$68+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IND
Mar 19 — Mar 261
1 adult, Economy
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Cheapest flights from Massachusetts to IndianaExplore 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 February 17, 2026.
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 February 17, 2026.
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Fri 6/56:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 6/89:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/13![United Airlines logo]()
$131
This Southwest deal was found by Cheapflights users on 2/16. 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.
Wed 3/117:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Wed 4/293:15 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/16![Southwest logo]()
$132
This JetBlue deal was found by Cheapflights users on 2/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:05 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Fri 4/38:55 am
ORD
- BOS
Nonstop2h 32m
JetBlue
Deal found 2/14![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- ORD
Nonstop3h 16m
American Airlines
Tue 2/248:45 pm
ORD
- BOS
Nonstop2h 14m
American Airlines
Deal found 2/14![American Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 2/15. 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.
Sat 2/215:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Wed 3/42:00 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/15![Southwest logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 5/29:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 5/54:30 pm
ORD
- BOS
1 stop4h 44m
United Airlines
Deal found 2/15![United Airlines logo]()
$134
This Super.com deal was found by Cheapflights users on 2/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Thu 3/126:20 pm
ORD
- BOS
Nonstop2h 33m
JetBlue
Deal found 2/13![JetBlue logo]()
$135
This Delta deal was found by Cheapflights users on 2/13. 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.
Wed 3/47:15 am
BOS
- ORD
Nonstop3h 13m
Delta
Tue 3/107:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/13![Delta logo]()
$136
This Southwest deal was found by Cheapflights users on 2/14. 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.
Mon 3/93:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Tue 3/106:10 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/14![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 2/13. 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.
Wed 6/37:35 am
BOS
- ORD
Nonstop2h 52m
Delta
Sat 6/64:30 pm
ORD
- BOS
Nonstop2h 33m
Delta
Deal found 2/13![Delta logo]()
$137
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:35 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Sun 4/126:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 2/14![American Airlines logo]()
$138
This Priceline deal was found by Cheapflights users on 2/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:35 pm
BOS
- ORD
Nonstop3h 01m
Multiple Airlines
Mon 5/114:28 pm
ORD
- BOS
1 stop7h 23m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$139
Best flights from Massachusetts to IndianaDiscover carefully curated flight deals from Massachusetts to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 17, 2026.
Discover carefully curated flight deals from Massachusetts to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 17, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 4/116:00 am
BOS
- ORD
1 stop5h 43m
United Airlines
Sun 4/126:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/15![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:55 pm
BOS
- ORD
Nonstop3h 04m
Delta
Thu 4/306:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 2/16![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 2/16. 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.
Sat 5/27:15 am
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 5/56:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/16![Southwest logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 4/261:07 pm
BDL
- IND
1 stop22h 10m
Frontier
Thu 4/3012:12 pm
IND
- BDL
1 stop24h 03m
Frontier
Deal found 2/13![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sat 4/257:20 am
BDL
- IND
2 stops27h 57m
Multiple Airlines
Thu 4/3012:12 pm
IND
- BDL
1 stop24h 03m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/56:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 3/89:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/13![United Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/184:20 pm
BOS
- ORD
Nonstop3h 03m
Delta
Tue 4/217:59 pm
ORD
- BOS
Nonstop2h 28m
Delta
Deal found 2/16![Delta logo]()
$137
This American Airlines deal was found by Cheapflights users on 2/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/42:12 pm
BOS
- SDF
1 stop7h 12m
American Airlines
Tue 4/76:00 am
SDF
- BOS
1 stop8h 21m
American Airlines
Deal found 2/16![American Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/156:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 3/179:15 am
ORD
- BOS
1 stop5h 01m
United Airlines
Deal found 2/15![United Airlines logo]()
$139
This Southwest deal was found by Cheapflights users on 2/13. 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 2/201:55 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 2/245:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/13![Southwest logo]()
$156
This United Airlines deal was found by Cheapflights users on 2/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:05 am
BOS
- ORD
Nonstop3h 01m
United Airlines
Thu 5/79:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/16![United Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 2/13. 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.
Sat 2/285:00 am
BOS
- MDW
1 stop5h 25m
Southwest
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/13![Southwest logo]()
$156
This United Airlines deal was found by Cheapflights users on 2/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Fri 4/39:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/16![United Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 2/15. 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 3/3111:25 am
BOS
- MDW
Nonstop2h 50m
Southwest
Sun 4/57:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/15![Southwest logo]()
$159
This United Airlines deal was found by Cheapflights users on 2/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Thu 5/76:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/16![United Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 2/15. 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.
