$163+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Dec 5 — Dec 121
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 November 5, 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 November 5, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/412:44 pm -
1 stop8h 16m
Fri 12/114:54 pm -
1 stop5h 55m
Deal found 11/4![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/46:00 am -
1 stop5h 14m
Fri 12/112:38 pm -
2 stops7h 46m
Deal found 11/4![United Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:47 pm -
1 stop6h 08m
Mon 12/145:00 am -
2 stops8h 37m
Deal found 11/3![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:30 am -
2 stops9h 30m
Tue 12/15:30 am -
2 stops8h 07m
Deal found 10/31![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop4h 45m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 11/2![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/227:00 am -
1 stop3h 58m
Deal found 11/1![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:08 pm -
1 stop6h 59m
Mon 11/236:25 am -
1 stop6h 51m
Deal found 10/31![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:27 am -
1 stop5h 51m
Tue 12/13:55 pm -
1 stop6h 25m
Deal found 10/31![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:17 am -
1 stop6h 36m
Sun 11/225:00 am -
1 stop5h 56m
Deal found 11/2![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/224:50 pm -
1 stop4h 45m
Tue 11/245:30 am -
1 stop6h 31m
Deal found 11/4![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
2 stops11h 25m
Sun 11/222:30 pm -
2 stops8h 01m
Deal found 10/31![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:47 pm -
1 stop6h 28m
Wed 12/98:30 am -
1 stop6h 08m
Deal found 11/3![United Airlines logo]()
$425
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 November 5, 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 November 5, 2026.
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/46:00 am -
1 stop5h 14m
Fri 12/112:38 pm -
2 stops7h 46m
Deal found 11/4![United Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2012:50 pm -
1 stop4h 47m
Sat 3/277:00 am -
1 stop3h 53m
Deal found 11/2![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:10 pm -
2 stops7h 00m
Mon 12/146:20 am -
2 stops7h 25m
Deal found 11/3![Southwest logo]()
$438
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:47 pm -
1 stop6h 08m
Mon 12/145:00 am -
2 stops8h 37m
Deal found 11/3![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop4h 45m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 11/2![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:30 am -
2 stops9h 30m
Tue 12/15:30 am -
2 stops8h 07m
Deal found 10/31![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/222:30 pm -
2 stops8h 01m
Deal found 10/31![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:08 pm -
1 stop6h 59m
Mon 11/236:25 am -
1 stop6h 51m
Deal found 10/31![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1911:40 am -
2 stops12h 24m
Mon 2/2212:31 pm -
2 stops9h 48m
Deal found 11/2![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/113:13 pm -
1 stop7h 24m
Mon 2/156:35 am -
1 stop7h 08m
Deal found 10/31![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/224:50 pm -
1 stop4h 45m
Tue 11/245:30 am -
1 stop6h 31m
Deal found 11/4![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
2 stops11h 25m
Mon 11/235:30 am -
2 stops8h 46m
Deal found 10/31![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:47 pm -
1 stop6h 28m
Wed 12/98:30 am -
1 stop6h 08m
Deal found 11/2![United Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:50 am -
2 stops7h 55m
Sat 11/211:58 pm -
2 stops8h 23m
Deal found 11/2![United Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/34:25 pm -
1 stop5h 57m
Sat 2/68:00 am -
1 stop5h 51m
Deal found 11/3![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:10 am -
2 stops9h 01m
Sat 1/98:00 am -
1 stop5h 51m
Deal found 11/2![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:20 pm -
1 stop6h 26m
Sat 12/53:52 pm -
1 stop4h 37m
Deal found 11/3![United Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:40 am -
2 stops8h 06m
Sat 1/98:15 am -
1 stop5h 36m
Deal found 10/31![United Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/63:09 pm -
2 stops9h 06m
Sat 1/98:02 am -
1 stop5h 49m
Deal found 11/2![United Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:38 am -
2 stops10h 51m
Sat 12/59:54 am -
2 stops8h 31m
Deal found 11/3![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:08 pm -
1 stop7h 09m
Fri 11/208:00 am -
1 stop5h 16m
Deal found 11/1![United Airlines logo]()
$757
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated November 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop4h 45m
Sat 11/217:00 am -
1 stop3h 58m
Deal found 11/2![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:50 pm -
1 stop5h 23m
Sun 11/227:00 am -
1 stop3h 58m
Deal found 11/1![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:17 am -
1 stop6h 36m
Sun 11/225:00 am -
1 stop5h 56m
Deal found 11/2![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:08 pm -
1 stop6h 59m
Mon 11/236:25 am -
1 stop6h 51m
Deal found 10/31![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
2 stops11h 25m
Sun 11/222:30 pm -
2 stops8h 01m
