$67+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
May 16 — May 231
Round-trip
1 adult, Economy
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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 April 16, 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 April 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Tue 5/510:07 am
BOS
- ORD
1 stop14h 06m
Frontier
Sat 5/95:30 pm
ORD
- BOS
1 stop14h 42m
Frontier
Deal found 4/13![Frontier logo]()
$150
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Fri 5/84:52 pm
MDW
- BOS
1 stop15h 20m
Frontier
Deal found 4/14![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:01 pm
BOS
- ORD
1 stop8h 50m
Frontier
Fri 5/85:30 pm
ORD
- BOS
1 stop14h 42m
Frontier
Deal found 4/14![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/610:07 am
BOS
- ORD
1 stop14h 06m
Frontier
Sat 5/95:30 pm
ORD
- BOS
1 stop14h 42m
Frontier
Deal found 4/13![Frontier logo]()
$153
This Trip.com deal was found by Cheapflights users on 4/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Thu 5/1412:19 pm
MDW
- BOS
1 stop12h 05m
Frontier
Deal found 4/15![Frontier logo]()
$154
This Expedia deal was found by Cheapflights users on 4/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:01 pm
BOS
- ORD
1 stop8h 50m
Multiple Airlines
Sat 5/97:20 am
ORD
- BOS
Nonstop2h 26m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 4/12. 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 4/266:30 am
BOS
- ORD
Nonstop3h 14m
American Airlines
Wed 4/2910:55 am
ORD
- BOS
Nonstop2h 31m
American Airlines
Deal found 4/12![American Airlines logo]()
$155
This flygcity.se deal was found by Cheapflights users on 4/14. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:47 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Sun 5/106:00 am
ORD
- BOS
Nonstop2h 16m
JetBlue
Deal found 4/14![JetBlue logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 4/305:55 am
BOS
- ORD
1 stop16h 22m
Multiple Airlines
Mon 5/46:00 am
ORD
- BOS
1 stop26h 12m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$158
This Priceline deal was found by Cheapflights users on 4/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:31 am
BOS
- ORD
1 stop11h 20m
Multiple Airlines
Wed 5/69:49 am
ORD
- BOS
Nonstop2h 31m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$159
This Expedia deal was found by Cheapflights users on 4/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Tue 5/1912:24 pm
MDW
- BOS
1 stop12h 00m
Frontier
Deal found 4/13![Frontier logo]()
$160
This Frontier deal was found by Cheapflights users on 4/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:31 pm
BOS
- ORD
1 stop11h 08m
Frontier
Tue 5/51:59 pm
ORD
- BOS
1 stop10h 25m
Frontier
Deal found 4/14![Frontier logo]()
$160
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 April 16, 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 April 16, 2026.
This United Airlines deal was found by Cheapflights users on 4/13. 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.
Tue 6/237:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 6/309:15 am
ORD
- BOS
Nonstop2h 42m
United Airlines
Deal found 4/13![United Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 4/15. 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 5/29:25 am
BOS
- MDW
Nonstop2h 40m
Southwest
Tue 5/512:45 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 4/15![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 4/11. 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 8/199:05 am
BOS
- SBN
1 stop4h 41m
Delta
Tue 8/255:25 pm
SBN
- BOS
1 stop7h 41m
Delta
Deal found 4/11![Delta logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:00 am
BOS
- RFD
1 stop27h 59m
Multiple Airlines
Thu 5/2111:27 am
RFD
- BOS
1 stop11h 27m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 4/14. 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 9/58:10 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 9/86:20 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 4/14![United Airlines logo]()
$172
This Southwest deal was found by Cheapflights users on 4/15. 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.
Fri 6/125:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 6/157:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 4/15![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 4/11. 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 5/76:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 5/107:30 am
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 4/11![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 4/14. 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.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/2112:45 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 4/14![Southwest logo]()
$192
This United Airlines deal was found by Cheapflights users on 4/11. 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 6/137:27 pm
BOS
- ORD
1 stop4h 59m
United Airlines
Tue 6/169:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 4/11![United Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 4/15. 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 5/99:25 am
BOS
- MDW
Nonstop2h 40m
Southwest
Tue 5/121:55 pm
MDW
- BOS
1 stop7h 25m
Southwest
Deal found 4/15![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 4/12. 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 4/303:00 pm
BOS
- ORD
1 stop6h 16m
Delta
Sun 5/36:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 4/12![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Mon 7/206:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Fri 7/246:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 4/15![United Airlines logo]()
$201
This Southwest deal was found by Cheapflights users on 4/12. 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 5/36:10 am
BOS
- MDW
Nonstop2h 45m
Southwest
Thu 5/75:50 pm
MDW
- BOS
1 stop5h 05m
Southwest
Deal found 4/12![Southwest logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 7/156:00 am
BOS
- RFD
1 stop29h 37m
Multiple Airlines
Mon 7/207:50 pm
RFD
- BOS
1 stop26h 48m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 4/13. 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 6/117:30 am
BOS
- MDW
Nonstop2h 40m
Southwest
Mon 6/154:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 4/13![Southwest logo]()
$211
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:51 pm
PWM
- ORD
1 stop5h 45m
Delta
Fri 5/292:00 pm
ORD
- PWM
2 stops9h 43m
Delta
Deal found 4/14![Delta logo]()
$294
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 6/105:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Sun 6/149:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 4/15![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 4/13. 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 5/75:40 am
BOS
- MDW
1 stop7h 20m
Southwest
Sun 5/107:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 4/13![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 4/13. 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.
