$118+ Cheap flights from Illinois to Maine
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
Nov 23 — Nov 301
Round-trip
1 adult, Economy
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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 Illinois to MaineExplore the most affordable flight options available from Illinois to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
Explore the most affordable flight options available from Illinois to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/48:00 am -
1 stop24h 27m
Mon 12/711:08 am -
1 stop15h 00m
Deal found 10/22![Multiple Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/235:05 am -
1 stop4h 25m
Tue 12/13:25 pm -
2 stops8h 20m
Deal found 10/23![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:50 am -
Nonstop2h 26m
Sun 11/155:30 am -
1 stop5h 15m
Deal found 10/21![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 10/19. 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.
Wed 11/187:05 am -
1 stop3h 53m
Sat 11/214:03 pm -
1 stop6h 39m
Deal found 10/19![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/236:00 pm -
1 stop5h 19m
Tue 12/15:19 pm -
1 stop5h 54m
Deal found 10/23![Delta logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/45:24 pm -
1 stop14h 44m
Mon 12/79:48 am -
2 stops29h 42m
Deal found 10/23![Multiple Airlines logo]()
$355
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/128:50 am -
1 stop4h 37m
Mon 11/167:35 pm -
1 stop5h 27m
Deal found 10/22![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:30 am -
1 stop4h 35m
Fri 12/185:20 pm -
1 stop6h 55m
Deal found 10/24![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:29 am -
1 stop6h 41m
Wed 11/1812:45 pm -
2 stops9h 04m
Deal found 10/24![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:15 pm -
2 stops7h 35m
Mon 12/73:25 pm -
2 stops8h 20m
Deal found 10/24![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/236:18 pm -
Nonstop2h 33m
Tue 12/17:00 am -
1 stop7h 02m
Deal found 10/23![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:02 pm -
2 stops9h 18m
Fri 12/116:00 am -
1 stop7h 04m
Deal found 10/20![Delta logo]()
$369
Best flights from Illinois to MaineDiscover carefully curated flight deals from Illinois to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
Discover carefully curated flight deals from Illinois to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/128:50 am -
1 stop4h 37m
Mon 11/168:29 am -
Nonstop3h 00m
Deal found 10/22![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 10/22. 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.
Sat 12/125:59 pm -
1 stop5h 22m
Sun 1/34:38 pm -
1 stop4h 40m
Deal found 10/22![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/112:18 pm -
2 stops8h 01m
Fri 1/85:00 am -
2 stops10h 22m
Deal found 10/23![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 10/20. 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.
Fri 11/205:05 am -
1 stop4h 25m
Sun 11/221:40 pm -
1 stop7h 30m
Deal found 10/20![Southwest logo]()
$414
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:00 pm -
1 stop5h 05m
Sun 11/87:20 am -
1 stop5h 40m
Deal found 10/20![Multiple Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/68:00 am -
1 stop5h 44m
Wed 1/137:10 am -
2 stops7h 37m
Deal found 10/24![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/114:29 pm -
1 stop6h 23m
Fri 1/86:00 am -
2 stops10h 16m
Deal found 10/23![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/206:00 am -
1 stop4h 56m
Mon 11/235:57 pm -
1 stop6h 34m
Deal found 10/23![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 2/115:00 pm -
1 stop5h 23m
Mon 2/156:00 am -
1 stop7h 36m
Deal found 10/23![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:35 pm -
1 stop6h 17m
Tue 11/105:08 pm -
1 stop7h 05m
Deal found 10/21![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 10/20. 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.