Deal found 10/31![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/224:50 pm -
1 stop4h 45m
Tue 11/245:30 am -
1 stop6h 31m
Deal found 11/4![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:30 am -
2 stops9h 30m
Tue 12/15:30 am -
2 stops8h 07m
Deal found 10/31![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:27 am -
1 stop5h 51m
Tue 12/13:55 pm -
1 stop6h 25m
Deal found 10/31![Delta logo]()
$395
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/412:44 pm -
1 stop8h 16m
Fri 12/114:54 pm -
1 stop5h 55m
Deal found 11/4![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/46:00 am -
1 stop5h 14m
Fri 12/112:38 pm -
2 stops7h 46m
Deal found 11/4![United Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:47 pm -
1 stop6h 28m
Wed 12/98:30 am -
1 stop6h 08m
Deal found 11/3![United Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:47 pm -
1 stop6h 08m
Mon 12/145:00 am -
2 stops8h 37m
Deal found 11/3![United Airlines logo]()
$354
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 November 5, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated November 5, 2026.
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/45:19 pm -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Delta logo]()
$163
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
2 stops10h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:00 am -
2 stops7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$193
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:47 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![United Airlines logo]()
$201
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:50 pm -
2 stops8h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Delta logo]()
$206
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:50 am -
1 stop5h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/223:10 pm -
3 stops51h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:10 am -
2 stops9h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$274
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/288:45 am -
1 stop5h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![United Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:45 am -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![American Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/296:05 pm -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:53 pm -
3 stops26h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$366
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 November 5, 2026.
Round-trip from | $325 (American Airlines) |
|---|---|
One-way from | $163 (Delta) |
Popular in | December |
Cheapest in | February |
Average price | $527 |
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 November 5, 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
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Mon 11/23
4:50 pm-11:54 pm
2 stops8h 04m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$168
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Sun 11/22
8:47 am-1:32 pm
1 stop5h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$201
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Sun 11/22
5:10 pm-11:35 pm
1 stop7h 25m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$201
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Fri 11/20
5:50 am-10:23 am
1 stop5h 33m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Fri 11/20
11:10 am-5:15 pm
1 stop7h 05m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Sat 11/28
8:45 am-1:32 pm
1 stop5h 47m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$315
PortlandMadison
PWM Portland - MSN Madison Truax Field
PWMMSN
Portland
Fri 11/20
5:45 am-11:40 am
1 stop6h 55m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$329
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Fri 12/4
6:00 am-10:14 am
1 stop5h 14m
Milwaukee-Mitchell
Fri 12/11
2:38 pm-11:24 pm
2 stops7h 46m
$330
PortlandAppleton
PWM Portland - ATW Appleton Intl
PWMATW
Portland
Sat 3/20
12:50 pm-4:37 pm
1 stop4h 47m
Appleton Intl
Sat 3/27
7:00 am-11:53 am
1 stop3h 53m
$349
PortlandMilwaukee
PWM Portland - MKE Milwaukee-Mitchell
PWMMKE
Portland
Fri 12/11
4:47 pm-9:55 pm
1 stop6h 08m
Milwaukee-Mitchell
Mon 12/14
5:00 am-2:37 pm
2 stops8h 37m
$354
Showing 1-10 of 37 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-ATW
PWM-GRB
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-ATW
PWM-GRB
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 $466 and $596 in December.The cheapest round-trip price found within the last 5 days was $325 on American Airlines (Dec 4-Dec 11).
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 November 5, 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.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
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 November 5, 2026.
Popular flight searches
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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 November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$420 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$443 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$290 | Average$473 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$343 | Average$399 | FlexibilityNo cancel fee | On-time63% |