Sat 5/162:38 pm
PWM
- ORD
1 stop8h 18m
Delta
Tue 5/192:00 pm
ORD
- PWM
2 stops9h 43m
Delta
Deal found 4/13![Delta logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:45 am
BOS
- RFD
1 stop29h 52m
Multiple Airlines
Sun 5/2411:27 am
RFD
- BOS
1 stop11h 27m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/78:05 am
BOS
- SBN
1 stop6h 34m
United Airlines
Mon 5/116:40 pm
SBN
- BOS
1 stop4h 55m
United Airlines
Deal found 4/16![United Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 4/11. 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 5/1212:50 pm
PWM
- ORD
2 stops8h 36m
Delta
Tue 5/197:00 am
ORD
- PWM
1 stop3h 55m
Delta
Deal found 4/11![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 4/13. 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.
Wed 6/246:25 pm
BOS
- MDW
1 stop5h 10m
Southwest
Mon 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 4/13![Southwest logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Thu 8/278:41 pm
BOS
- RFD
1 stop19h 12m
Multiple Airlines
Mon 8/317:04 pm
RFD
- BOS
1 stop13h 41m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 4/12. 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 5/93:15 pm
BOS
- MDW
1 stop5h 50m
Southwest
Sun 5/109:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 4/12![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 4/13. 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.
Thu 5/2112:50 pm
PWM
- ORD
1 stop6h 15m
Delta
Thu 5/2811:09 am
ORD
- PWM
2 stops11h 00m
Delta
Deal found 4/13![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 4/15. 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 5/97:30 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 5/105:00 am
ORD
- BOS
1 stop4h 20m
United Airlines
Deal found 4/15![United Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Fri 6/512:33 pm
BOS
- RFD
1 stop20h 44m
Multiple Airlines
Mon 6/87:53 pm
RFD
- BOS
1 stop22h 22m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 4/14. 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.
Sat 6/139:20 am
BOS
- MDW
1 stop8h 45m
Southwest
Sat 6/205:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 4/14![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 4/12. 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 5/219:05 am
BOS
- SBN
1 stop4h 33m
Delta
Sun 5/247:10 am
SBN
- BOS
1 stop6h 55m
Delta
Deal found 4/12![Delta logo]()
$319
Last-minute flights from Maine to IndianaDiscover last-minute flight deals from Maine to Indiana. Data last updated April 16, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Indiana. Data last updated April 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:48 pm
BOS
- ORD
Nonstop3h 12m
American Airlines
Wed 4/291:11 pm
ORD
- BOS
Nonstop2h 34m
American Airlines
Deal found 4/13![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 4/12. 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 4/266:30 am
BOS
- ORD
Nonstop3h 14m
American Airlines
Wed 4/2910:55 am
ORD
- BOS
Nonstop2h 31m
American Airlines
Deal found 4/12![American Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/2912:55 pm
BOS
- MDW
1 stop7h 36m
Frontier
Fri 5/12:15 pm
MDW
- BOS
1 stop18h 01m
Frontier
Deal found 4/15![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/2912:55 pm
BOS
- MDW
1 stop7h 36m
Frontier
Sat 5/26:00 am
MDW
- BOS
1 stop18h 31m
Frontier
Deal found 4/15![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 4/12. 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 5/23:30 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Tue 5/53:15 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 4/12![Southwest logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/26:00 am
BOS
- MDW
1 stop13h 37m
Frontier
Tue 5/512:24 pm
MDW
- BOS
1 stop12h 00m
Frontier
Deal found 4/13![Frontier logo]()
$171
This Southwest deal was found by Cheapflights users on 4/13. 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.
