$139+ Cheap flights from Portland (PDX) 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Wisconsin with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from 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 September 11, 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 September 11, 2026.
This Super.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:12 pm -
Nonstop3h 17m
Mon 9/283:25 pm -
Nonstop3h 37m
Deal found 9/7![Sun Country Air logo]()
$276
This Cheapflightsfares deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:30 am -
Nonstop3h 15m
Thu 11/127:50 am -
Nonstop3h 58m
Deal found 9/9![Sun Country Air logo]()
$277
This Sun Country Air deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1811:59 pm -
Nonstop3h 22m
Mon 12/284:00 pm -
Nonstop3h 50m
Deal found 9/7![Sun Country Air logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/411:48 am -
Nonstop3h 22m
Wed 10/72:33 pm -
1 stop22h 21m
Deal found 9/6![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:16 pm -
Nonstop3h 17m
Wed 10/72:33 pm -
1 stop22h 21m
Deal found 9/6![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/28:00 am -
Nonstop3h 17m
Fri 10/93:40 pm -
Nonstop3h 37m
Deal found 9/6![Sun Country Air logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:02 pm -
1 stop10h 02m
Thu 11/197:00 am -
1 stop6h 07m
Deal found 9/11![Frontier logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:02 pm -
1 stop10h 02m
Thu 11/127:50 am -
Nonstop3h 58m
Deal found 9/7![Multiple Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/295:20 am -
1 stop8h 10m
Mon 11/24:10 pm -
1 stop9h 45m
Deal found 9/7![Southwest logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:49 pm -
Nonstop3h 15m
Sun 11/223:45 pm -
Nonstop3h 47m
Deal found 9/9![Sun Country Air logo]()
$287
This Sun Country Air deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:36 pm -
Nonstop3h 15m
Sat 11/289:10 pm -
Nonstop3h 49m
Deal found 9/10![Sun Country Air logo]()
$288
This Expedia deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/812:11 pm -
1 stop21h 04m
Mon 10/123:40 pm -
Nonstop3h 37m
Deal found 9/10![Multiple Airlines logo]()
$289
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 September 11, 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 September 11, 2026.
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/2711:51 am -
1 stop7h 22m
Tue 11/37:05 am -
1 stop6h 58m
Deal found 9/8![Delta logo]()
$317
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/2311:48 am -
Nonstop3h 22m
Sun 10/257:00 am -
2 stops8h 50m
Deal found 9/10![Alaska Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/265:30 am -
2 stops9h 25m
Fri 10/305:55 am -
2 stops10h 00m
Deal found 9/6![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/1410:43 am -
2 stops10h 39m
Sat 10/246:00 am -
2 stops10h 27m
Deal found 9/9![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/810:55 pm -
1 stop7h 16m
Sat 10/107:05 pm -
1 stop6h 54m
Deal found 9/10![American Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 11/91:35 pm -
1 stop6h 20m
Thu 11/1212:42 pm -
1 stop11h 15m
Deal found 9/7![Delta logo]()
$317
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/35:00 am -
1 stop12h 55m
Tue 12/82:03 pm -
Nonstop4h 34m
Deal found 9/7![Alaska Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 11/610:30 am -
2 stops9h 10m
Sun 11/86:35 pm -
2 stops8h 45m
Deal found 9/7![Southwest logo]()
$355
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:45 pm -
1 stop6h 33m
Thu 10/157:00 am -
Nonstop4h 31m
Deal found 9/10![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/166:00 am -
Nonstop3h 19m
Sun 10/188:45 am -
Nonstop3h 49m
Deal found 9/8![Delta logo]()
$335
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Sat 11/711:53 am -
1 stop10h 02m
Tue 11/107:01 am -
1 stop6h 09m
Deal found 9/6![Alaska Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:35 am -
1 stop8h 20m
Thu 11/512:25 pm -
2 stops9h 55m
Deal found 9/9![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 12/32:34 pm -
1 stop6h 29m
Tue 12/89:12 am -
2 stops10h 26m
Deal found 9/8![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/1111:17 pm -
1 stop7h 55m
Tue 12/156:32 am -
1 stop8h 16m
Deal found 9/9![Delta logo]()
$345
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/207:00 am -
Nonstop4h 18m
Thu 10/222:14 pm -
Nonstop4h 37m
Deal found 9/9![Alaska Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:02 am -
Nonstop4h 13m
Tue 10/137:00 am -
Nonstop4h 31m
Deal found 9/6![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/283:22 pm -
1 stop5h 35m
Sun 11/85:14 am -
1 stop7h 20m
Deal found 9/10![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:45 pm -
1 stop6h 33m
Mon 10/57:45 pm -
Nonstop4h 38m
Deal found 9/9![United Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/101:12 pm -
1 stop9h 06m
Fri 10/164:42 pm -
1 stop9h 17m
Deal found 9/8![American Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/73:22 pm -
1 stop5h 35m
Sun 10/185:14 am -
1 stop7h 20m
Deal found 9/8![Delta logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/49:59 pm -
1 stop24h 00m
Mon 12/72:25 pm -
1 stop23h 57m
Deal found 9/7![Alaska Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:00 am -
2 stops9h 07m
Sun 11/14:58 pm -
1 stop6h 15m
Deal found 9/7![United Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/239:44 pm -
2 stops11h 16m
Mon 9/285:05 pm -
1 stop9h 02m
Deal found 9/7![American Airlines logo]()
$510
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/231:44 pm -
1 stop5h 28m
Thu 10/293:45 pm -
2 stops10h 02m
Deal found 9/10![Delta logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 2/247:02 am -
Nonstop4h 07m
Sun 2/287:55 pm -
1 stop15h 43m
Deal found 9/9![Alaska Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/163:31 pm -
1 stop6h 06m
Tue 10/2010:50 am -
Nonstop3h 48m
Deal found 9/8![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/252:34 pm -
1 stop5h 41m
Thu 11/265:00 am -
2 stops11h 16m
Deal found 9/9![United Airlines logo]()
$403
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 11/125:43 pm -
1 stop19h 50m
Sun 11/154:31 pm -
1 stop19h 17m
Deal found 9/6![Alaska Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/36:00 am -
Nonstop3h 21m
Tue 10/66:07 pm -
1 stop7h 40m
Deal found 9/8![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/511:30 pm -
Nonstop3h 49m
Sun 11/86:00 am -
1 stop8h 22m
Deal found 9/10![United Airlines logo]()
$408
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated September 11, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:24 pm -
Nonstop3h 17m
Mon 9/213:30 pm -
Nonstop3h 37m
Deal found 9/7![Sun Country Air logo]()
