$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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IND
mar. 30 — abr. 61
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 febrero 28, 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 febrero 28, 2026.
This Southwest deal was found by Cheapflights users on 2/27. 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. 5/99:00 am
BOS
- ORD
1 stop7h 30m
Southwest
lun. 5/112:40 pm
ORD
- BOS
1 stop7h 35m
Southwest
Deal found 2/27![Southwest logo]()
$128
This Southwest deal was found by Cheapflights users on 2/24. 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. 5/23:30 pm
BOS
- MDW
Nonstop2h 45m
Southwest
sáb. 5/96:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/24![Southwest logo]()
$129
This Priceline deal was found by Cheapflights users on 2/26. 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.
mar. 4/147:35 pm
BOS
- ORD
Nonstop3h 04m
Multiple Airlines
jue. 4/164:28 pm
ORD
- BOS
1 stop8h 03m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 2/25. 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.
sáb. 4/116:48 pm
BOS
- ORD
Nonstop3h 12m
American Airlines
sáb. 4/188:56 pm
ORD
- BOS
Nonstop2h 29m
American Airlines
Deal found 2/25![American Airlines logo]()
$130
This Delta deal was found by Cheapflights users on 2/27. 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.
mié. 9/211:00 am
BOS
- ORD
Nonstop2h 52m
Delta
mié. 9/910:10 am
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 2/27![Delta logo]()
$131
This Southwest deal was found by Cheapflights users on 2/26. 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.
vie. 3/273:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
vie. 4/37:00 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/26![Southwest logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/24. 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.
mié. 5/207:30 am
BOS
- ORD
Nonstop3h 00m
United Airlines
lun. 5/259:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/24![United Airlines logo]()
$132
This Southwest deal was found by Cheapflights users on 2/25. 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. 4/117:15 am
BOS
- MDW
Nonstop2h 50m
Southwest
lun. 4/137:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/25![Southwest logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/25. 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.
vie. 5/16:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
lun. 5/47:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 2/25![United Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/27. 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. 3/286:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
dom. 4/56:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/27![United Airlines logo]()
$134
This Expedia deal was found by Cheapflights users on 2/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/112:42 pm
BOS
- ORD
1 stop10h 57m
Multiple Airlines
lun. 5/46:00 am
ORD
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 2/26. 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.
mar. 3/174:25 pm
BOS
- ORD
Nonstop3h 06m
Delta
mar. 3/247:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/26![Delta logo]()
$136
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 febrero 28, 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 febrero 28, 2026.
This United Airlines deal was found by Cheapflights users on 2/27. 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.
jue. 4/97:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
lun. 4/137:30 am
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 2/27![United Airlines logo]()
$142
This Southwest deal was found by Cheapflights users on 2/24. 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.
vie. 3/276:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
vie. 4/37:00 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/24![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 2/24. 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.
mié. 5/204:15 pm
BOS
- ORD
Nonstop3h 00m
Delta
mar. 5/267:15 pm
ORD
- BOS
Nonstop2h 34m
Delta
Deal found 2/24![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 2/26. 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.
vie. 4/36:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
mié. 4/157:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/26![Southwest logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/27. 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.
vie. 8/215:45 am
BOS
- ORD
1 stop4h 48m
United Airlines
lun. 8/246:00 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Deal found 2/27![United Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 2/25. 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.
jue. 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
dom. 4/56:15 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/25![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 2/24. 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.
vie. 5/17:26 pm
BOS
- ORD
1 stop5h 11m
United Airlines
dom. 5/39:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/24![United Airlines logo]()
$152
This Southwest deal was found by Cheapflights users on 2/24. 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. 4/113:30 pm
BOS
- MDW
Nonstop2h 45m
Southwest
lun. 4/139:00 am
MDW
- BOS
1 stop6h 05m
Southwest
Deal found 2/24![Southwest logo]()
$186
This Delta deal was found by Cheapflights users on 2/26. 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.
vie. 4/37:15 am
BOS
- ORD
Nonstop3h 10m
Delta
mié. 4/1510:15 am
ORD
- BOS
Nonstop2h 20m
Delta
Deal found 2/26![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/25. 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.
mié. 3/254:05 pm
BOS
- MDW
1 stop9h 00m
Southwest
mié. 4/112:10 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/25![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 2/24. 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.
mar. 4/217:35 pm
BOS
- ORD
Nonstop2h 54m
Delta
mié. 4/226:00 am
ORD
- BOS
Nonstop2h 26m
Delta
Deal found 2/24![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/27. 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.
vie. 5/297:00 pm
BOS
- ORD
1 stop5h 30m
United Airlines
lun. 6/19:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/27![United Airlines logo]()
$222
This United Airlines deal was found by Cheapflights users on 2/24. 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.
vie. 3/278:45 am
BOS
- ORD
1 stop6h 42m
United Airlines
vie. 4/39:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/24![United Airlines logo]()
$222
This United Airlines deal was found by Cheapflights users on 2/27. 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.
jue. 5/76:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
dom. 5/106:00 am
ORD
- BOS
1 stop5h 51m
United Airlines
Deal found 2/27![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 2/25. 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.