Fri 11/135:05 am -
1 stop4h 25m
Mon 11/163:25 pm -
2 stops8h 20m
Deal found 10/20![Southwest logo]()
$452
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:29 am -
2 stops6h 51m
Sun 11/2212:00 pm -
1 stop7h 22m
Deal found 10/20![Delta logo]()
$384
This American Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
1 stop5h 02m
Sat 12/126:00 am -
2 stops9h 40m
Deal found 10/24![American Airlines logo]()
$442
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:50 am -
1 stop4h 55m
Fri 11/65:10 pm -
1 stop7h 05m
Deal found 10/24![Southwest logo]()
$455
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/910:50 am -
Nonstop2h 26m
Wed 11/118:47 am -
Nonstop3h 00m
Deal found 10/23![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/21. 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 11/1212:38 pm -
2 stops9h 47m
Sat 11/143:45 pm -
2 stops9h 09m
Deal found 10/21![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
1 stop4h 56m
Sat 12/512:34 pm -
1 stop5h 53m
Deal found 10/20![American Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/95:30 am -
2 stops10h 08m
Wed 11/112:05 pm -
1 stop6h 00m
Deal found 10/23![Delta logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:50 am -
1 stop4h 37m
Sat 10/3110:50 am -
1 stop5h 25m
Deal found 10/21![United Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/194:28 pm -
1 stop5h 31m
Sun 1/174:47 pm -
2 stops8h 32m
Deal found 10/20![American Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 10/22. 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 12/116:10 pm -
1 stop4h 45m
Sat 1/25:25 pm -
1 stop6h 40m
Deal found 10/22![Southwest logo]()
$529
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:27 pm -
2 stops7h 34m
Wed 11/1112:45 pm -
1 stop6h 19m
Deal found 10/24![Delta logo]()
$404
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:00 am -
1 stop7h 05m
Fri 11/277:20 am -
1 stop10h 20m
Deal found 10/20![Multiple Airlines logo]()
$668
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/308:15 am -
1 stop5h 36m
Wed 2/34:25 pm -
1 stop7h 59m
Deal found 10/21![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 10/22. 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.
Fri 11/138:29 am -
2 stops6h 51m
Mon 11/163:45 pm -
1 stop6h 57m
Deal found 10/22![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/214:05 pm -
1 stop6h 50m
Tue 12/295:20 pm -
1 stop6h 55m
Deal found 10/23![Southwest logo]()
$543
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/76:04 am -
1 stop4h 49m
Wed 11/114:10 pm -
2 stops9h 00m
Deal found 10/23![American Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 1/98:00 am -
1 stop5h 51m
Tue 1/127:10 am -
2 stops10h 49m
Deal found 10/22![United Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 10/19. 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.
Wed 11/1811:19 am -
2 stops11h 12m
Sun 11/2212:45 pm -
2 stops9h 04m
Deal found 10/19![Delta logo]()
$410
This Expedia deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop5h 05m
Wed 11/2511:06 am -
1 stop6h 34m
Deal found 10/20![Multiple Airlines logo]()
$734
Last-minute flights from Illinois to MaineDiscover last-minute flight deals from Illinois to Maine. Data last updated October 24, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Maine. Data last updated October 24, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:50 am -
Nonstop2h 26m
Sun 11/155:30 am -
1 stop5h 15m
Deal found 10/21![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/128:50 am -
1 stop4h 37m
Mon 11/167:35 pm -
1 stop5h 27m
Deal found 10/22![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 10/22. 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.
Thu 11/125:13 pm -
1 stop5h 18m
Fri 11/206:27 am -
2 stops11h 06m
Deal found 10/22![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:29 am -
1 stop6h 41m
Wed 11/1812:45 pm -
2 stops9h 04m
Deal found 10/24![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 10/19. 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.
Wed 11/187:05 am -
1 stop3h 53m
Sat 11/214:03 pm -
1 stop6h 39m
Deal found 10/19![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:30 am -
2 stops8h 46m
Sat 11/2112:45 pm -
2 stops9h 04m
Deal found 10/24![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/198:50 am -
1 stop4h 37m
Thu 11/265:50 am -
1 stop5h 58m
Deal found 10/22![United Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 10/20. 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 11/196:00 am -
1 stop5h 10m
Sat 11/215:25 pm -
1 stop6h 40m
Deal found 10/20![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/235:05 am -
1 stop4h 25m
Tue 12/13:25 pm -
2 stops8h 20m
Deal found 10/23![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/236:00 pm -
1 stop5h 19m
Tue 12/15:19 pm -
1 stop5h 54m
Deal found 10/23![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/236:18 pm -
Nonstop2h 33m
Tue 12/17:00 am -
1 stop7h 02m
Deal found 10/23![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:30 am -
1 stop5h 40m
Wed 12/212:49 pm -
1 stop6h 12m
Deal found 10/20![Delta logo]()
$376
One-way flights from Illinois to MaineSearch for one-way flight options from Illinois to Maine. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
Search for one-way flight options from Illinois to Maine. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/71:40 pm -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$118
This Southwest deal was found by Cheapflights users on 10/21. 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 1/68:30 am -
1 stop5h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:15 pm -
2 stops7h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$135
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/711:00 am -
Nonstop2h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:40 am -
2 stops46h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:35 am -
1 stop26h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/75:01 am -
1 stop27h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/65:21 pm -
2 stops38h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$151
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:56 am -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![American Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:08 am -
2 stops26h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 10/20. 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 11/196:00 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$158
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:36 am -
2 stops12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$160
Find flight deals from Illinois to Maine
Keep the following information in mind while searching for Illinois to Maine flight deals. Data was last updated October 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $263 (Kiwi.com) |
One-way from | $118 (Southwest) |
Popular in | December |
Cheapest in | May |
Average price | $439 |
Good round-trip deal | $416 or less |
Good one-way deal | $256 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Maine 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 7,457,451 searches. Data last updated October 24, 2026.