Tue 5/510:45 am
BOS
- MDW
Nonstop2h 40m
Southwest
Wed 5/66:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 4/13![Southwest logo]()
$167
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Fri 5/84:52 pm
MDW
- BOS
1 stop15h 20m
Frontier
Deal found 4/14![Frontier logo]()
$151
This Trip.com deal was found by Cheapflights users on 4/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Thu 5/1412:19 pm
MDW
- BOS
1 stop12h 05m
Frontier
Deal found 4/15![Frontier logo]()
$154
This Expedia deal was found by Cheapflights users on 4/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Tue 5/1912:24 pm
MDW
- BOS
1 stop12h 00m
Frontier
Deal found 4/13![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/2712:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Wed 6/312:04 pm
MDW
- BOS
1 stop12h 20m
Frontier
Deal found 4/12![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 5/306:00 am
BOS
- MDW
1 stop17h 02m
Frontier
Sat 6/611:59 am
MDW
- BOS
1 stop12h 25m
Frontier
Deal found 4/15![Frontier logo]()
$170
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 April 16, 2026.
Search for one-way flight options from Maine to Indiana. Find affordable one-way fares based on user searches. Data last updated April 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 6/811:32 am
BOS
- IND
Nonstop2h 27m
Allegiant Air
Deal found 4/12![Allegiant Air logo]()
$67
This Expedia deal was found by Cheapflights users on 4/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BOS
- CVG
1 stop5h 41m
Frontier
Deal found 4/14![Frontier logo]()
$70
This Super.com deal was found by Cheapflights users on 4/11. 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 5/26:00 am
BOS
- CVG
1 stop12h 36m
Frontier
Deal found 4/11![Frontier logo]()
$75
This Frontier deal was found by Cheapflights users on 4/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1612:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Deal found 4/14![Frontier logo]()
$76
This Expedia deal was found by Cheapflights users on 4/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:31 am
BOS
- ORD
1 stop11h 20m
Frontier
Deal found 4/14![Frontier logo]()
$76
This Expedia deal was found by Cheapflights users on 4/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:07 am
BOS
- CVG
1 stop26h 55m
Frontier
Deal found 4/13![Frontier logo]()
$76
This Southwest deal was found by Cheapflights users on 4/11. 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 4/251:50 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 4/11![Southwest logo]()
$78
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:00 am
BOS
- ORD
Nonstop2h 59m
JetBlue
Deal found 4/14![JetBlue logo]()
$78
This Kissandfly.com deal was found by Cheapflights users on 4/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
BOS
- MDW
1 stop6h 09m
Frontier
Deal found 4/15![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/2912:55 pm
BOS
- ORD
1 stop22h 28m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$79
This KAYAK deal was found by Cheapflights users on 4/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 4/13![JetBlue logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/296:00 am
BOS
- MDW
1 stop14h 31m
Frontier
Deal found 4/15![Frontier logo]()
$81
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 April 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $150 (Kiwi.com) |
One-way from | $67 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $451 |
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 April 16, 2026.
Use the filters below to find and compare flights from Maine to Indiana that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/23
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Tue 6/30
9:15 am-12:57 pm
Nonstop2h 42m
$167
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/5
8:10 am-10:08 am
Nonstop2h 58m
Chicago O'Hare Intl
Tue 9/8
6:20 pm-9:55 pm
Nonstop2h 35m
$172
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 5/7
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Sun 5/10
7:30 am-11:01 am
Nonstop2h 31m
$177
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 6/13
7:27 pm-11:26 pm
1 stop4h 59m
Chicago O'Hare Intl
Tue 6/16
9:26 pm-12:59 am
Nonstop2h 33m
$182
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 5/2
9:25 am-11:05 am
Nonstop2h 40m
Chicago Midway
Tue 5/5
12:45 pm-4:05 pm
Nonstop2h 20m
$187
Quickest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 6/12
5:25 am-7:00 am
Nonstop2h 35m
Chicago Midway
Mon 6/15
7:35 pm-10:50 pm
Nonstop2h 15m
$191
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 7/14
5:35 am-7:10 am
Nonstop2h 35m
Chicago Midway
Tue 7/21
12:45 pm-4:05 pm
Nonstop2h 20m
$192
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 7/20
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Fri 7/24
6:00 am-11:16 am
1 stop4h 16m
$201
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 5/9
9:25 am-11:05 am
Nonstop2h 40m
Chicago Midway
Tue 5/12
1:55 pm-10:20 pm
1 stop7h 25m
$202
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sun 5/3
6:10 am-7:55 am
Nonstop2h 45m
Chicago Midway
Thu 5/7
5:50 pm-11:55 pm
1 stop5h 05m
$207
Showing 1-10 of 60 resultsSorted by cheapest first
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-MDW
BOS-ORD
BOS-RFD
BOS-SBN
BOS-DAY
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-MDW
BOS-ORD
BOS-RFD
BOS-SBN
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 $426). 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.
How much does it cost to fly round-trip from Maine to Indiana?
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 April 16, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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.
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 April 16, 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 April 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$128 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$163 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$397 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$465 | FlexibilityNo cancel fee | On-time63% |