jue. 4/27:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
dom. 4/511:05 am
MDW
- BOS
2 stops6h 15m
Southwest
Deal found 2/25![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 2/26. 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.
mié. 4/226:00 am
ALB
- MDW
1 stop3h 47m
Delta
jue. 4/236:38 pm
MDW
- ALB
1 stop3h 43m
Delta
Deal found 2/26![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 2/27. 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.
dom. 3/87:05 am
BOS
- MDW
Nonstop2h 55m
Southwest
lun. 3/167:00 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/27![Southwest logo]()
$271
This United Airlines deal was found by Cheapflights users on 2/25. 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.
dom. 6/287:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
dom. 7/55:00 am
ORD
- BOS
1 stop5h 16m
United Airlines
Deal found 2/25![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 2/25. 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.
mar. 3/245:34 am
BDL
- IND
1 stop4h 15m
Delta
mié. 3/256:13 am
IND
- BDL
1 stop5h 51m
Delta
Deal found 2/25![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 2/27. 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.
jue. 3/2611:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
dom. 3/299:15 pm
MDW
- BOS
1 stop9h 55m
Southwest
Deal found 2/27![Southwest logo]()
$282
This United Airlines deal was found by Cheapflights users on 2/25. 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.
vie. 5/297:00 pm
BOS
- ORD
1 stop5h 30m
United Airlines
dom. 5/319:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/25![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 2/26. 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.
mar. 6/3012:00 pm
BOS
- CVG
1 stop5h 09m
Delta
mié. 7/87:00 am
CVG
- BOS
1 stop4h 23m
Delta
Deal found 2/26![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 2/25. 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.
lun. 4/271:20 pm
BOS
- SDF
2 stops8h 25m
Southwest
mar. 4/283:30 pm
SDF
- BOS
2 stops6h 50m
Southwest
Deal found 2/25![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 2/25. 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.
dom. 4/196:00 am
ALB
- MDW
1 stop3h 47m
Delta
mié. 4/226:00 am
MDW
- ALB
1 stop5h 13m
Delta
Deal found 2/25![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 2/26. 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.
mar. 4/76:49 pm
BDL
- IND
1 stop4h 50m
United Airlines
jue. 4/97:15 am
IND
- BDL
2 stops6h 53m
United Airlines
Deal found 2/26![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 2/27. 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.
mar. 4/712:25 pm
BDL
- MDW
Nonstop2h 25m
Southwest
mié. 4/89:10 am
MDW
- BDL
1 stop4h 30m
Southwest
Deal found 2/27![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 2/26. 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.
sáb. 8/156:00 am
BOS
- CVG
1 stop5h 05m
Delta
dom. 8/162:25 pm
CVG
- BOS
Nonstop2h 18m
Delta
Deal found 2/26![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 2/25. 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. 4/45:05 pm
BDL
- IND
1 stop6h 24m
United Airlines
mar. 4/710:30 am
IND
- BDL
1 stop7h 02m
United Airlines
Deal found 2/25![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 2/24. 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.
vie. 4/1010:40 am
BOS
- MDW
Nonstop2h 40m
Southwest
vie. 4/171:00 pm
MDW
- BOS
2 stops6h 05m
Southwest
Deal found 2/24![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 2/27. 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.
vie. 7/32:30 pm
BOS
- CVG
Nonstop2h 28m
Delta
mar. 7/77:00 am
CVG
- BOS
1 stop4h 23m
Delta
Deal found 2/27![Delta logo]()
$309
Last-minute flights from Massachusetts to IndianaDiscover last-minute flight deals from Massachusetts to Indiana. Data last updated febrero 28, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Indiana. Data last updated febrero 28, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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.
lun. 3/27:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
mar. 3/310:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/27![JetBlue logo]()
$140
This Super.com deal was found by Cheapflights users on 2/25. 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.
mar. 3/37:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
mié. 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/25![JetBlue logo]()
$143
This Southwest deal was found by Cheapflights users on 2/26. 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.
mar. 3/35:30 am
BOS
- MDW
Nonstop2h 50m
Southwest
mié. 3/42:00 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/26![Southwest logo]()
$145
This United Airlines deal was found by Cheapflights users on 2/27. 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.
mar. 3/36:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
mié. 3/47:30 am
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/27![United Airlines logo]()
$145
This United Airlines deal was found by Cheapflights users on 2/27. 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.
vie. 3/68:15 am
BOS
- ORD
Nonstop3h 05m
United Airlines
vie. 4/36:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/27![United Airlines logo]()
$131
This Delta deal was found by Cheapflights users on 2/26. 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.
mar. 3/174:25 pm
BOS
- ORD
Nonstop3h 06m
Delta
mar. 3/247:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/26![Delta logo]()
$136
This United Airlines deal was found by Cheapflights users on 2/24. 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.
dom. 3/226:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
mar. 3/244:20 pm
ORD
- BOS
Nonstop2h 22m
United Airlines
Deal found 2/24![United Airlines logo]()
$139
This Southwest deal was found by Cheapflights users on 2/24. 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.
lun. 3/2311:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
mar. 3/2412:10 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/24![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 2/26. 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.
vie. 3/273:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
vie. 4/37:00 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/26![Southwest logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/25. 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.
vie. 3/277:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
vie. 4/36:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/25![United Airlines logo]()
$137
This United Airlines deal was found by Cheapflights users on 2/27. 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. 3/286:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
dom. 4/56:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/27![United Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 2/25. 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.
lun. 3/306:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
jue. 4/27:40 pm
ORD
- BOS
Nonstop2h 21m
American Airlines
Deal found 2/25![American Airlines logo]()
$142
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 febrero 28, 2026.