Sat 3/215:35 am
BOS
- MDW
1 stop7h 10m
Southwest
Wed 3/2512:10 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/15![Southwest logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/27:13 pm
BDL
- IND
2 stops13h 19m
Multiple Airlines
Wed 3/43:12 pm
IND
- BDL
1 stop19h 25m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sat 4/258:08 pm
BDL
- IND
1 stop12h 00m
Frontier
Thu 4/3012:12 pm
IND
- BDL
1 stop24h 03m
Frontier
Deal found 2/13![Frontier logo]()
$225
This United Airlines deal was found by Cheapflights users on 2/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Thu 2/267:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/16![United Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 3/410:19 am
BDL
- IND
1 stop22h 13m
Multiple Airlines
Mon 3/93:00 pm
IND
- BDL
1 stop25h 20m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$221
This Southwest deal was found by Cheapflights users on 2/13. 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 2/265:00 am
BOS
- MDW
Nonstop2h 55m
Southwest
Mon 3/22:40 pm
MDW
- BOS
1 stop6h 30m
Southwest
Deal found 2/13![Southwest logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Mon 3/238:08 pm
BDL
- IND
1 stop12h 31m
Frontier
Wed 3/258:33 pm
IND
- BDL
2 stops15h 39m
Frontier
Deal found 2/16![Frontier logo]()
$236
This United Airlines deal was found by Cheapflights users on 2/15. 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 3/39:40 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Thu 3/57:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/15![United Airlines logo]()
$150
This Southwest deal was found by Cheapflights users on 2/16. 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.
Sun 3/16:30 am
BOS
- MDW
1 stop5h 05m
Southwest
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/16![Southwest logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Mon 3/210:52 am
BDL
- IND
1 stop21h 40m
Multiple Airlines
Thu 3/59:28 am
IND
- BDL
1 stop7h 47m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$238
This United Airlines deal was found by Cheapflights users on 2/14. 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 4/87:15 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sat 4/111:00 pm
ORD
- BOS
1 stop5h 06m
United Airlines
Deal found 2/14![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 2/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/161:47 pm
ALB
- ORD
1 stop5h 10m
American Airlines
Mon 3/238:57 am
ORD
- ALB
Nonstop2h 10m
American Airlines
Deal found 2/16![American Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 2/16. 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.
Thu 2/267:05 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Sun 3/19:20 pm
MDW
- BOS
1 stop10h 00m
Southwest
Deal found 2/16![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 2/15. 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.
Tue 3/172:50 pm
BOS
- CVG
Nonstop2h 27m
Delta
Tue 3/247:00 am
CVG
- BOS
Nonstop2h 15m
Delta
Deal found 2/15![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 2/14. 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 3/117:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Fri 3/137:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/14![United Airlines logo]()
$152
Last-minute flights from Massachusetts to IndianaDiscover last-minute flight deals from Massachusetts to Indiana. Data last updated February 17, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Indiana. Data last updated February 17, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 2/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/15![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- ORD
Nonstop3h 16m
American Airlines
Tue 2/248:45 pm
ORD
- BOS
Nonstop2h 14m
American Airlines
Deal found 2/14![American Airlines logo]()
$133
This Southwest deal was found by Cheapflights users on 2/15. 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.
Sat 2/215:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Wed 3/42:00 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/15![Southwest logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Fri 2/276:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 3/99:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/14![United Airlines logo]()
$136
This JetBlue deal was found by Cheapflights users on 2/15. 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.
Sat 2/287:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/15![JetBlue logo]()
$137
This Super.com deal was found by Cheapflights users on 2/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/16![JetBlue logo]()
$135
This Southwest deal was found by Cheapflights users on 2/14. 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.
Mon 3/93:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Tue 3/106:10 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/14![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 2/16. 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.
Wed 3/117:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Wed 4/293:15 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/16![Southwest logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/156:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 3/179:15 am
ORD
- BOS
1 stop5h 01m
United Airlines
Deal found 2/15![United Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 3/217:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Wed 3/2512:03 pm
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 2/14![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 2/15. 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.
Sat 3/215:35 pm
BOS
- ORD
Nonstop3h 08m
Delta
Wed 3/257:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/15![Delta logo]()
$140
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 3/289:20 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Tue 3/314:10 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 2/15![United Airlines logo]()
$141
One-way flights from Massachusetts to IndianaSearch for one-way flight options from Massachusetts to Indiana. Find affordable one-way fares based on user searches. Data last updated February 17, 2026.
