$143+ Cheap flights from Wisconsin to Portland (PDX)
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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Nov 21 — Nov 281
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Wisconsin to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Portland
Cheapest
Best
Last-minute
One-way
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 22, 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 22, 2026.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:20 pm -
1 stop9h 05m
Sun 12/68:00 am -
1 stop9h 00m
Deal found 10/21![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:15 am -
2 stops10h 05m
Mon 12/710:15 am -
2 stops11h 00m
Deal found 10/20![Southwest logo]()
$315
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:25 pm -
1 stop6h 29m
Wed 12/95:23 am -
1 stop8h 04m
Deal found 10/21![Alaska Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:05 am -
1 stop7h 50m
Wed 12/161:05 pm -
1 stop8h 10m
Deal found 10/18![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:47 am -
1 stop7h 00m
Thu 11/268:30 am -
2 stops12h 20m
Deal found 10/22![United Airlines logo]()
$328
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.
Thu 11/126:19 pm -
1 stop7h 44m
Tue 11/177:00 am -
1 stop8h 29m
Deal found 10/22![American Airlines logo]()
$338
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 11/116:47 am -
1 stop7h 00m
Tue 11/175:00 am -
2 stops7h 58m
Deal found 10/22![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:15 pm -
2 stops10h 05m
Fri 12/115:45 am -
2 stops9h 30m
Deal found 10/20![Southwest logo]()
$361
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.
Sun 12/132:51 pm -
1 stop7h 04m
Thu 12/2412:03 pm -
1 stop7h 33m
Deal found 10/21![American Airlines logo]()
$362
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 12/55:00 am -
1 stop8h 41m
Sat 12/1210:49 am -
1 stop6h 53m
Deal found 10/20![United Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:43 pm -
1 stop6h 44m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$374
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 12/35:00 am -
1 stop9h 37m
Sat 12/56:50 am -
1 stop8h 10m
Deal found 10/21![American Airlines logo]()
$375
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 22, 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 22, 2026.
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:15 pm -
2 stops10h 05m
Fri 12/118:00 am -
1 stop9h 00m
Deal found 10/20![Southwest logo]()
$290
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 11/112:23 pm -
1 stop6h 49m
Tue 11/1711:30 pm -
1 stop7h 06m
Deal found 10/22![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:49 pm -
1 stop5h 57m
Mon 11/2311:20 pm -
1 stop7h 58m
Deal found 10/18![Delta logo]()
$379
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:25 pm -
1 stop7h 27m
Sun 12/137:30 am -
1 stop5h 57m
Deal found 10/20![Alaska Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:47 am -
2 stops14h 01m
Wed 11/111:22 pm -
1 stop8h 53m
Deal found 10/20![American Airlines logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1812:58 pm -
2 stops34h 23m
Sun 1/175:50 pm -
1 stop16h 09m
Deal found 10/22![Multiple Airlines logo]()
$522
This United Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:55 pm -
1 stop7h 32m
Sun 11/2211:30 pm -
1 stop6h 13m
Deal found 10/18![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:49 pm -
1 stop5h 57m
Sun 11/2912:35 am -
1 stop7h 44m
Deal found 10/19![Delta logo]()
$379
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 12/12:15 pm -
2 stops10h 05m
Sat 12/126:55 am -
2 stops7h 15m
Deal found 10/22![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:00 am -
1 stop6h 44m
Thu 11/266:00 am -
1 stop8h 19m
Deal found 10/20![Delta logo]()
$379
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 11/112:38 pm -
1 stop8h 35m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1412:06 pm -
2 stops8h 57m
Mon 1/186:15 am -
1 stop8h 26m
Deal found 10/20![Delta logo]()
$384
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2211:37 am -
2 stops13h 50m
Mon 11/239:30 pm -
2 stops8h 26m
Deal found 10/21![Alaska Airlines logo]()
$492
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 11/102:33 pm -
2 stops10h 13m
Sun 11/1511:30 pm -
1 stop6h 13m
Deal found 10/22![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:05 am -
2 stops9h 30m
Sun 11/2211:20 pm -
2 stops10h 32m
Deal found 10/21![Delta logo]()
$389
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 11/137:40 pm -
1 stop7h 45m
Sun 11/155:55 am -
2 stops9h 35m
Deal found 10/22![Southwest logo]()
$471
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.
