$134+ Cheap flights from Portland, ME (PWM) to Wisconsin
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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Wisconsin with Cheapflights
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Cheapest flights from Portland to WisconsinExplore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 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.
Sat 11/145:08 pm -
1 stop4h 42m
Wed 11/188:00 am -
1 stop5h 16m
Deal found 10/22![United Airlines logo]()
$267
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 11/144:50 pm -
1 stop4h 25m
Wed 11/181:16 pm -
2 stops9h 05m
Deal found 10/22![Delta logo]()
$272
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.
Sat 11/141:00 pm -
2 stops7h 10m
Wed 11/186:20 am -
2 stops7h 25m
Deal found 10/22![Southwest logo]()
$277
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.
Wed 12/26:12 am -
2 stops8h 53m
Mon 12/712:53 pm -
2 stops10h 28m
Deal found 10/23![Delta logo]()
$278
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.
Tue 12/13:25 pm -
2 stops7h 55m
Thu 12/36:20 am -
2 stops7h 25m
Deal found 10/22![Southwest logo]()
$301
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop7h 04m
Mon 11/165:04 am -
1 stop5h 49m
Deal found 10/21![American Airlines logo]()
$303
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 11/126:00 am -
1 stop6h 37m
Mon 11/163:19 pm -
2 stops8h 00m
Deal found 10/22![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/172:05 pm -
1 stop7h 56m
Thu 11/197:00 am -
1 stop3h 58m
Deal found 10/25![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/174:50 pm -
1 stop4h 45m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 10/25![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/176:00 am -
1 stop6h 37m
Wed 11/1812:42 pm -
2 stops10h 37m
Deal found 10/25![Delta logo]()
$344
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.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/224:01 pm -
1 stop6h 20m
Deal found 10/24![Delta logo]()
$349
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 11/144:50 pm -
1 stop4h 43m
Tue 11/175:30 am -
1 stop6h 31m
Deal found 10/24![Delta logo]()
$349
Best flights from Portland to WisconsinDiscover carefully curated flight deals from Portland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Portland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
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.
Wed 11/184:03 pm -
1 stop5h 37m
Wed 12/23:12 pm -
1 stop7h 21m
Deal found 10/21![Delta logo]()
$267
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.
Wed 12/23:25 pm -
1 stop7h 00m
Mon 12/76:35 am -
1 stop7h 10m
Deal found 10/23![Southwest logo]()
$267
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.
Fri 1/84:25 pm -
1 stop5h 31m
Wed 1/136:36 am -
1 stop7h 08m
Deal found 10/23![United Airlines logo]()
$345
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 1/85:00 am -
2 stops11h 31m
Wed 1/135:00 am -
2 stops11h 14m
Deal found 10/23![American Airlines logo]()
$355
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 11/1812:45 pm -
2 stops9h 20m
Wed 12/26:20 am -
2 stops7h 25m
Deal found 10/21![Southwest logo]()
$277
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.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/224:01 pm -
1 stop6h 20m
Deal found 10/24![Delta 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.
Fri 1/14:28 pm -
1 stop6h 13m
Wed 1/66:36 am -
2 stops6h 52m
Deal found 10/22![United Airlines logo]()
$350
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.
Fri 1/14:28 pm -
1 stop7h 31m
Tue 1/56:05 am -
2 stops7h 28m
Deal found 10/22![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/144:50 pm -
1 stop4h 43m
Wed 11/187:00 am -
1 stop3h 58m
Deal found 10/25![Delta logo]()
$363
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 11/76:17 am -
1 stop8h 14m
Wed 11/115:00 am -
2 stops9h 33m
Deal found 10/23![American Airlines logo]()
$404
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.
Tue 11/108:47 am -
1 stop7h 11m
Wed 11/112:23 pm -
1 stop6h 28m
Deal found 10/22![United Airlines logo]()
$367
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 11/65:10 pm -
2 stops7h 00m
Tue 11/106:35 am -
1 stop4h 35m
Deal found 10/22![Southwest logo]()
$407
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/132:05 pm -
1 stop9h 12m
Tue 11/175:30 am -
1 stop6h 31m
Deal found 10/25![Delta logo]()
$404
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.
Tue 11/175:30 am -
2 stops7h 19m
Sun 11/226:25 am -
2 stops7h 02m
Deal found 10/24![United Airlines logo]()
$393
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/67:10 am -
2 stops7h 44m
Sat 1/98:02 am -
1 stop5h 49m
Deal found 10/20![United Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/126:27 am -
1 stop7h 15m
Thu 11/193:19 pm -
1 stop7h 12m
Deal found 10/25![Delta logo]()
$438
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 11/126:27 am -
1 stop7h 15m
Mon 11/165:20 am -
1 stop6h 41m
Deal found 10/24![Delta logo]()
$438
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.
Sat 11/75:08 pm -
1 stop6h 59m
Wed 11/116:25 am -
1 stop6h 51m
Deal found 10/23![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/205:08 pm -
1 stop6h 59m
Mon 11/233:00 pm -
2 stops7h 21m
Deal found 10/25![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/134:50 pm -
2 stops8h 04m
Mon 11/165:20 am -
1 stop6h 41m
Deal found 10/25![Delta logo]()
$443
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.
