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Cheap flights from Massachusetts to Indiana from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Indiana departing on 8/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Massachusetts to Indiana

Cheap round-trip flights

Spirit Airlines Logo
6:05 am - 7:07 pmBOS-ORD
14h 02m1 stop
Spirit Airlines Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
$112Spirit Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
United Airlines Logo
6:10 am - 8:05 amBOS-ORD
2h 55mnonstop
United Airlines Logo
9:15 pm - 12:45 amORD-BOS
2h 30mnonstop
$117United Airlines
Find Deal
Tue, Sep 2 - Thu, Sep 4
Southwest Logo
8:35 am - 10:10 amBOS-MDW
2h 35mnonstop
Southwest Logo
10:00 am - 1:25 pmMDW-BOS
2h 25mnonstop
$127Southwest
Find Deal
Thu, Sep 4 - Sun, Sep 7
Southwest Logo
12:20 pm - 1:55 pmBOS-MDW
2h 35mnonstop
Southwest Logo
6:25 am - 3:25 pmMDW-BOS
8h 00m1 stop
$133Southwest
Find Deal
Sat, Aug 30 - Tue, Sep 2
American Airlines Logo
5:00 am - 6:51 amBOS-ORD
2h 51mnonstop
American Airlines Logo
5:36 pm - 9:00 pmORD-BOS
2h 24mnonstop
$136American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
5:00 am - 6:51 amBOS-ORD
2h 51mnonstop
American Airlines Logo
6:05 am - 9:32 amORD-BOS
2h 27mnonstop
$138American Airlines
Find Deal
Sun, Sep 14 - Sun, Sep 21
Delta Logo
7:55 pm - 9:56 pmBOS-ORD
3h 01mnonstop
Delta Logo
10:15 am - 1:48 pmORD-BOS
2h 33mnonstop
$147Delta
Find Deal
Thu, Sep 4 - Sat, Sep 6
Delta Logo
7:25 am - 9:15 amBOS-ORD
2h 50mnonstop
Delta Logo
6:59 pm - 10:40 pmORD-BOS
2h 41mnonstop
$173Delta
Find Deal
Thu, Oct 2 - Fri, Oct 3
Allegiant Air Logo
8:59 am - 4:43 pmBOS-MDW
8h 44m1 stop
Allegiant Air Logo
7:50 pm - 9:43 amMDW-BOS
12h 53m1 stop
$206Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8
Allegiant Air Logo
8:59 am - 4:43 pmBOS-MDW
8h 44m1 stop
Allegiant Air Logo
7:50 pm - 9:43 amMDW-BOS
12h 53m1 stop
$209Allegiant Air
Find Deal
Fri, Sep 5 - Mon, Sep 8

JetBlue flights from Massachusetts to Indiana

Our best JetBlue deals on Massachusetts to Indiana flight tickets
JetBlue
Sep 6
BOS7:00 amBoston Logan Intl
2h 56m
ORD8:56 amChicago O'Hare Intl
Sep 10
ORD9:51 amChicago O'Hare Intl
2h 29m
BOS1:20 pmBoston Logan Intl
$129
Find similar
JetBlue
Aug 5
BOS6:00 amBoston Logan Intl
2h 55m
ORD7:55 amChicago O'Hare Intl
Aug 14
ORD8:40 amChicago O'Hare Intl
2h 24m
BOS12:04 pmBoston Logan Intl
$137
Find similar
JetBlue
Sep 12
BOS2:45 pmBoston Logan Intl
7h 04m
1 stop
ORD8:49 pmChicago O'Hare Intl
Sep 19
ORD7:50 pmChicago O'Hare Intl
2h 35m
BOS11:25 pmBoston Logan Intl
$169
Find similar

Spirit Airlines flights from Massachusetts to Indiana

Our best Spirit Airlines deals on Massachusetts to Indiana flight tickets
Spirit Airlines
Sep 3
BOS6:05 amBoston Logan Intl
14h 02m
1 stop
ORD7:07 pmChicago O'Hare Intl
Sep 9
ORD11:57 amChicago O'Hare Intl
11h 00m
1 stop
BOS11:57 pmBoston Logan Intl
$112
Find similar
Spirit Airlines
Aug 20
BOS6:05 amBoston Logan Intl
14h 02m
1 stop
ORD7:07 pmChicago O'Hare Intl
Aug 26
ORD8:12 pmChicago O'Hare Intl
14h 06m
1 stop
BOS11:18 amBoston Logan Intl
$121
Find similar
Spirit Airlines
Sep 9
BOS12:20 pmBoston Logan Intl
10h 38m
1 stop
ORD9:58 pmChicago O'Hare Intl
Sep 16
ORD11:57 amChicago O'Hare Intl
11h 00m
1 stop
BOS11:57 pmBoston Logan Intl
$124
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 9/3