Sun 11/225:45 pm -
1 stop7h 24m
Mon 11/235:00 am -
2 stops7h 58m
Deal found 10/21![United Airlines logo]()
$431
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:50 am -
2 stops10h 45m
Tue 11/1010:15 am -
2 stops11h 00m
Deal found 10/20![Southwest logo]()
$476
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.
Sun 3/147:55 pm -
1 stop5h 48m
Fri 3/1912:30 am -
1 stop7h 45m
Deal found 10/22![Delta logo]()
$395
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.
Thu 12/36:30 am -
1 stop7h 11m
Sat 12/58:50 am -
2 stops8h 52m
Deal found 10/20![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:35 pm -
1 stop8h 11m
Tue 11/171:56 pm -
1 stop5h 31m
Deal found 10/22![Delta logo]()
$399
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.
Fri 12/187:05 pm -
1 stop7h 04m
Fri 1/152:06 pm -
1 stop7h 48m
Deal found 10/21![American Airlines logo]()
$662
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/74:15 pm -
1 stop6h 08m
Mon 1/116:15 am -
1 stop7h 33m
Deal found 10/20![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:43 pm -
1 stop6h 44m
Sat 11/71:15 pm -
1 stop5h 28m
Deal found 10/19![United Airlines logo]()
$444
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.
Fri 12/187:05 pm -
1 stop7h 04m
Sun 1/172:06 pm -
1 stop7h 48m
Deal found 10/22![American Airlines logo]()
$703
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:45 pm -
1 stop6h 17m
Wed 11/1111:20 pm -
2 stops10h 23m
Deal found 10/17![Delta logo]()
$404
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.
Fri 11/69:50 am -
1 stop7h 33m
Sun 11/87:26 pm -
2 stops10h 17m
Deal found 10/20![United Airlines logo]()
$454
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.
Sun 12/207:05 pm -
1 stop7h 04m
Sun 1/172:06 pm -
1 stop7h 48m
Deal found 10/21![American Airlines logo]()
$703
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 11/65:43 pm -
1 stop6h 44m
Tue 11/101:15 pm -
2 stops7h 52m
Deal found 10/22![United Airlines logo]()
$454
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 12/167:00 am -
1 stop7h 48m
Thu 12/316:05 am -
1 stop7h 57m
Deal found 10/22![Delta logo]()
$419
Last-minute flights from Wisconsin to PortlandDiscover last-minute flight deals from Wisconsin to Portland. Data last updated October 22, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Portland. Data last updated October 22, 2026 and is based on user searches.
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 11/116:47 am -
1 stop7h 00m
Tue 11/175:00 am -
2 stops7h 58m
Deal found 10/22![United Airlines logo]()
$345
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.
Thu 11/126:19 pm -
1 stop7h 44m
Tue 11/177:00 am -
1 stop8h 29m
Deal found 10/22![American Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:43 pm -
1 stop6h 44m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$374
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:40 pm -
1 stop7h 15m
Tue 11/179:03 am -
2 stops11h 34m
Deal found 10/22![Alaska Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:49 pm -
1 stop5h 57m
Mon 11/2311:20 pm -
1 stop7h 58m
Deal found 10/18![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:38 pm -
1 stop8h 35m
Wed 11/252:34 pm -
1 stop6h 33m
Deal found 10/21![United Airlines logo]()
$375
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.
