$97+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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Find cheap flights from Maine to Indiana with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 August 4, 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 August 4, 2026.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Wed 10/2111:28 am
BOS
- ORD
1 stop10h 00m
Frontier
Fri 10/239:33 pm
ORD
- BOS
1 stop12h 19m
Frontier
Deal found 7/30![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Mon 8/3110:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/31![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/2912:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/30![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/3![Frontier logo]()
$169
This CheapTickets deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Thu 8/277:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/30![Frontier logo]()
$171
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Sat 9/512:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$176
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Thu 9/1011:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$181
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/2812:35 pm
BOS
- MDW
1 stop10h 18m
Multiple Airlines
Mon 11/21:26 pm
MDW
- BOS
1 stop20h 16m
Multiple Airlines
Deal found 8/3![Multiple Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sat 9/197:40 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/30![Southwest logo]()
$217
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 August 4, 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 August 4, 2026.
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/218:00 am
BOS
- ORD
Nonstop2h 56m
United Airlines
Sat 10/249:24 pm
ORD
- BOS
Nonstop2h 30m
United Airlines
Deal found 7/31![United Airlines logo]()
$217
This JetBlue deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/265:10 am
BOS
- ORD
1 stop9h 29m
JetBlue
Wed 9/211:01 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 8/1![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/157:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Wed 8/193:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 8/3![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:54 pm
BGR
- ORD
1 stop6h 06m
American Airlines
Tue 10/271:29 pm
ORD
- BGR
Nonstop2h 44m
American Airlines
Deal found 7/29![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/128:40 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 9/136:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/2![Southwest logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/129:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 9/136:10 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Deal found 7/31![United Airlines logo]()
$231
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:00 am
BOS
- ORD
Nonstop2h 48m
JetBlue
Mon 9/1410:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/30![JetBlue logo]()
$250
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/2310:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sun 9/276:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 7/31![Southwest logo]()
$231
This KAYAK deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1612:15 pm
BOS
- ORD
Nonstop2h 49m
Delta
Fri 9/183:05 pm
ORD
- BOS
Nonstop2h 47m
Delta
Deal found 7/30![Delta logo]()
$279
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/235:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Tue 9/297:05 am
ORD
- BOS
1 stop6h 22m
JetBlue
Deal found 7/30![JetBlue logo]()
$259
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 12/45:55 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Wed 12/96:25 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/3![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/86:43 pm
BOS
- ORD
Nonstop2h 57m
United Airlines
Sat 8/157:05 am
ORD
- BOS
1 stop4h 45m
United Airlines
Deal found 7/30![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/510:30 am
PWM
- MDW
1 stop7h 10m
Southwest
Sun 9/66:30 pm
MDW
- PWM
Nonstop2h 15m
Southwest
Deal found 8/3![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/124:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Sat 8/154:30 pm
ORD
- BOS
Nonstop2h 41m
Delta
Deal found 8/3![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/116:30 am
PWM
- IND
1 stop5h 49m
American Airlines
Mon 9/146:50 am
IND
- PWM
1 stop6h 15m
American Airlines
Deal found 8/3![American Airlines logo]()
$345
This JetBlue deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/305:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Thu 10/110:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/31![JetBlue logo]()
$286
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 10/155:50 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 10/209:40 am
MDW
- BOS
2 stops6h 30m
Southwest
Deal found 8/1![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/205:15 am
PWM
- ORD
1 stop7h 33m
United Airlines
Tue 10/206:18 pm
ORD
- PWM
Nonstop2h 36m
United Airlines
Deal found 8/2![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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.
Mon 8/104:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Wed 8/1210:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 8/1![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/271:05 pm
BOS
- MDW
2 stops7h 25m
Southwest
Wed 10/287:55 am
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 8/3![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/177:17 pm
BGR
- ORD
1 stop6h 11m
United Airlines
Sun 9/205:55 pm
ORD
- BGR
Nonstop2h 52m
United Airlines
Deal found 8/2![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/244:47 pm
PWM
- ORD
1 stop4h 43m
Delta
Tue 10/275:27 am
ORD
- PWM
1 stop6h 35m
Delta
Deal found 8/3![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/41:30 pm
PWM
- IND
1 stop6h 29m
American Airlines
Mon 9/710:58 am
IND
- PWM
1 stop7h 08m
American Airlines
Deal found 8/1![American Airlines logo]()
$378
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/253:20 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 9/75:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/3![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/246:01 am
PWM
- MDW
1 stop5h 36m
Delta
Sat 10/319:29 am
MDW
- PWM
1 stop5h 33m
Delta
Deal found 7/31![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/295:08 pm
PWM
- ORD
Nonstop2h 57m
United Airlines
Mon 11/210:50 am
ORD
- PWM
Nonstop2h 26m
United Airlines
Deal found 7/30![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/2112:40 pm
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 8/2512:50 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 8/3![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/291:52 pm
PWM
- ORD
1 stop5h 28m
Delta
Mon 11/211:19 am
ORD
- PWM
2 stops8h 41m
Delta
Deal found 8/2![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:05 am
BOS
- SBN
1 stop5h 25m
United Airlines
Sun 9/66:00 am
SBN
- BOS
1 stop4h 54m
United Airlines
Deal found 7/31![United Airlines logo]()
$319
Last-minute flights from Maine to IndianaDiscover last-minute flight deals from Maine to Indiana. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Indiana. Data last updated August 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Thu 8/277:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/30![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/2912:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Mon 8/3110:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/31![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/49:10 pm
ORD
- BOS
1 stop10h 59m
Frontier
Deal found 7/30![Frontier logo]()
$161
This CheapTickets deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/3![Frontier logo]()
$169
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Sat 9/512:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/30![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$170
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Thu 9/1011:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$181
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sat 9/197:40 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/30![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/163:20 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 9/236:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/2![Southwest logo]()
$222
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 August 4, 2026.
