$42 Find Cheap Flights from Indiana to Massachusetts

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Low seasonJanuary
High seasonJuly
Cheapest flight$42
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway Airport to Boston

FAQs for booking flights from Indiana to Massachusetts

  • How does KAYAK find such low prices on flights from Indiana to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Indiana to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Indiana to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Indiana to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Indiana to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Indiana to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Indiana to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Indiana to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Massachusetts?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $246.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Thursday where round-trip tickets can be as cheap as $464. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $784 on average.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $473 on average. Morning departures are around 41% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $852.

  • What is the cheapest flight to Massachusetts?

    The cheapest ticket to Massachusetts from Indiana found in the last 72 hours was to Boston, at $162 round-trip. The most popular route is Indianapolis (IND) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $162.

  • What is the cheapest month to fly from Indiana to Massachusetts?

    The cheapest month for flights from Indiana to Massachusetts is January, when tickets cost $288 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $461 and $431 respectively.

  • How far in advance should I book a flight from Indiana to Massachusetts?

    To get a below average price on the flight from Indiana to Massachusetts, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Indiana to Massachusetts takes 5h 03m, covering a distance of 769 miles. The shortest route is Chicago Midway Airport (MDW) to Albany (ALB) with an average flight time of 1h 50m.

  • What are the most popular destinations in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (85% of total searches to Massachusetts). The next most popular destinations are Hartford (8%) and Albany (6%). Searches for flights to Nantucket (2%) are also popular.

Reviews of the top 5 airlines serving from Indiana to Massachusetts

 
Need help choosing which airline to fly with from Indiana to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7951 reviews
7.9Comfort
7.3Food
8.5Crew
8.2Boarding
7.9Entertainment
Airline reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

4.0 OkayJames, Jul 2025MSN - ATL
Read more Delta reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

Boarded plane and then delayed 1.5 hours while on the plane

Survey sent before we actually left. Delay after delay. Now a crew problem.

I love flying with United. Unfortunately, I flew on an older plane with minimal upgraded technology (no Bluetooth functionality or handy charging ports). Otherwise, the flight was great and even arrived early.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

The flight was delayed four and half hours for paperwork on a maintenance issue. Very frustrating.

It was okay delay was long but I made it

Flight was cancelled. No reason given. No apologies. Next available flight is two days later. Ruined our 4th of July plans.

The air fares are good, Charging me for every single thing 😩

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

Flight delayed over 3 or 4 hours because no captain to fly plane. I couldn’t make a connection and had to wait 9 hours for another flight. Had to fly red eye flight. Sucks

it was a quick trip. seats aren't that comfortable but because it was a quick trip it was ok. You need to have an N/A in your rating as I didn't have any food or entertainment so the only thing I could do was score low.

We paid for upgrade seats (3A & 3B) the seats on front and the seats behind us got complimentary water & soda, but we got charged, had to pay for everything. Does not make any sense ?

Unfortunately, spirits crew had us boarding and parking the plane often, would wait long periods of time before allowing the people attending the flight on the plane to know what was going on this caused for my plane to not only get diverted but then canceled at an airport 2 hours away and basically stranded with charter buses MAYBE being hired. I was left with no choice but to stay overnight and use a comp room in Altantic City to then arrive home the next day. This trip was the first time seeing my partner since he joined the Air Force and this stressful ride caused unwarranted tears on what was supposed to be an east flight home. I understand weather is unpredictable but to have passengers deboard to then reboard an hour later to taxi on the runway for another hour to then basically leave an entire fight stranded. I waited almost 30 minutes at the airport and not one employee could tell me about a charter bus so I had to leave and make accommodations to stay overnight and get a ride home.

