am-6:40 am

Nonstop2h 40m

Chicago Midway

mar. 11/4

2:30 pm-10:15 pm

2 stops6h 45m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

dom. 11/23

5:15 pm-7:27 pm

Nonstop3h 12m

Chicago O'Hare Intl

jue. 12/4

8:38 pm-12:06 am

Nonstop2h 28m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

dom. 11/16

7:30 am-9:35 am

Nonstop3h 05m

Chicago O'Hare Intl

mar. 11/18

7:15 pm-10:45 pm

Nonstop2h 30m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 11/13

7:30 am-9:35 am

Nonstop3h 05m

Chicago O'Hare Intl

dom. 11/16

7:10 am-10:36 am

Nonstop2h 26m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

mié. 11/12

5:45 am-1:00 pm

2 stops8h 15m

Chicago Midway

jue. 11/13

6:20 am-8:45 pm

3 stops13h 25m

$152

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

jue. 11/13

10:40 am-12:40 pm

Nonstop3h 00m

Chicago O'Hare Intl

sáb. 11/15

7:15 am-12:29 pm

1 stop4h 14m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

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

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

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

Currently, June is the cheapest month in which you can book a flight from Massachusetts to Indiana (average of $89). Flying from Massachusetts to Indiana in February is currently the most expensive (average of $282). 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 MA to IN?

Find hourly flight availability from Massachusetts to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 16, 2025.

It’s optimal to fly from Massachusetts to Indiana in the morning. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the evening.

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

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

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

Weekly flight availability from Massachusetts to Indiana

Explore weekly flight availability from Massachusetts to Indiana. 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 octubre 16, 2025.

The most flights from USMA to USIN are scheduled on a Thursday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated octubre 16, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Massachusetts to Indiana to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
693 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Indiana. 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 Massachusetts to Indiana flight route?

    The Massachusetts to Indiana flight path was viewed by 2 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to Indiana?

    For as low as $127, Southwest can have you in Indiana from Massachusetts in 2h 45m. There are 857 mi between Massachusetts and Indiana. Generally, flights for this route are nonstop.

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

    The cheapest airlines for a one-way flight from Massachusetts to Indiana are Southwest ($69), United Airlines ($69), and American Airlines ($99).

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Massachusetts to Indiana (average of $89). Flying from Massachusetts to Indiana in February is currently the most expensive (average of $282). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Massachusetts to Indiana

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

Discover the top 7 airlines that operate flights from Massachusetts to Indiana. 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 octubre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$71Average$140FlexibilityNo cancel feeOn-time88%
FrontierCheapest$106Average$204FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$144Average$227FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$196Average$453FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$198Average$583FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$459FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$332Average$456FlexibilityNo cancel feeOn-time63%

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