$85+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Jul 23 — Jul 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Maine to Indiana
Cheapest
Best
Last-minute
One-way
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 June 23, 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 June 23, 2026.
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Fri 7/245:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 6/22![JetBlue logo]()
$177
This Southwest deal was found by Cheapflights users on 6/22. 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.
Wed 7/85:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/22![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 6/18. 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 7/88:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Thu 7/97:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/18![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 6/21. 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 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/177:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$179
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Wed 7/1510:30 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 6/20. 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.
Sat 7/48:45 am
BOS
- MDW
1 stop7h 10m
Southwest
Sat 7/115:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/20![Southwest logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/21. 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.
Wed 7/228:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/289:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/21![JetBlue logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:31 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Mon 7/208:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/21![JetBlue logo]()
$181
This Southwest deal was found by Cheapflights users on 6/21. 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 7/285:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 8/25:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/21![Southwest logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 6/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:45 pm
BOS
- ORD
1 stop7h 18m
JetBlue
Tue 7/149:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/22![JetBlue logo]()
$182
This Southwest deal was found by Cheapflights users on 6/22. 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 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/22![Southwest logo]()
$183
This Delta deal was found by Cheapflights users on 6/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Thu 7/1610:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/22![Delta logo]()
$183
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 June 23, 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 June 23, 2026.
This JetBlue deal was found by Cheapflights users on 6/20. 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.
Thu 8/135:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Sat 8/156:00 am
ORD
- BOS
1 stop4h 21m
JetBlue
Deal found 6/20![JetBlue logo]()
$177
This Southwest deal was found by Cheapflights users on 6/21. 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 7/115:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 6/21. 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.
Sat 7/117:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Mon 7/136:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/21![Delta logo]()
$178
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 7/286:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/22![United Airlines logo]()
$180
This CheapOair deal was found by Cheapflights users on 6/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2411:34 am
BOS
- IND
Nonstop2h 28m
Allegiant Air
Mon 7/278:30 am
IND
- BOS
Nonstop2h 14m
Allegiant Air
Deal found 6/22![Allegiant Air logo]()
$225
This United Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 8/205:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Sun 8/239:40 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 6/18![United Airlines logo]()
$181
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Sat 9/121:00 pm
ORD
- BOS
1 stop6h 02m
JetBlue
Deal found 6/22![JetBlue logo]()
$185
This Delta deal was found by Cheapflights users on 6/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Fri 9/47:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 6/22![Delta logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:52 am
BOS
- SBN
2 stops23h 34m
Multiple Airlines
Sun 7/198:53 pm
SBN
- BOS
1 stop12h 16m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 6/20. 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.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/207:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/20![Southwest logo]()
$200
This JetBlue deal was found by Cheapflights users on 6/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Fri 8/2810:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 6/19![JetBlue logo]()
$189
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Tue 7/147:33 am
ORD
- BOS
Nonstop2h 32m
United Airlines
Deal found 6/22![United Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 8/204:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Fri 8/217:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 6/21![Delta logo]()
$191
This Southwest deal was found by Cheapflights users on 6/19. 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.
Tue 7/215:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 7/237:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/19![Southwest logo]()
$203
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:27 pm
BOS
- ORD
1 stop5h 04m
United Airlines
Mon 7/139:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/22![United Airlines logo]()
$197
This JetBlue deal was found by Cheapflights users on 6/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Wed 7/88:21 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/18![JetBlue logo]()
$200
This Southwest deal was found by Cheapflights users on 6/20. 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 10/156:30 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Sun 10/188:25 am
MDW
- BOS
Nonstop2h 30m
Southwest
Deal found 6/20![Southwest logo]()
$207
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:00 pm
BOS
- ORD
1 stop7h 06m
JetBlue
Sat 9/126:30 am
ORD
- BOS
1 stop7h 10m
JetBlue
Deal found 6/22![JetBlue logo]()
$201
This Southwest deal was found by Cheapflights users on 6/19. 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 9/108:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Sun 9/137:55 am
MDW
- BOS
Nonstop2h 30m
Southwest
Deal found 6/19![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 6/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:06 am
BOS
- SBN
1 stop5h 28m
Delta
Fri 8/283:16 pm
SBN
- BOS
1 stop4h 46m
Delta
Deal found 6/19![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 6/20. 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.
Mon 7/205:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/217:50 am
MDW
- BOS
1 stop6h 10m
Southwest
Deal found 6/20![Southwest logo]()
$225
This United Airlines deal was found by Cheapflights users on 6/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
BGR
- ORD
Nonstop3h 00m
United Airlines
Sat 8/2210:43 am
ORD
- BGR
Nonstop2h 40m
United Airlines
Deal found 6/22![United Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 6/21. 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 7/225:45 pm
BOS
- MDW
1 stop7h 25m
Southwest
Mon 7/277:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 6/22. 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.
Thu 7/164:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Tue 7/2110:10 am
MDW
- BOS
2 stops6h 35m
Southwest
Deal found 6/22![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 10/2212:50 pm
PWM
- ORD
1 stop6h 50m
Delta
Sat 10/246:00 am
ORD
- PWM
2 stops9h 10m
Delta
Deal found 6/21![Delta logo]()
$315
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Thu 10/19:25 am
BGR
- ORD
Nonstop3h 04m
United Airlines
Mon 10/511:55 am
ORD
- BGR
Nonstop2h 48m
United Airlines
Deal found 6/20![United Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 6/18. 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.
