$170+ Cheap flights from Wisconsin to Portland, ME (PWM)
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.
MKE — PWM
Nov 26 — Dec 31
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to PortlandExplore the most affordable flight options available from Wisconsin to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
Explore the most affordable flight options available from Wisconsin to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
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 11/147:05 am -
1 stop6h 40m
Mon 11/235:10 pm -
1 stop7h 25m
Deal found 10/22![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.
Sat 11/143:33 pm -
2 stops6h 48m
Mon 11/235:35 am -
2 stops6h 53m
Deal found 10/23![United Airlines logo]()
$278
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.
Tue 12/14:35 pm -
1 stop4h 15m
Sun 12/65:10 pm -
1 stop7h 25m
Deal found 10/23![Southwest logo]()
$285
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 12/46:20 am -
2 stops7h 25m
Mon 12/73:25 pm -
2 stops7h 55m
Deal found 10/22![Southwest logo]()
$295
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 12/36:35 am -
1 stop4h 35m
Mon 12/73:25 pm -
1 stop7h 00m
Deal found 10/24![Southwest logo]()
$339
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 12/58:15 am -
1 stop6h 23m
Sat 12/124:47 pm -
1 stop6h 36m
Deal found 10/22![United Airlines logo]()
$341
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.
Tue 12/15:25 pm -
1 stop4h 31m
Sun 12/65:00 am -
1 stop7h 50m
Deal found 10/23![American Airlines logo]()
$345
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.
Fri 12/412:40 pm -
2 stops10h 12m
Mon 12/74:53 pm -
2 stops8h 06m
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.
Sun 11/159:59 am -
1 stop5h 11m
Sun 11/224:50 pm -
1 stop5h 23m
Deal found 10/25![Delta logo]()
$349
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:12 pm -
2 stops7h 07m
Sun 12/612:44 pm -
1 stop6h 46m
Deal found 10/22![American Airlines logo]()
$350
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:00 am -
2 stops8h 35m
Sat 12/126:00 am -
2 stops9h 42m
Deal found 10/22![American Airlines logo]()
$351
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 11/145:30 am -
1 stop6h 36m
Sat 11/2112:45 pm -
2 stops10h 32m
Deal found 10/24![Delta logo]()
$354
Best flights from Wisconsin to PortlandDiscover carefully curated flight deals from Wisconsin to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Wisconsin to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
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 11/147:05 am -
1 stop6h 40m
Mon 11/235:10 pm -
1 stop7h 25m
Deal found 10/22![Southwest logo]()
$267
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 12/58:15 am -
1 stop6h 23m
Sat 12/124:47 pm -
1 stop6h 36m
Deal found 10/22![United Airlines logo]()
$341
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.
Tue 12/15:25 pm -
1 stop4h 31m
Sun 12/65:00 am -
1 stop7h 50m
Deal found 10/23![American Airlines logo]()
$345
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 11/145:30 am -
1 stop6h 36m
Sat 11/2112:45 pm -
2 stops10h 32m
Deal found 10/24![Delta logo]()
$354
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.
Fri 12/46:35 am -
1 stop7h 10m
Mon 12/73:25 pm -
1 stop7h 00m
Deal found 10/24![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/197:00 am -
1 stop3h 58m
Mon 11/236:27 am -
2 stops7h 23m
Deal found 10/26![Delta logo]()
$354
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 11/1411:23 am -
2 stops10h 34m
Sat 11/213:01 pm -
2 stops10h 08m
Deal found 10/24![American Airlines logo]()
$359
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.
