$66+ Cheap flights from Maine 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Mar 24 — Mar 311
1 adult, Economy
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Find cheap flights from Maine to Indiana with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Maine to IndianaExplore the most affordable flight options available from Maine to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.
Explore the most affordable flight options available from Maine to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.
This Priceline deal was found by Cheapflights users on 2/21. 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.
Tue 4/145:45 am
BOS
- ORD
1 stop12h 30m
Multiple Airlines
Mon 5/46:00 am
ORD
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$129
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 4/67:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 4/69:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/19![United Airlines logo]()
$130
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/115:31 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Sun 4/126:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 2/19![American Airlines logo]()
$131
This Southwest deal was found by Cheapflights users on 2/20. 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 5/77:10 am
BOS
- MDW
Nonstop2h 50m
Southwest
Mon 5/117:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/20![Southwest logo]()
$132
This United Airlines deal was found by Cheapflights users on 2/21. 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 5/79:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 5/117:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 2/21![United Airlines logo]()
$132
This Southwest deal was found by Cheapflights users on 2/21. 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 4/117:15 am
BOS
- MDW
Nonstop2h 50m
Southwest
Mon 4/137:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/21![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 2/22. 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 2/285:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/22![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 2/21. 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 3/317:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Sat 4/44:35 pm
MDW
- BOS
1 stop6h 20m
Southwest
Deal found 2/21![Southwest logo]()
$135
This United Airlines deal was found by Cheapflights users on 2/19. 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
Thu 3/269:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/19![United Airlines logo]()
$136
This Southwest deal was found by Cheapflights users on 2/21. 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 3/123:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Wed 3/182:35 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/21![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Sun 4/56:15 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/20![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 2/21. 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 3/2411:25 am
BOS
- MDW
Nonstop2h 50m
Southwest
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/21![Southwest logo]()
$138
Best flights from Maine to IndianaDiscover carefully curated flight deals from Maine to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 22, 2026.
Discover carefully curated flight deals from Maine to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 22, 2026.
This Delta deal was found by Cheapflights users on 2/18. 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 5/57:35 pm
BOS
- ORD
Nonstop2h 54m
Delta
Fri 5/87:15 pm
ORD
- BOS
Nonstop2h 34m
Delta
Deal found 2/18![Delta logo]()
$137
This Southwest deal was found by Cheapflights users on 2/19. 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 5/83:45 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Sun 5/107:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/19![Southwest logo]()
$147
This United Airlines deal was found by Cheapflights users on 2/18. 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 5/265:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Sun 5/316:15 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 2/18![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Sun 3/85:47 am
BOS
- SBN
1 stop5h 28m
American Airlines
Thu 3/126:00 am
SBN
- BOS
1 stop5h 36m
American Airlines
Deal found 2/18![American Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/18. 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.
Thu 5/147:00 am
BOS
- SBN
1 stop13h 28m
Multiple Airlines
Mon 5/189:07 pm
SBN
- BOS
1 stop26h 11m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$264
This United Airlines deal was found by Cheapflights users on 2/18. 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 5/297:00 pm
BOS
- ORD
1 stop5h 30m
United Airlines
Sun 5/316:15 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 2/18![United Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 2/18. 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.
Thu 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Sun 4/56:15 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/18![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 2/19. 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 4/96:55 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Sat 4/116:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 2/19![Southwest logo]()
$167
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/66:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 3/94:20 pm
ORD
- BOS
Nonstop2h 22m
United Airlines
Deal found 2/19![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 2/18. 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 3/1811:25 am
BOS
- MDW
Nonstop2h 50m
Southwest
Wed 3/258:15 am
MDW
- BOS
1 stop5h 20m
Southwest
Deal found 2/18![Southwest logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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.