Sat 7/182:15 pm
BOS
- SBN
1 stop6h 29m
United Airlines
Sat 7/256:26 pm
SBN
- BOS
1 stop4h 55m
United Airlines
Deal found 6/18![United Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 6/22. 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.
Fri 8/218:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Mon 8/2410:30 am
MDW
- BOS
1 stop6h 20m
Southwest
Deal found 6/22![Southwest logo]()
$242
This JetBlue deal was found by Cheapflights users on 6/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:30 pm
PWM
- ORD
1 stop8h 00m
JetBlue
Sat 7/116:00 am
ORD
- PWM
1 stop6h 45m
JetBlue
Deal found 6/18![JetBlue logo]()
$335
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/175:30 am
BOS
- SBN
1 stop5h 30m
Delta
Mon 7/203:09 pm
SBN
- BOS
1 stop4h 51m
Delta
Deal found 6/17![Delta logo]()
$341
Last-minute flights from Maine to IndianaDiscover last-minute flight deals from Maine to Indiana. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Indiana. Data last updated June 23, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/110:35 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Sat 7/410:25 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/17![United Airlines logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Thu 7/28:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 7/41:55 pm
ORD
- BOS
Nonstop2h 38m
JetBlue
Deal found 6/18![JetBlue logo]()
$192
This Southwest deal was found by Cheapflights users on 6/20. 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.
Sat 7/48:45 am
BOS
- MDW
1 stop7h 10m
Southwest
Sat 7/115:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/20![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 6/22. 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.
Wed 7/85:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/22![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 6/22. 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.
Thu 7/95:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/22![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 6/22. 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.
Thu 7/95:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/22![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 6/21. 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 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/177:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 6/19. 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.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 7/167:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/19![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 6/22. 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 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/22![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 6/21. 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 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sat 7/255:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/21![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 6/21. 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 7/285:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 8/25:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/21![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 6/21. 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.
Fri 7/315:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 8/75:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/21![Southwest logo]()
$190
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 June 23, 2026.
Search for one-way flight options from Maine to Indiana. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This JetBlue deal was found by Cheapflights users on 6/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:17 pm
PWM
- ORD
1 stop5h 03m
JetBlue
Deal found 6/19![JetBlue logo]()
$85
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:34 am
BOS
- IND
Nonstop2h 28m
Allegiant Air
Deal found 6/19![Allegiant Air logo]()
$92
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Deal found 6/22![JetBlue logo]()
$93
This Delta deal was found by Cheapflights users on 6/18. 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 7/17:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Deal found 6/18![Delta logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 6/18. 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.
Mon 8/38:41 am
BOS
- ORD
1 stop8h 35m
JetBlue
Deal found 6/18![JetBlue logo]()
$97
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Thu 8/135:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 6/19![United Airlines logo]()
$98
This Southwest deal was found by Cheapflights users on 6/18. 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 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 6/18![Southwest logo]()
$99
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:25 am
BOS
- ORD
Nonstop2h 55m
JetBlue
Deal found 6/22![JetBlue logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 6/22![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:25 pm
PWM
- ORD
1 stop5h 10m
JetBlue
Deal found 6/22![JetBlue logo]()
$101
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Deal found 6/18![JetBlue logo]()
$102
This Super.com deal was found by Cheapflights users on 6/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:00 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/21![JetBlue logo]()
$103
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 June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (JetBlue) |
One-way from | $85 (JetBlue) |
Popular in | May |
Cheapest in | August |
Average price | $426 |
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 June 23, 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
Thu 8/13
5:01 am-8:48 am
1 stop4h 47m
Chicago O'Hare Intl
Sat 8/15
6:00 am-11:21 am
1 stop4h 21m
$177
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 7/11
5:20 am-6:55 am
Nonstop2h 35m
Chicago Midway
Mon 7/13
4:00 pm-7:20 pm
Nonstop2h 20m
$178
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 7/11
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Mon 7/13
6:59 am-10:30 am
Nonstop2h 31m
$178
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/23
8:15 pm-10:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
Tue 7/28
6:00 am-11:16 am
1 stop4h 16m
$180
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/20
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Sun 8/23
9:40 pm-1:15 am
Nonstop2h 35m
$181
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 9/8
5:01 am-8:48 am
1 stop4h 47m
Chicago O'Hare Intl
Sat 9/12
1:00 pm-8:02 pm
1 stop6h 02m
$185
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/25
5:01 am-8:48 am
1 stop4h 47m
Chicago O'Hare Intl
Fri 8/28
10:56 am-2:23 pm
Nonstop2h 27m
$189
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/9
5:45 am-9:36 am
1 stop4h 51m
Chicago O'Hare Intl
Tue 7/14
7:33 am-11:05 am
Nonstop2h 32m
$189
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 8/30
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Fri 9/4
7:30 pm-11:00 pm
Nonstop2h 30m
$190
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/20
4:16 pm-6:20 pm
Nonstop3h 04m
Chicago O'Hare Intl
Fri 8/21
7:30 pm-11:00 pm
Nonstop2h 30m
$191
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
BOS-IND
BOS-SBN
BGR-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Maine to Indiana
USME-USIN
BOS-ORD
BOS-MDW
BOS-IND
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 June is currently the most expensive (average of $354). 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 June 23, 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
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 June 23, 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 June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$418 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$403 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$436 | FlexibilityNo cancel fee | On-time63% |