Tue 11/106:00 am -
1 stop6h 26m
Wed 11/115:08 pm -
1 stop6h 07m
Deal found 10/23![United Airlines logo]()
$367
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 12/36:35 am -
1 stop4h 35m
Mon 12/73:25 pm -
2 stops7h 55m
Deal found 10/24![Southwest logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/128:00 am -
1 stop5h 16m
Wed 11/185:30 am -
2 stops7h 45m
Deal found 10/26![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/105:30 am -
2 stops10h 08m
Sat 11/142:05 pm -
1 stop9h 12m
Deal found 10/26![Delta logo]()
$382
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:55 pm -
1 stop7h 51m
Sat 12/1212:34 pm -
1 stop7h 04m
Deal found 10/25![American Airlines logo]()
$391
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 11/202:23 pm -
1 stop6h 29m
Fri 11/278:29 am -
1 stop6h 03m
Deal found 10/23![United Airlines logo]()
$369
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.
Sat 11/711:04 am -
1 stop3h 58m
Wed 11/1111:39 am -
2 stops11h 50m
Deal found 10/23![Delta logo]()
$424
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 1/278:02 am -
1 stop5h 42m
Sat 1/306:00 am -
2 stops8h 54m
Deal found 10/24![United Airlines logo]()
$394
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 11/62:23 pm -
1 stop6h 29m
Tue 11/105:50 am -
1 stop5h 33m
Deal found 10/22![United Airlines logo]()
$402
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.
Sat 11/76:00 am -
2 stops9h 02m
Thu 11/126:00 am -
2 stops12h 26m
Deal found 10/23![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/105:05 am -
2 stops8h 22m
Sat 11/145:08 pm -
1 stop7h 23m
Deal found 10/26![United Airlines logo]()
$409
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.
Wed 11/115:48 am -
1 stop5h 10m
Tue 11/1712:06 pm -
1 stop5h 15m
Deal found 10/23![American Airlines logo]()
$571
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.
Sat 1/306:15 am -
1 stop7h 36m
Wed 2/34:25 pm -
1 stop5h 57m
Deal found 10/24![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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
Tue 2/24:25 pm -
1 stop7h 50m
Deal found 10/26![United Airlines logo]()
$441
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.
Fri 11/133:14 pm -
1 stop5h 38m
Sun 11/155:08 pm -
1 stop6h 30m
Deal found 10/24![United Airlines logo]()
$454
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.
Sun 11/86:54 am -
2 stops8h 08m
Wed 11/1111:39 am -
2 stops10h 21m
Deal found 10/23![Delta logo]()
$1,323
Last-minute flights from Wisconsin to PortlandDiscover last-minute flight deals from Wisconsin to Portland. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Portland. Data last updated October 27, 2026 and is based on user searches.
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 11/55:30 am -
1 stop6h 32m
Tue 11/1012:45 pm -
2 stops10h 44m
Deal found 10/23![Delta logo]()
$394
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 11/106:47 am -
1 stop6h 29m
Wed 11/115:08 pm -
1 stop6h 07m
Deal found 10/22![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/107:00 am -
1 stop3h 58m
Sat 11/142:05 pm -
1 stop9h 12m
Deal found 10/26![Delta logo]()
$377
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/122:33 pm -
1 stop6h 18m
Tue 11/178:47 am -
1 stop6h 09m
Deal found 10/26![United Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/122:33 pm -
1 stop6h 18m
Wed 11/185:08 pm -
1 stop7h 09m
Deal found 10/26![United Airlines logo]()
$369
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 11/147:05 am -
1 stop6h 40m
Mon 11/235:10 pm -
1 stop7h 25m
Deal found 10/22![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.
Sat 11/143:33 pm -
2 stops6h 48m
Mon 11/235:35 am -
2 stops6h 53m
Deal found 10/23![United Airlines logo]()
$278
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 11/145:30 am -
1 stop6h 36m
Sat 11/2112:45 pm -
2 stops10h 32m
Deal found 10/24![Delta logo]()
$354
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 11/1411:23 am -
2 stops10h 34m
Sat 11/213:01 pm -
2 stops10h 08m
Deal found 10/24![American Airlines 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.
Sun 11/159:59 am -
1 stop5h 11m
Sun 11/224:50 pm -
1 stop5h 23m
Deal found 10/25![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 11/197:00 am -
1 stop3h 58m
Mon 11/236:27 am -
2 stops7h 23m
Deal found 10/26![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.
