$55+ Cheap flights from Portland (PDX) to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jun 9 — Jun 161
Round-trip
1 adult, Economy
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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 May 10, 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 May 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Fri 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/2910:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Fri 5/297:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 5/257:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 6/810:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/227:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Mon 6/110:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/157:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Mon 6/112:35 pm
PDX
- ATW
1 stop8h 14m
Multiple Airlines
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Tue 6/25:46 pm
PDX
- MSP
1 stop24h 58m
Frontier
Tue 6/910:15 pm
MSP
- PDX
1 stop20h 20m
Frontier
Deal found 5/5![Frontier logo]()
$240
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/1610:15 pm
MSP
- PDX
1 stop20h 20m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$242
This Expedia deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sat 6/612:35 pm
PDX
- MSP
1 stop6h 09m
Frontier
Fri 6/1210:18 am
MSP
- PDX
1 stop8h 39m
Frontier
Deal found 5/5![Frontier logo]()
$244
This Mytrip deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2611:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/3010:18 am
MSP
- PDX
1 stop8h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$245
This Mytrip deal was found by Cheapflights users on 5/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:28 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Wed 6/1010:18 am
MSP
- PDX
1 stop8h 17m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$246
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 May 10, 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 May 10, 2026.
This Southwest deal was found by Cheapflights users on 5/6. 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.
Sat 5/3011:55 pm
PDX
- MSP
1 stop7h 10m
Southwest
Fri 6/54:15 pm
MSP
- PDX
1 stop9h 40m
Southwest
Deal found 5/6![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/1310:59 pm
PDX
- MSN
1 stop7h 54m
United Airlines
Tue 10/205:00 am
MSN
- PDX
1 stop6h 30m
United Airlines
Deal found 5/5![United Airlines logo]()
$321
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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.
Tue 9/2211:45 am
PDX
- ORD
1 stop6h 10m
Alaska Airlines
Wed 9/232:22 pm
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 8/51:25 pm
PDX
- ORD
1 stop8h 23m
Delta
Tue 8/186:25 am
ORD
- PDX
1 stop6h 23m
Delta
Deal found 5/5![Delta logo]()
$325
This Sun Country Air deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Thu 6/46:40 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 6/74:05 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 5/5![Sun Country Air logo]()
$338
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 8/1911:20 pm
PDX
- ATW
1 stop9h 21m
American Airlines
Wed 9/211:11 am
ATW
- PDX
1 stop8h 40m
American Airlines
Deal found 5/8![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 6/244:21 pm
PDX
- ORD
1 stop6h 23m
United Airlines
Sun 6/286:59 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 5/6![United Airlines logo]()
$326
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 8/265:35 pm
PDX
- ORD
Nonstop4h 06m
Alaska Airlines
Fri 8/287:00 am
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Deal found 5/9![Alaska Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:00 pm
PDX
- ORD
1 stop8h 30m
Delta
Tue 10/137:40 pm
ORD
- PDX
1 stop6h 07m
Delta
Deal found 5/6![Delta logo]()
$336
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:33 am
PDX
- MSP
Nonstop3h 16m
Delta
Sun 6/219:37 pm
MSP
- PDX
Nonstop3h 41m
Delta
Deal found 5/6![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 5/6. 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 6/810:00 am
PDX
- MKE
2 stops7h 45m
Southwest
Wed 6/106:55 pm
MKE
- PDX
1 stop6h 55m
Southwest
Deal found 5/6![Southwest logo]()
$381
This American Airlines deal was found by Cheapflights users on 5/10. 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 5/2811:59 am
PDX
- ATW
1 stop8h 44m
American Airlines
Mon 6/16:41 pm
ATW
- PDX
1 stop7h 11m
American Airlines
Deal found 5/10![American Airlines logo]()
$381
This Alaska Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/2310:59 pm
PDX
- ORD
Nonstop4h 01m
Alaska Airlines
Mon 7/277:20 am
ORD
- PDX
Nonstop4h 25m
Alaska Airlines
Deal found 5/5![Alaska Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:15 pm
PDX
- ORD
1 stop6h 42m
Delta
Mon 7/61:40 pm
ORD
- PDX
1 stop10h 10m
Delta
Deal found 5/6![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 5/7. 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 7/244:25 pm
PDX
- MKE
1 stop7h 30m
Southwest
Tue 7/283:40 pm
MKE
- PDX
2 stops8h 55m
Southwest
Deal found 5/7![Southwest logo]()
$408
This Delta deal was found by Cheapflights users on 5/10. 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.
Mon 6/811:15 pm
PDX
- MKE
1 stop7h 36m
Delta
Mon 6/154:49 pm
MKE
- PDX
1 stop7h 01m
Delta
Deal found 5/10![Delta logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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.