Fri 3/61:59 pm
BOS
- IND
1 stop8h 49m
Spirit Airlines
Sat 3/71:12 pm
IND
- BOS
1 stop10h 32m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 2/18. 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 8/117:00 am
BOS
- ORD
Nonstop2h 58m
Delta
Sat 8/156:50 pm
ORD
- BOS
Nonstop2h 37m
Delta
Deal found 2/18![Delta logo]()
$171
This United Airlines deal was found by Cheapflights users on 2/20. 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 5/86:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 5/109:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/20![United Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 2/18. 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 3/236:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
Wed 3/258:15 am
MDW
- BOS
1 stop5h 20m
Southwest
Deal found 2/18![Southwest logo]()
$169
This Delta deal was found by Cheapflights users on 2/18. 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 3/117:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Fri 3/137:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/18![Delta logo]()
$172
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/76:01 pm
PWM
- ORD
Nonstop3h 13m
American Airlines
Sun 4/127:49 pm
ORD
- PWM
Nonstop2h 38m
American Airlines
Deal found 2/19![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 2/19. 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 3/45:30 am
BOS
- MDW
Nonstop2h 50m
Southwest
Fri 3/67:00 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/19![Southwest logo]()
$171
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/147:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Tue 3/1712:03 pm
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 2/21![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 2/18. 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 3/108:20 pm
BOS
- ORD
Nonstop2h 56m
Delta
Fri 3/137:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/18![Delta logo]()
$181
This Southwest deal was found by Cheapflights users on 2/18. 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 3/511:50 am
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 3/102:35 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/18![Southwest logo]()
$172
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Fri 3/276:17 am
PWM
- ORD
Nonstop3h 17m
American Airlines
Sun 3/298:02 pm
ORD
- PWM
Nonstop2h 32m
American Airlines
Deal found 2/18![American Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/15:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Mon 4/69:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/19![United Airlines logo]()
$184
This Southwest deal was found by Cheapflights users on 2/18. 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 5/93:30 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Mon 5/119:00 am
MDW
- BOS
1 stop8h 05m
Southwest
Deal found 2/18![Southwest logo]()
$173
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/1012:15 pm
BGR
- ORD
Nonstop3h 13m
American Airlines
Thu 6/188:00 am
ORD
- BGR
Nonstop2h 35m
American Airlines
Deal found 2/19![American Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 2/19. 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 4/82:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Sat 4/114:20 pm
MDW
- BOS
1 stop4h 45m
Southwest
Deal found 2/19![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 2/21. 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.
Fri 5/222:05 pm
PWM
- ORD
1 stop8h 48m
Delta
Sun 5/247:00 am
ORD
- PWM
1 stop4h 00m
Delta
Deal found 2/21![Delta logo]()
$229
This United Airlines deal was found by Cheapflights users on 2/19. 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 5/86:00 am
PWM
- ORD
Nonstop2h 56m
United Airlines
Wed 5/135:56 pm
ORD
- PWM
Nonstop2h 23m
United Airlines
Deal found 2/19![United Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 2/22. 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 2/289:00 am
BOS
- MDW
2 stops8h 20m
Southwest
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/22![Southwest logo]()
$178
This American Airlines deal was found by Cheapflights users on 2/18. 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 7/2212:13 pm
BGR
- ORD
Nonstop3h 12m
American Airlines
Tue 7/286:00 am
ORD
- BGR
1 stop4h 45m
American Airlines
Deal found 2/18![American Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 2/18. 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 7/226:50 pm
PWM
- ORD
1 stop6h 05m
Delta
Tue 7/289:30 am
ORD
- PWM
1 stop7h 31m
Delta
Deal found 2/18![Delta logo]()
$229
Last-minute flights from Maine to IndianaDiscover last-minute flight deals from Maine to Indiana. Data last updated February 22, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Indiana. Data last updated February 22, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 2/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 2/2510:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/21![JetBlue logo]()
$144
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Thu 2/267:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/310:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/20![JetBlue logo]()
$140
This JetBlue deal was found by Cheapflights users on 2/21. 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.
Thu 2/267:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/21![JetBlue logo]()
$145
This Expedia deal was found by Cheapflights users on 2/20. 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.
Fri 2/277:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Wed 4/15:05 am
ORD
- BOS
1 stop9h 23m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$143
This Southwest deal was found by Cheapflights users on 2/22. 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 2/285:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/22![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 2/20. 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
Tue 3/35:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/20![Southwest logo]()
$145
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/115:31 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Sun 4/126:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 2/19![American Airlines logo]()
$131
This United Airlines deal was found by Cheapflights users on 2/19. 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
Thu 3/269:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/19![United Airlines logo]()
$136
This Southwest deal was found by Cheapflights users on 2/21. 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 3/123:10 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Wed 3/182:35 pm
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 2/21![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 2/21. 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 3/2411:25 am
BOS
- MDW
Nonstop2h 50m
Southwest
Sat 3/286:45 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 2/21![Southwest logo]()
$138
This Southwest deal was found by Cheapflights users on 2/21. 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 3/317:15 am
BOS
- MDW
Nonstop2h 55m
Southwest
Sat 4/44:35 pm
MDW
- BOS
1 stop6h 20m
Southwest
Deal found 2/21![Southwest logo]()
$135
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/316:25 pm
BOS
- ORD
1 stop6h 12m
United Airlines
Sat 4/49:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/21![United Airlines logo]()
$139
One-way flights from Maine to IndianaSearch for one-way flight options from Maine to Indiana. Find affordable one-way fares based on user searches. Data last updated February 22, 2026.