Fri 11/65:08 pm -
1 stop4h 42m
Tue 11/106:47 am -
1 stop6h 29m
Deal found 10/22![United Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/146:27 am -
2 stops11h 08m
Tue 11/175:30 am -
2 stops8h 46m
Deal found 10/25![Delta logo]()
$522
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 11/65:08 pm -
1 stop7h 09m
Mon 11/92:33 pm -
1 stop6h 18m
Deal found 10/21![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/178:47 am -
1 stop5h 45m
Fri 11/202:23 pm -
1 stop6h 29m
Deal found 10/25![United Airlines logo]()
$439
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 1/69:10 am -
2 stops9h 01m
Sat 1/98:00 am -
1 stop5h 51m
Deal found 10/24![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/118:47 am -
1 stop6h 52m
Sat 11/211:58 pm -
1 stop6h 50m
Deal found 10/25![United Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/155:08 pm -
1 stop6h 07m
Mon 11/168:35 am -
1 stop4h 41m
Deal found 10/25![United Airlines logo]()
$475
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated October 25, 2026 and is based on user searches.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop7h 04m
Mon 11/165:04 am -
1 stop5h 49m
Deal found 10/21![American Airlines logo]()
$303
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 11/126:00 am -
1 stop6h 37m
Mon 11/163:19 pm -
2 stops8h 00m
Deal found 10/22![Delta logo]()
$326
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 11/145:08 pm -
1 stop4h 42m
Wed 11/188:00 am -
1 stop5h 16m
Deal found 10/22![United Airlines logo]()
$267
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 11/144:50 pm -
1 stop4h 25m
Wed 11/181:16 pm -
2 stops9h 05m
Deal found 10/22![Delta logo]()
$272
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.
Sat 11/141:00 pm -
2 stops7h 10m
Wed 11/186:20 am -
2 stops7h 25m
Deal found 10/22![Southwest logo]()
$277
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 11/144:50 pm -
1 stop4h 43m
Tue 11/175:30 am -
1 stop6h 31m
Deal found 10/24![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/1412:45 pm -
1 stop4h 50m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 10/25![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/1412:45 pm -
1 stop4h 50m
Wed 11/187:00 am -
2 stops8h 38m
Deal found 10/25![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/176:27 am -
1 stop7h 15m
Sat 11/213:30 pm -
1 stop7h 01m
Deal found 10/25![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/174:50 pm -
1 stop4h 45m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 10/25![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” 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 11/176:00 am -
1 stop6h 37m
Wed 11/1812:42 pm -
2 stops10h 37m
Deal found 10/25![Delta logo]()
$344
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.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/224:01 pm -
1 stop6h 20m
Deal found 10/24![Delta logo]()
$349
One-way flights from Portland to WisconsinSearch for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
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.
Wed 12/25:19 pm -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$134
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.
Wed 12/27:00 am -
2 stops9h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$139
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.
Sun 11/225:10 pm -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$152
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 12/105:19 pm -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$170
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.
Thu 12/107:00 am -
2 stops9h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![United Airlines logo]()
$175
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 12/243:25 pm -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$219
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.
Sun 11/155:10 pm -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$245
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.
Wed 12/27:12 pm -
3 stops46h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$307
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:31 am -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$407
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.
Fri 10/305:08 pm -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![United Airlines logo]()
$429
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.
Fri 10/305:08 pm -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![United Airlines logo]()
$446
Find flight deals from Portland to Wisconsin
Keep the following information in mind while searching for Portland to Wisconsin flight deals. Data was last updated October 25, 2026.
Round-trip from | $267 (Delta) |
|---|---|
One-way from | $134 (Delta) |
Popular in | December |
Cheapest in | February |
Average price | $442 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Wisconsin 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 25, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Wed 12/2
5:19 pm-10:02 pm
1 stop5h 43m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$134
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Sun 11/22
5:10 pm-11:20 pm
2 stops7h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$157
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Thu 12/10
5:19 pm-10:02 pm
1 stop5h 43m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$170
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Thu 12/10
7:00 am-3:03 pm
2 stops9h 03m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$175
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Thu 12/24
3:25 pm-9:25 pm
1 stop7h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$219
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Wed 11/18
4:03 pm-8:40 pm
1 stop5h 37m
Milwaukee-Mitchell
Wed 12/2
3:12 pm-11:33 pm
1 stop7h 21m
$267
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Wed 12/2
3:25 pm-9:25 pm
1 stop7h 00m
Milwaukee-Mitchell
Mon 12/7
6:35 am-2:45 pm
1 stop7h 10m
$267
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Wed 11/18
12:45 pm-9:05 pm
2 stops9h 20m
Milwaukee-Mitchell
Wed 12/2
6:20 am-2:45 pm
2 stops7h 25m
$277
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Wed 12/2
7:12 pm-4:26 pm
3 stops46h 14m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$307
PortlandMadison
PWM Portland - MSN Madison Truax Field
PWMMSN
Portland
Fri 1/8
4:25 pm-8:56 pm
1 stop5h 31m
Madison Truax Field
Wed 1/13
6:36 am-2:44 pm
1 stop7h 08m
$345
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Portland to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Portland with our price prediction graph.
PWM-MKE
PWM-GRB
PWM-ATW
PWM-MSN
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 Portland to Wisconsin
PWM-USWI
PWM-MKE
PWM-GRB
PWM-ATW
PWM-MSN
What is the cheapest month to book a flight from Portland, Maine to Wisconsin?
Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $344). Flying from Portland, Maine to Wisconsin in December is currently the most expensive (average of $593). 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 Portland, Maine to Wisconsin?
Airfare is below average for this route at the moment.
Portland, Maine to Wisconsin flights typically cost between $442 and $567 in November.The cheapest round-trip price found within the last 5 days was $267 on United Airlines (Nov 14-Nov 18).
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 25, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
7.9
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Portland to Wisconsin. 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 Portland to Wisconsin
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Complete your trip
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Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Wisconsin flights
Consider these flights traveling from Portland to Wisconsin.
Top 4 airlines flying from Portland to Wisconsin
Discover the top 4 airlines that operate flights from Portland to Wisconsin. 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 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$428 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$439 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$290 | Average$473 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$343 | Average$399 | FlexibilityNo cancel fee | On-time63% |