Use the filters below to find and compare flights from Illinois to Maine that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPortland
MDW Chicago Midway - PWM Portland
MDWPWM
Chicago Midway
Wed 1/6
8:30 am-2:50 pm
1 stop5h 20m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
ChicagoPortland
MDW Chicago Midway - PWM Portland
MDWPWM
Chicago Midway
Thu 1/7
1:30 pm-9:45 pm
2 stops7h 15m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$123
ChicagoPortland
ORD Chicago O'Hare Intl - PWM Portland
ORDPWM
Chicago O'Hare Intl
Thu 1/7
11:00 am-2:44 pm
Nonstop2h 44m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$145
ChicagoPortland
ORD Chicago O'Hare Intl - PWM Portland
ORDPWM
Chicago O'Hare Intl
Wed 1/6
11:00 am-2:44 pm
Nonstop2h 44m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$145
ChicagoPortland
ORD Chicago O'Hare Intl - PWM Portland
ORDPWM
Chicago O'Hare Intl
Wed 1/6
5:30 am-4:59 pm
2 stops10h 29m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoPortland
MDW Chicago Midway - PWM Portland
MDWPWM
Chicago Midway
Thu 1/7
6:00 am-4:59 pm
2 stops9h 59m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoPortland
MDW Chicago Midway - PWM Portland
MDWPWM
Chicago Midway
Sun 12/6
7:30 am-1:05 pm
1 stop4h 35m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoBangor
ORD Chicago O'Hare Intl - BGR Bangor
ORDBGR
Chicago O'Hare Intl
Mon 11/9
7:50 pm-9:27 am
2 stops36h 37m
Bangor
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$176
ChicagoBangor
ORD Chicago O'Hare Intl - BGR Bangor
ORDBGR
Chicago O'Hare Intl
Sun 12/6
10:38 am-10:18 am
2 stops22h 40m
Bangor
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$178
ChicagoPortland
ORD Chicago O'Hare Intl - PWM Portland
ORDPWM
Chicago O'Hare Intl
Fri 11/27
3:36 pm-11:21 pm
1 stop6h 45m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$189
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Maine
Have a flexible travel schedule? Discover the best time to fly to Maine from Illinois with our price prediction graph.
MDW-PWM
ORD-PWM
MLI-PWM
BMI-PWM
ORD-AUG
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 Illinois to Maine
USIL-USME
MDW-PWM
ORD-PWM
MLI-PWM
BMI-PWM
What is the cheapest month to book a flight from Illinois to Maine?
Currently, April is the cheapest month in which you can book a flight from Illinois to Maine (average of $334). Flying from Illinois to Maine in December is currently the most expensive (average of $479). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IL to ME?
Find hourly flight availability from Illinois to Maine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 24, 2026.
It’s optimal to fly from Illinois to Maine in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the morning.
Weekly flight availability from Illinois to Maine
Explore weekly flight availability from Illinois to Maine. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 24, 2026.
The most flights from USIL to USME are scheduled on a Friday (12 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Illinois to Maine?
Airfare is below average for this route at the moment.
Illinois to Maine flights typically cost between $425 and $542 in November.The cheapest round-trip price found within the last 5 days was $349 on United Airlines (Nov 12-Nov 15).
How far ahead should I book a flight from Illinois to Maine?
Booking 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Illinois to Maine. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Illinois to Maine?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Maine. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Illinois to Maine flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Maine
Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated October 24, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Illinois to Maine. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Entertainment
7.4
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Illinois to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Illinois to Maine
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maine by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Maine by cabin class
Find flights from Illinois to Maine, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Maine flights
Browse other Illinois and Maine flight options. Last updated on October 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maine
Find the right flight back to Illinois after your stay in Maine
Illinois to Maine flights
Consider these flights traveling from Illinois to Maine.
Top 2 airlines flying from Illinois to Maine
Discover the top 2 airlines that operate flights from Illinois to Maine. 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 7,457,451 searches. Data last updated October 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$229 | Average$384 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$407 | FlexibilityNo cancel fee | On-time69% |