Wed 11/188:30 am -
1 stop6h 52m
Sun 11/222:34 pm -
1 stop6h 43m
Deal found 10/21![United Airlines logo]()
$379
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:40 pm -
1 stop7h 15m
Thu 11/2610:54 am -
1 stop26h 41m
Deal found 10/22![Alaska Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:47 am -
1 stop7h 00m
Thu 11/268:30 am -
2 stops12h 20m
Deal found 10/22![United Airlines logo]()
$328
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.
Sun 11/226:30 am -
1 stop6h 14m
Wed 11/2511:20 pm -
1 stop7h 30m
Deal found 10/21![Delta logo]()
$362
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:33 pm -
1 stop7h 21m
Fri 11/276:22 am -
1 stop7h 13m
Deal found 10/20![Alaska Airlines logo]()
$369
This Expedia deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop7h 40m
Tue 12/17:30 am -
1 stop5h 57m
Deal found 10/19![Alaska Airlines logo]()
$365
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 22, 2026.
Search for one-way flight options from Wisconsin to Portland. Find affordable one-way fares based on user searches. Data last updated October 22, 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 11/145:05 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$143
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 stops10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$148
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:33 pm -
1 stop8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Alaska Airlines logo]()
$162
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 11/145:00 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/113:05 pm -
2 stops8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$168
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.
Thu 11/267:00 am -
1 stop8h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$177
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.
Thu 12/241:25 pm -
1 stop7h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$180
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:27 pm -
1 stop6h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Sun Country Air logo]()
$190
This Priceline deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:00 am -
1 stop9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Alaska Airlines logo]()
$208
This Priceline deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/234:27 pm -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Alaska Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:29 pm -
2 stops43h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$249
This WAYA 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/302:40 pm -
1 stop11h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$278
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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $285 (Southwest) |
One-way from | $143 (Southwest) |
Popular in | July |
Cheapest in | May |
Average price | $422 |
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 22, 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 - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 12/4
12:45 pm-6:05 pm
1 stop7h 20m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$143
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Wed 11/18
5:15 am-10:50 am
1 stop7h 35m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$143
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/14
5:05 am-10:55 am
1 stop7h 50m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$143
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Wed 11/25
4:33 pm-10:58 pm
1 stop8h 25m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$162
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Mon 1/11
5:00 am-10:55 am
1 stop7h 55m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$162
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/14
5:00 am-1:25 pm
2 stops10h 25m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$167
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Thu 12/24
1:25 pm-6:53 pm
1 stop7h 28m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$180
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Tue 12/15
8:30 am-6:23 pm
3 stops11h 53m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$232
Quickest round-trip
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Wed 12/23
4:27 pm-8:54 pm
1 stop6h 27m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$240
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 12/25
5:45 am-1:25 pm
2 stops9h 40m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$259
Showing 1-10 of 57 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-PDX
MSN-PDX
ATW-PDX
LSE-PDX
GRB-PDX
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-PDX
MKE-PDX
MSN-PDX
ATW-PDX
LSE-PDX
What is the cheapest month to book a flight from Wisconsin to Portland?
Currently, June is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $340). Flying from Wisconsin to Portland in November is currently the most expensive (average of $498). 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?
Airfare is below average for this route at the moment.
Wisconsin to Portland flights typically cost between $372 and $591 in December.The cheapest round-trip price found within the last 5 days was $285 on Southwest (Dec 4-Dec 6).
How far ahead should I book a flight from Wisconsin to Portland?
Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 locationsBeaverton
Seaside
Durham
Cannon Beach
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Lincoln City
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
Gresham
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Portland flight routes
Top destinations
Alternative routes for Wisconsin to Portland
See prices for flight routes from nearby airports that may be better suited for you.
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 22, 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 22, 2026.
Wisconsin to Portland flights
Consider these flights traveling from Wisconsin to Portland.
Top 6 airlines flying from Wisconsin to Portland
Discover the top 6 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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$298 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$254 | Average$465 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$280 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$288 | Average$458 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$305 | Average$486 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$336 | Average$513 | FlexibilityNo cancel fee | On-time63% |