Search for one-way flight options from Maine to Indiana. Find affordable one-way fares based on user searches. Data last updated February 22, 2026.
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/147:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/21![United Airlines logo]()
$66
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Mon 3/27:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/20![JetBlue logo]()
$68
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/2412:07 pm
BOS
- ORD
1 stop5h 54m
United Airlines
Deal found 2/20![United Airlines logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 32m
Frontier
Deal found 2/20![Frontier logo]()
$70
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 2/20![Spirit Airlines logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 4/2212:55 pm
BOS
- CVG
1 stop28h 38m
Frontier
Deal found 2/20![Frontier logo]()
$70
This Spirit deal was found by Cheapflights users on 2/22. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$71
This Southwest deal was found by Cheapflights users on 2/21. 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
Deal found 2/21![Southwest logo]()
$72
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 2/266:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/19![American Airlines logo]()
$72
This Southwest deal was found by Cheapflights users on 2/18. 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 3/96:25 pm
BOS
- MDW
Nonstop3h 00m
Southwest
Deal found 2/18![Southwest logo]()
$73
This JetBlue deal was found by Cheapflights users on 2/20. 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 2/257:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/20![JetBlue logo]()
$73
This Southwest deal was found by Cheapflights users on 2/21. 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 3/112:00 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 2/21![Southwest logo]()
$74
Find flight deals from Maine to Indiana
Keep the following information in mind while searching for Maine to Indiana flight deals. Data was last updated February 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $129 (Priceline) |
One-way from | $66 (United Airlines) |
Popular in | October |
Cheapest in | June |
Average price | $447 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine 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 22, 2026.
Use the filters below to find and compare flights from Maine to Indiana that are best for you.
Fly from
Maine
Fly to
Indiana
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 5/5
7:35 pm-9:29 pm
Nonstop2h 54m
Chicago O'Hare Intl
Fri 5/8
7:15 pm-10:49 pm
Nonstop2h 34m
$137
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 5/8
3:45 pm-5:30 pm
Nonstop2h 45m
Chicago Midway
Sun 5/10
7:40 am-10:55 am
Nonstop2h 15m
$147
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 5/26
5:45 am-9:36 am
1 stop4h 51m
Chicago O'Hare Intl
Sun 5/31
6:15 am-9:39 am
Nonstop2h 24m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/29
7:00 pm-11:30 pm
1 stop5h 30m
Chicago O'Hare Intl
Sun 5/31
6:15 am-9:39 am
Nonstop2h 24m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 4/2
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
Sun 4/5
6:15 am-9:40 am
Nonstop2h 25m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 3/6
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Mon 3/9
4:20 pm-7:42 pm
Nonstop2h 22m
$157
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Thu 4/9
6:55 pm-8:45 pm
Nonstop2h 50m
Chicago Midway
Sat 4/11
6:05 pm-9:25 pm
Nonstop2h 20m
$167
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/8
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Sun 5/10
9:30 pm-12:59 am
Nonstop2h 29m
$167
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 3/18
11:25 am-1:15 pm
Nonstop2h 50m
Chicago Midway
Wed 3/25
8:15 am-2:35 pm
1 stop5h 20m
$169
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Mon 3/23
6:25 pm-8:25 pm
Nonstop3h 00m
Chicago Midway
Wed 3/25
8:15 am-2:35 pm
1 stop5h 20m
$169
Showing 1-10 of 60 results
Best time to book a flight from Maine to Indiana
Have a flexible travel schedule? Discover the best time to fly to Indiana from Maine with our price prediction graph.
BOS-ORD
BOS-MDW
BOS-SBN
BOS-CVG
BOS-IND
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 Maine to Indiana
USME-USIN
BOS-ORD
BOS-MDW
BOS-SBN
BOS-CVG
What is the cheapest month to book a flight from Maine to Indiana?
Currently, August is the cheapest month in which you can book a flight from Maine to Indiana (average of $169). Flying from Maine to Indiana in April is currently the most expensive (average of $330). 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.
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 22, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Maine to Indiana to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Maine to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Maine 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 Maine to Indiana by cabin class
Find flights from Maine to Indiana, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Maine and Indiana flights
Browse other Maine and Indiana flight options. Last updated on February 22, 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 Maine after your stay in Indiana
Maine to Indiana flights
Consider these flights traveling from Maine to Indiana.
Top 4 airlines flying from Maine to Indiana
Discover the top 4 airlines that operate flights from Maine 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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$128 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$163 | Average$376 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$267 | Average$426 | FlexibilityNo cancel fee | On-time63% |