Fri 11/202:23 pm -
1 stop6h 29m
Fri 11/278:29 am -
1 stop6h 03m
Deal found 10/23![United Airlines logo]()
$369
One-way flights from Wisconsin to PortlandSearch for one-way flight options from Wisconsin to Portland. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
Search for one-way flight options from Wisconsin to Portland. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
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 12/27:45 am -
1 stop6h 35m
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.
Wed 12/26:00 am -
2 stops7h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![United Airlines logo]()
$175
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/203:37 pm -
1 stop16h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$188
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.
Wed 12/166:04 pm -
1 stop14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Breeze Airways logo]()
$192
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/156:20 am -
2 stops9h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$234
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop26h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$260
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:04 am -
1 stop5h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$269
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.
Mon 11/95:20 am -
2 stops10h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Delta logo]()
$274
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 12/1611:45 am -
2 stops10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$281
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.
Sun 12/202:50 pm -
2 stops8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![United Airlines logo]()
$294
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.
Wed 12/1610:38 am -
3 stops45h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$318
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 11/61:32 pm -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$339
Find flight deals from Wisconsin to Portland
Keep the following information in mind while searching for Wisconsin to Portland flight deals. Data was last updated October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $267 (Southwest) |
One-way from | $170 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $416 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Portland 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 27, 2026.
Use the filters below to find and compare flights from Wisconsin to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Wed 12/2
7:45 am-3:20 pm
1 stop6h 35m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Wed 12/2
6:35 am-2:45 pm
1 stop7h 10m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
Quickest round-trip
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 1/15
5:48 pm-11:10 pm
1 stop4h 22m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Wed 12/2
6:00 am-2:37 pm
2 stops7h 37m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
AppletonPortland
ATW Appleton Intl - PWM Portland
ATWPWM
Appleton Intl
Sun 12/20
3:37 pm-9:08 am
1 stop16h 31m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$188
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 1/15
6:20 am-4:45 pm
2 stops9h 25m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$234
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Sat 11/14
7:05 am-2:45 pm
1 stop6h 40m
Portland
Mon 11/23
5:10 pm-11:35 pm
1 stop7h 25m
$267
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 11/9
5:04 am-11:53 am
1 stop5h 49m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$269
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 11/6
2:23 pm-11:21 pm
2 stops7h 58m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$274
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 11/9
5:20 am-4:38 pm
2 stops10h 18m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$274
Showing 1-10 of 38 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Wisconsin with our price prediction graph.
MKE-PWM
MSN-PWM
ATW-PWM
GRB-PWM
EAU-PWM
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 Wisconsin to Portland
USWI-PWM
MKE-PWM
MSN-PWM
ATW-PWM
GRB-PWM
What is the cheapest month to book a flight from Wisconsin to Portland, Maine?
Currently, January is the cheapest month in which you can book a flight from Wisconsin to Portland, Maine (average of $340). Flying from Wisconsin to Portland, Maine in December is currently the most expensive (average of $583). 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 Wisconsin to Portland, Maine?
Airfare is below average for this route at the moment.
Wisconsin to Portland, Maine flights typically cost between $363 and $520 in November.The cheapest round-trip price found within the last 5 days was $267 on Southwest (Nov 14-Nov 23).
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsLewiston
North Conway
Brunswick
Conway
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Alternative routes for Wisconsin to Portland
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Complete your trip
Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Portland by cabin class
Find flights from Wisconsin to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Portland flights
Browse other Wisconsin and Portland flight options. Last updated on October 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 27, 2026.
Wisconsin to Portland flights
Consider these flights traveling from Wisconsin to Portland.
Top 4 airlines flying from Wisconsin to Portland
Discover the top 4 airlines that operate flights from Wisconsin to Portland. 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$431 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$290 | Average$455 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$386 | Average$536 | FlexibilityNo cancel fee | On-time63% |