Search for one-way flight options from Massachusetts to Indiana. Find affordable one-way fares based on user searches. Data last updated febrero 28, 2026.
This Southwest deal was found by Cheapflights users on 2/24. 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.
mié. 3/257:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Deal found 2/24![Southwest logo]()
$64
This United Airlines deal was found by Cheapflights users on 2/24. 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.
jue. 3/268:15 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Deal found 2/24![United Airlines logo]()
$64
This Trip.com deal was found by Cheapflights users on 2/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/163:50 pm
BDL
- MDW
1 stop7h 29m
Frontier
Deal found 2/25![Frontier logo]()
$65
This Trip.com deal was found by Cheapflights users on 2/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/163:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 2/25![Frontier logo]()
$65
This American Airlines deal was found by Cheapflights users on 2/24. 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.
jue. 3/266:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/24![American Airlines logo]()
$65
This United Airlines deal was found by Cheapflights users on 2/25. 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.
mié. 4/226:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 2/25![United Airlines logo]()
$66
This United Airlines deal was found by Cheapflights users on 2/26. 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.
jue. 5/148:05 am
BOS
- ORD
Nonstop3h 01m
United Airlines
Deal found 2/26![United Airlines logo]()
$67
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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.
dom. 3/87:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/27![JetBlue logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
vie. 5/15:18 pm
BDL
- MDW
1 stop6h 08m
Frontier
Deal found 2/25![Frontier logo]()
$69
This Trip.com deal was found by Cheapflights users on 2/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/303:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 2/27![Frontier logo]()
$69
This Southwest deal was found by Cheapflights users on 2/25. 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.
lun. 3/96:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
Deal found 2/25![Southwest logo]()
$69
This Super.com deal was found by Cheapflights users on 2/24. 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.
mar. 3/245:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/24![Spirit Airlines logo]()
$69
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 febrero 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $128 (Southwest) |
One-way from | $64 (Southwest) |
Popular in | October |
Cheapest in | June |
Average price | $447 |
Good round-trip deal | $406 or less |
Good one-way deal | $333 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 febrero 28, 2026.
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
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 4/9
7:00 am-9:00 am
Nonstop3h 00m
Chicago O'Hare Intl
lun. 4/13
7:30 am-11:01 am
Nonstop2h 31m
$142
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
vie. 3/27
6:25 pm-8:25 pm
Nonstop3h 00m
Chicago Midway
vie. 4/3
7:00 pm-10:15 pm
Nonstop2h 15m
$147
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
vie. 4/3
6:25 pm-8:25 pm
Nonstop3h 00m
Chicago Midway
mié. 4/15
7:45 am-11:00 am
Nonstop2h 15m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
vie. 8/21
5:45 am-9:33 am
1 stop4h 48m
Chicago O'Hare Intl
lun. 8/24
6:00 am-9:23 am
Nonstop2h 23m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
vie. 5/1
7:26 pm-11:37 pm
1 stop5h 11m
Chicago O'Hare Intl
dom. 5/3
9:30 pm-12:59 am
Nonstop2h 29m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
mié. 5/20
4:15 pm-6:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
mar. 5/26
7:15 pm-10:49 pm
Nonstop2h 34m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 4/2
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
dom. 4/5
6:15 am-9:40 am
Nonstop2h 25m
$157
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
sáb. 4/11
3:30 pm-5:15 pm
Nonstop2h 45m
Chicago Midway
lun. 4/13
9:00 am-4:05 pm
1 stop6h 05m
$186
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
vie. 4/3
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
mié. 4/15
10:15 am-1:35 pm
Nonstop2h 20m
$197
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
mié. 3/25
4:05 pm-12:05 am
1 stop9h 00m
Chicago Midway
mié. 4/1
12:10 pm-3:20 pm
Nonstop2h 10m
$202
Showing 1-10 of 60 resultsSorted by cheapest first
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-MDW
BOS-ORD
BDL-MDW
BDL-ORD
ALB-MDW
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-MDW
BOS-ORD
BDL-MDW
BDL-ORD
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 $90). Flying from Massachusetts to Indiana in February is currently the most expensive (average of $271). 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 febrero 28, 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 21, 2026.
Travelers seeking maximum savings on their Massachusetts to Indiana flight should consider departing on Wednesday 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 febrero 28, 2026.
The most flights from USMA to USIN are scheduled on a Tuesday (15 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 febrero 28, 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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 febrero 28, 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 febrero 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$60 | Average$138 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$102 | Average$221 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$106 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$405 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$196 | Average$450 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$312 | Average$466 | FlexibilityNo cancel fee | On-time63% |