6:05 am-7:07 pm

1 stop14h 02m

Chicago O'Hare Intl

Tue 9/9

11:57 am-11:57 pm

1 stop11h 00m

$112

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 9/2

6:10 am-8:05 am

Nonstop2h 55m

Chicago O'Hare Intl

Thu 9/4

9:15 pm-12:45 am

Nonstop2h 30m

$117

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 9/4

8:35 am-10:10 am

Nonstop2h 35m

Chicago Midway

Sun 9/7

10:00 am-1:25 pm

Nonstop2h 25m

$127

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 8/30

12:20 pm-1:55 pm

Nonstop2h 35m

Chicago Midway

Tue 9/2

6:25 am-3:25 pm

1 stop8h 00m

$133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 9/13

5:00 am-6:51 am

Nonstop2h 51m

Chicago O'Hare Intl

Sat 9/20

5:36 pm-9:00 pm

Nonstop2h 24m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 9/14

5:00 am-6:51 am

Nonstop2h 51m

Chicago O'Hare Intl

Sun 9/21

6:05 am-9:32 am

Nonstop2h 27m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/4

7:55 pm-9:56 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sat 9/6

10:15 am-1:48 pm

Nonstop2h 33m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/2

7:25 am-9:15 am

Nonstop2h 50m

Chicago O'Hare Intl

Fri 10/3

6:59 pm-10:40 pm

Nonstop2h 41m

$173

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 9/5

8:59 am-4:43 pm

1 stop8h 44m

Chicago Midway

Mon 9/8

7:50 pm-9:43 am

1 stop12h 53m

$206

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 9/5

8:59 am-4:43 pm

1 stop8h 44m

Chicago Midway

Mon 9/8

7:50 pm-9:43 am

1 stop12h 53m

$209

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Indiana from

How to get the cheapest flight ticket from Massachusetts to Indiana

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Indiana?

The cheapest month to fly to Indiana from Massachusetts is in August. Flight prices, which tend to average around $351, are often lower during this time because this is during the off-season. The month of June is another great option to travel to Indiana, with average flight prices from Massachusetts averaging around $377.

What is the cheapest day to depart on your flight to Indiana?

Our data shows that Thursday is the least expensive day to fly to Indiana. Tickets to fly out on this day can be as low as $395. On the other hand, Monday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $513.

What is the cheapest time of day to depart on your flight to Indiana?

Our data shows that the cheapest Massachusetts to Indiana flights are usually those with departure times in the morning. Our users have found flights to Indiana in the morning for as low as $418. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $461 on average. Flights to Indiana from Massachusetts in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Massachusetts to Indiana flight route?

Fly from Boston Logan Intl to Indianapolis for the best Massachusetts - Indiana flight prices

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

You are more likely to see cheaper flights to Indiana from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Indiana for around $426 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Indiana from Massachusetts for as low as $295 on momondo.

What cabin class options are available on Massachusetts to Indiana flights?

There are 4 cabin classes available to choose from on Massachusetts to Indiana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Indiana flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Indiana.

Cheap Massachusetts to Indiana flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Indiana

Best Price Found

$55

Fastest flight time

2h 08m

Direct flights

Every day

Airports in Indiana

4 airports
The best one-way flight to Indiana from Massachusetts in the past 72 hours is $55. The best round-trip flight deal from Massachusetts to Indiana found on momondo in the last 72 hours is $112.
The fastest flight from Massachusetts to Indiana takes 2h 08m
Direct flights go from Massachusetts to Indiana every day.
There are 4 airports near Indiana: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Louisville Intl (SDF), Cincinnati Cinci./N. Kentucky (CVG)
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  • When did momondo last update prices for flights from Massachusetts to Indiana?

    Prices for flights from Massachusetts to Indiana refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Indiana?

  • How old do you have to be to fly from Massachusetts to Indiana?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Indiana.

  • What documentation or ID do you need to fly to Indiana?

    The travel and health documents required for your trip to Indiana can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Indiana. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Massachusetts to Indiana?

Best airlines flying from Massachusetts to Indiana

Compare and see reviews for airlines that fly from Massachusetts to Indiana with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $74Free CancellationRating
7.2
702 reviews
Search Allegiant Air flights
FrontierPriceFrom $106Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $140Free CancellationRating
6.3
8,049 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $198Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $203Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $212Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $355Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Indiana?

Finding the right flight to Indiana from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Indiana quick and easy, saving you time and money.

Can I find flights from Massachusetts to Indiana with flexible booking policies on momondo?

Yes. All flights to Indiana from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Massachusetts to Indiana?

momondo helps you find the best flight between Massachusetts and Indiana by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Massachusetts to Indiana right now. Can momondo alert me if prices change?

Price alerts on flights to Indiana from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Indiana trip

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