I wanted to upgrade my seat because I’m 6’2 and never have enough leg room for my comfort. They upgraded my seat for free putting me in an emergency exit seat. I was very comfortable

Book cheap flights from Indiana to Massachusetts

Recent round-trip flight deals

8/9Sat
nonstopSouthwest
2h 20mMDW-BOS
8/14Thu
nonstopSouthwest
2h 30mBOS-MDW
$84
9/3Wed
1 stopSouthwest
6h 10mMDW-BOS
9/6Sat
nonstopSouthwest
2h 35mBOS-MDW
$89
8/23Sat
nonstopAmerican Airlines
2h 28mORD-BOS
8/26Tue
nonstopAmerican Airlines
2h 56mBOS-ORD
$92
8/25Mon
nonstopAmerican Airlines
2h 24mORD-BOS
8/26Tue
nonstopAmerican Airlines
2h 56mBOS-ORD
$93
8/6Wed
nonstopUnited Airlines
2h 30mORD-BOS
8/12Tue
1 stopUnited Airlines
5h 37mBOS-ORD
$97
8/8Fri
nonstopUnited Airlines
2h 27mORD-BOS
8/12Tue
nonstopUnited Airlines
2h 51mBOS-ORD
$98
8/18Mon
nonstopDelta
2h 38mORD-BOS
8/22Fri
nonstopDelta
2h 59mBOS-ORD
$117
8/16Sat
1 stopDelta
5h 21mORD-BOS
8/20Wed
nonstopDelta
2h 55mBOS-ORD
$127
8/2Sat
1 stopAllegiant Air
15h 17mCVG-BOS
8/10Sun
1 stopAllegiant Air
10h 36mBOS-CVG
$180
8/8Fri
1 stopAllegiant Air
13h 41mCVG-BOS
8/10Sun
1 stopAllegiant Air
10h 36mBOS-CVG
$186

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Recent one-way flight deals

8/9Sat
nonstopSouthwest
2h 20mMDW-BOS
$42
8/6Wed
nonstopUnited Airlines
2h 27mORD-BOS
$46
9/14Sun
nonstopAmerican Airlines
2h 19mORD-BOS
$54
8/6Wed
1 stopSpirit Airlines
12h 03mORD-BOS
$55
8/5Tue
1 stopSpirit Airlines
13h 29mORD-BOS
$56
10/21Tue
nonstopAmerican Airlines
2h 10mORD-BDL
$59
8/5Tue
nonstopDelta
2h 31mORD-BOS
$59
7/31Thu
nonstopAllegiant Air
2h 13mIND-BOS
$64
9/7Sun
nonstopDelta
2h 30mORD-BOS
$77
8/3Sun
nonstopAllegiant Air
2h 13mIND-BOS
$81

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Last minute flights from Indiana to Massachusetts

Last minute flight, train and bus deals

7/15Tue
nonstopJetBlue
2h 24mORD-BOS
8/19Tue
nonstopJetBlue
2h 55mBOS-ORD
$114
7/15Tue
nonstopDelta
2h 45mORD-BOS
8/20Wed
nonstopDelta
3h 04mBOS-ORD
$127
7/15Tue
nonstopDelta
2h 40mORD-BOS
8/19Tue
multi-stopDelta
7h 14mBOS-ORD
$137
7/15Tue
multi-stopSpirit Airlines
12h 03mORD-BOS
7/18Fri
multi-stopSpirit Airlines
12h 43mBOS-ORD
$160
7/15Tue
multi-stopSpirit Airlines
12h 03mORD-BOS
7/22Tue
multi-stopSpirit Airlines
13h 16mBOS-ORD
$161
7/14Mon
nonstopUnited Airlines
2h 27mORD-BOS
8/18Mon
nonstopUnited Airlines
2h 58mBOS-ORD
$184
7/15Tue
nonstopAmerican Airlines
2h 44mORD-BOS
8/2Sat
multi-stopAmerican Airlines
5h 49mBOS-ORD
$194
7/15Tue
nonstopAmerican Airlines
2h 21mORD-BOS
7/25Fri
multi-stopAmerican Airlines
5h 29mBOS-ORD
$195
7/15Tue
nonstopUnited Airlines
2h 37mORD-BOS
7/30Wed
multi-stopUnited Airlines
7h 19mBOS-ORD
$235
7/13Sun
nonstopAllegiant Air
2h 13mIND-BOS
7/17Thu
nonstopAllegiant Air
2h 21mBOS-IND
$284

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Indiana

Cabin classes available on flights to Indiana. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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