Search for one-way flight options from Massachusetts to Indiana. Find affordable one-way fares based on user searches. Data last updated February 17, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 3/67:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/15![United Airlines logo]()
$68
This United Airlines deal was found by Cheapflights users on 2/15. 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 3/1712:07 pm
BOS
- ORD
1 stop5h 54m
United Airlines
Deal found 2/15![United Airlines logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 2/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Wed 4/156:00 am
BOS
- IND
1 stop29h 17m
Frontier
Deal found 2/16![Frontier logo]()
$71
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Thu 4/29:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/15![United Airlines logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Tue 4/287:43 pm
BOS
- ORD
1 stop26h 34m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$72
This Southwest deal was found by Cheapflights users on 2/15. 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.
Mon 2/235:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/15![Southwest logo]()
$73
This American Airlines deal was found by Cheapflights users on 2/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:05 am
BOS
- ORD
Nonstop2h 57m
American Airlines
Deal found 2/16![American Airlines logo]()
$73
This Southwest deal was found by Cheapflights users on 2/15. 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 3/32:40 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 2/15![Southwest logo]()
$74
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:19 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/14![American Airlines logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 5/135:40 am
BOS
- ORD
1 stop16h 37m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$75
This American Airlines deal was found by Cheapflights users on 2/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:24 pm
ALB
- ORD
Nonstop2h 52m
American Airlines
Deal found 2/14![American Airlines logo]()
$76
Find flight deals from Massachusetts to Indiana
Keep the following information in mind while searching for Massachusetts to Indiana flight deals. Data was last updated February 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (Southwest) |
One-way from | $68 (United Airlines) |
Popular in | October |
Cheapest in | June |
Average price | $447 |
Good round-trip deal | $377 or less |
Good one-way deal | $298 or less |
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 February 17, 2026.
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 - ORD
BOSORD
Boston Logan Intl
Sat 4/11
6:00 am-10:43 am
1 stop5h 43m
Chicago O'Hare Intl
Sun 4/12
6:00 am-9:25 am
Nonstop2h 25m
$134
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 3/5
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Sun 3/8
9:15 pm-12:35 am
Nonstop2h 20m
$136
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 4/28
4:55 pm-6:59 pm
Nonstop3h 04m
Chicago O'Hare Intl
Thu 4/30
6:50 am-10:11 am
Nonstop2h 21m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 4/18
4:20 pm-6:23 pm
Nonstop3h 03m
Chicago O'Hare Intl
Tue 4/21
7:59 pm-11:27 pm
Nonstop2h 28m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 3/15
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Tue 3/17
9:15 am-3:16 pm
1 stop5h 01m
$139
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/1
8:05 am-10:06 am
Nonstop3h 01m
Chicago O'Hare Intl
Thu 5/7
9:30 pm-12:59 am
Nonstop2h 29m
$140
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 4/3
7:00 am-9:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Fri 4/3
9:30 pm-12:59 am
Nonstop2h 29m
$140
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 4/9
7:00 am-9:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Thu 5/7
6:00 am-9:25 am
Nonstop2h 25m
$140
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 2/24
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Thu 2/26
7:30 am-10:49 am
Nonstop2h 19m
$145
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 5/2
7:15 am-9:05 am
Nonstop2h 50m
Chicago Midway
Tue 5/5
6:00 pm-9:20 pm
Nonstop2h 20m
$147
Showing 1-10 of 60 results
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.
BOS-ORD
BOS-MDW
BDL-IND
BOS-SDF
ALB-ORD
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
USMA-USIN
BOS-ORD
BOS-MDW
BDL-IND
BOS-SDF
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 April is currently the most expensive (average of $254). 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 February 17, 2026.
It’s optimal to fly from Massachusetts to Indiana in the morning. By choosing this option you can save up to 57% on the cost of your flight, compared to a flight in the afternoon.
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 February 17, 2026.
Travelers seeking maximum savings on their Massachusetts to Indiana flight should consider departing on Tuesday evenings 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 February 17, 2026.
The most flights from USMA to USIN are scheduled on a Monday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 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 February 17, 2026.
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.
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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.
Complete your trip
Complete your trip to Indiana by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Indiana by cabin class
Find flights from Massachusetts to Indiana, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Indiana flights
Browse other Massachusetts and Indiana flight options. Last updated on February 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Indiana
Find the right flight back to Massachusetts after your stay in Indiana
Massachusetts to Indiana flights
Consider these flights traveling from Massachusetts to Indiana.
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 February 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$137 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$102 | Average$223 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$106 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$429 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$196 | Average$462 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$312 | Average$429 | FlexibilityNo cancel fee | On-time63% |