Search for one-way flight options from Maine to Indiana. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Super.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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.
Tue 8/1812:45 pm
BOS
- MDW
1 stop11h 02m
Frontier
Deal found 8/2![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2312:45 pm
BOS
- MDW
1 stop11h 02m
Frontier
Deal found 7/31![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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.
Thu 9/1711:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Deal found 8/3![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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.
Fri 10/911:28 am
BOS
- MDW
1 stop11h 30m
Frontier
Deal found 8/1![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Fri 9/2511:36 am
BOS
- ORD
1 stop12h 23m
Frontier
Deal found 7/31![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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.
Fri 9/1111:36 am
BOS
- ORD
1 stop12h 23m
Frontier
Deal found 8/3![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Thu 8/2710:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Deal found 7/30![Frontier logo]()
$101
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/910:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 8/3![Southwest logo]()
$104
This JetBlue deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/95:00 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
Deal found 8/3![JetBlue logo]()
$104
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Wed 9/165:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Deal found 7/31![JetBlue logo]()
$107
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 7/30![Southwest logo]()
$109
This JetBlue deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 8/2![JetBlue logo]()
$109
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 August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $161 (Frontier) |
One-way from | $97 (Super.com) |
Popular in | May |
Cheapest in | September |
Average price | $371 |
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 August 4, 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 - MDW
BOSMDW
Boston Logan Intl
Tue 9/15
10:05 am-11:35 am
Nonstop2h 30m
Chicago Midway
Tue 9/15
6:00 pm-9:25 pm
Nonstop2h 25m
$207
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 10/21
8:00 am-9:56 am
Nonstop2h 56m
Chicago O'Hare Intl
Sat 10/24
9:24 pm-12:54 am
Nonstop2h 30m
$217
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 9/12
8:40 am-10:15 am
Nonstop2h 35m
Chicago Midway
Sun 9/13
6:00 am-9:15 am
Nonstop2h 15m
$231
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/12
9:00 am-10:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Sun 9/13
6:10 am-9:33 am
Nonstop2h 23m
$231
Quickest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 9/23
10:05 am-11:35 am
Nonstop2h 30m
Chicago Midway
Sun 9/27
6:00 am-9:15 am
Nonstop2h 15m
$231
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 12/4
5:55 pm-7:40 pm
Nonstop2h 45m
Chicago Midway
Wed 12/9
6:25 pm-9:40 pm
Nonstop2h 15m
$245
PortlandChicago
PWM - MDW
PWMMDW
Portland
Sat 9/5
10:30 am-4:40 pm
1 stop7h 10m
Chicago Midway
Sun 9/6
6:30 pm-9:45 pm
Nonstop2h 15m
$245
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Thu 10/15
5:50 am-7:25 am
Nonstop2h 35m
Chicago Midway
Tue 10/20
9:40 am-5:10 pm
2 stops6h 30m
$246
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 10/27
1:05 pm-7:30 pm
2 stops7h 25m
Chicago Midway
Wed 10/28
7:55 am-4:05 pm
2 stops7h 10m
$247
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/26
5:10 am-1:39 pm
1 stop9h 29m
Chicago O'Hare Intl
Wed 9/2
11:01 am-2:28 pm
Nonstop2h 27m
$248
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-ORD
BOS-MDW
PWM-IND
PWM-ORD
PWM-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 Maine to Indiana
USME-USIN
BOS-ORD
BOS-MDW
PWM-IND
PWM-ORD
What is the cheapest month to book a flight from Maine to Indiana?
Currently, November is the cheapest month in which you can book a flight from Maine to Indiana (average of $335). Flying from Maine to Indiana in January is currently the most expensive (average of $641). 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?
Airfare is below average for this route at the moment.
Maine to Indiana flights typically cost between $334 and $634 in September.The cheapest round-trip price found within the last 5 days was $308 on Multiple Airlines (Sep 24-Sep 28).
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 August 4, 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.
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 4, 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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$418 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$436 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$258 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$290 | Average$453 | FlexibilityNo cancel fee | On-time71% |