$287
This Super.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:12 pm -
Nonstop3h 17m
Mon 9/283:25 pm -
Nonstop3h 37m
Deal found 9/7![Sun Country Air logo]()
$276
This FlightHub deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:22 pm -
Nonstop3h 17m
Thu 10/17:03 pm -
Nonstop3h 47m
Deal found 9/7![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:16 pm -
Nonstop3h 17m
Wed 10/72:33 pm -
1 stop22h 21m
Deal found 9/6![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/28:00 am -
Nonstop3h 17m
Fri 10/93:40 pm -
Nonstop3h 37m
Deal found 9/6![Sun Country Air logo]()
$281
This Priceline deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/28:00 am -
Nonstop3h 17m
Sun 10/47:00 am -
1 stop6h 43m
Deal found 9/7![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/411:48 am -
Nonstop3h 22m
Wed 10/72:33 pm -
1 stop22h 21m
Deal found 9/6![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/411:48 am -
Nonstop3h 22m
Fri 10/93:40 pm -
Nonstop3h 37m
Deal found 9/6![Multiple Airlines logo]()
$290
This Expedia deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/812:11 pm -
1 stop21h 04m
Mon 10/123:40 pm -
Nonstop3h 37m
Deal found 9/10![Multiple Airlines logo]()
$289
This CheapOair deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:20 pm -
Nonstop3h 17m
Sun 10/187:00 am -
1 stop5h 54m
Deal found 9/7![Multiple Airlines logo]()
$295
This Priceline deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Thu 10/225:45 pm -
Nonstop3h 17m
Sun 10/257:00 am -
1 stop5h 54m
Deal found 9/8![Multiple Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/295:20 am -
1 stop8h 10m
Mon 11/24:10 pm -
1 stop9h 45m
Deal found 9/7![Southwest logo]()
$286
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 September 11, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:07 pm -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:49 am -
1 stop23h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$143
This Expedia deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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.
Mon 10/126:20 pm -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Sun Country Air logo]()
$144
This Super.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/812:11 pm -
1 stop21h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$146
This Super.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:59 pm -
Nonstop3h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Sun Country Air logo]()
$148
This Sun Country Air deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:12 pm -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Sun Country Air logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:11 pm -
1 stop21h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$150
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:02 pm -
1 stop10h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$155
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/1311:30 pm -
1 stop8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$159
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Sun 11/812:07 pm -
1 stop23h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$164
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/1111:40 am -
2 stops7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:49 am -
1 stop22h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$165
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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $276 (Super.com) |
One-way from | $139 (United Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $420 |
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 September 11, 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
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 10/28
5:00 am-1:34 pm
1 stop6h 34m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 10/13
11:00 pm-11:29 am
1 stop10h 29m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 12/22
11:59 pm-10:03 am
1 stop8h 04m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMinneapolis
PDX Portland - MSP Minneapolis St Paul
PDXMSP
Portland
Mon 9/28
11:30 pm-10:10 am
1 stop8h 40m
Minneapolis St Paul
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$178
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Tue 12/8
7:02 am-1:09 pm
Nonstop4h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sat 10/3
7:00 am-1:18 pm
Nonstop4h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Mon 11/16
7:01 am-1:09 pm
Nonstop4h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Mon 10/5
11:30 pm-5:31 am
Nonstop4h 01m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sat 10/10
7:10 am-4:53 pm
1 stop7h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$182
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 12/4
1:50 pm-11:59 pm
1 stop8h 09m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$182
Showing 1-10 of 60 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.
PDX-MSP
PDX-MKE
PDX-ORD
PDX-MSN
PDX-ATW
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
PDX-USWI
PDX-MSP
PDX-MKE
PDX-ORD
PDX-MSN
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $324). Flying from Portland to Wisconsin in March is currently the most expensive (average of $558). 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 to Wisconsin?
Airfare is below average for this route at the moment.
Portland to Wisconsin flights typically cost between $346 and $590 in October.The cheapest round-trip price found within the last 5 days was $317 on Delta (Oct 21-Nov 2).
How far ahead should I book a flight from Portland to Wisconsin?
Booking 26 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Wisconsin. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 September 11, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Portland to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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 September 11, 2026.
Popular flight searches
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Portland to Wisconsin flights
Consider these flights traveling from Portland to Wisconsin.
Top 6 airlines flying from Portland to Wisconsin
Discover the top 6 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 September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$81 | Average$228 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$208 | Average$494 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$504 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$475 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$533 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$324 | Average$532 | FlexibilityNo cancel fee | On-time63% |