Wed 7/157:32 am
PDX
- ORD
1 stop9h 25m
Alaska Airlines
Sat 7/257:20 am
ORD
- PDX
Nonstop4h 25m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 6/311:05 am
PDX
- MKE
2 stops9h 16m
United Airlines
Sat 6/62:35 pm
MKE
- PDX
2 stops10h 28m
United Airlines
Deal found 5/8![United Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Fri 8/711:59 pm
PDX
- GRB
2 stops9h 58m
American Airlines
Thu 8/2712:27 pm
GRB
- PDX
1 stop7h 29m
American Airlines
Deal found 5/10![American Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 5/6. 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.
Fri 7/32:45 pm
PDX
- MKE
1 stop5h 40m
Southwest
Tue 7/73:40 pm
MKE
- PDX
2 stops8h 55m
Southwest
Deal found 5/6![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 5/9. 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.
Thu 8/133:28 pm
PDX
- MSN
1 stop5h 32m
Delta
Thu 8/202:40 pm
MSN
- PDX
1 stop7h 37m
Delta
Deal found 5/9![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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.
Tue 7/2110:59 pm
PDX
- ORD
Nonstop4h 01m
Alaska Airlines
Thu 7/235:42 pm
ORD
- PDX
1 stop8h 40m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 5/9. 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 8/217:16 am
PDX
- ATW
1 stop6h 12m
United Airlines
Sun 8/235:00 pm
ATW
- PDX
1 stop8h 40m
United Airlines
Deal found 5/9![United Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 5/9. 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.
Tue 6/910:40 am
PDX
- MKE
2 stops9h 35m
Southwest
Mon 6/226:35 pm
MKE
- PDX
1 stop6h 10m
Southwest
Deal found 5/9![Southwest logo]()
$427
This Delta deal was found by Cheapflights users on 5/9. 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 7/173:00 pm
PDX
- MSN
1 stop6h 00m
Delta
Mon 7/202:00 pm
MSN
- PDX
1 stop9h 48m
Delta
Deal found 5/9![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/1810:59 pm
PDX
- CWA
1 stop8h 26m
American Airlines
Sat 6/206:30 pm
CWA
- PDX
1 stop7h 50m
American Airlines
Deal found 5/10![American Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/12:14 pm
PDX
- DLH
1 stop8h 39m
United Airlines
Tue 10/66:10 pm
DLH
- PDX
1 stop7h 52m
United Airlines
Deal found 5/5![United Airlines logo]()
$457
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 9/1610:34 am
PDX
- MSP
2 stops11h 25m
Alaska Airlines
Mon 9/287:00 am
MSP
- PDX
1 stop6h 20m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 5/9. 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.
Thu 8/2011:45 am
PDX
- ATW
1 stop8h 59m
Delta
Sat 8/224:10 pm
ATW
- PDX
1 stop6h 07m
Delta
Deal found 5/9![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 5/9. 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.
Wed 6/101:15 pm
PDX
- MKE
1 stop8h 20m
Southwest
Mon 6/226:35 pm
MKE
- PDX
2 stops8h 45m
Southwest
Deal found 5/9![Southwest logo]()
$438
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated May 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Fri 5/297:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 5/257:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/2910:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Mon 6/110:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/157:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Mon 6/112:35 pm
PDX
- ATW
1 stop8h 14m
Multiple Airlines
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Tue 6/25:46 pm
PDX
- MSP
1 stop24h 58m
Frontier
Tue 6/910:15 pm
MSP
- PDX
1 stop20h 20m
Frontier
Deal found 5/5![Frontier logo]()
$240
This Mytrip deal was found by Cheapflights users on 5/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:28 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Wed 6/1010:18 am
MSP
- PDX
1 stop8h 17m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Fri 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$130
This Expedia deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sat 6/612:35 pm
PDX
- MSP
1 stop6h 09m
Frontier
Fri 6/1210:18 am
MSP
- PDX
1 stop8h 39m
Frontier
Deal found 5/5![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 6/810:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/227:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$177
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/1610:15 pm
MSP
- PDX
1 stop20h 20m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$242
This Mytrip deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2611:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/3010:18 am
MSP
- PDX
1 stop8h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$245
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 May 10, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$55
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Mon 5/2510:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$75
This Super.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Tue 6/25:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Deal found 5/5![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 5/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:16 pm
PDX
- MSP
1 stop14h 05m
Frontier
Deal found 5/10![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Wed 6/36:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/6![Sun Country Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/6![Sun Country Air logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/512:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 5/5![Frontier logo]()
$122
This Trip.com deal was found by Cheapflights users on 5/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 5/10![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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.
Sat 6/612:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 5/5![Frontier logo]()
$124
This Expedia deal was found by Cheapflights users on 5/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:26 pm
PDX
- MSP
1 stop18h 55m
Frontier
Deal found 5/6![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 5/10. 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 8/612:26 pm
PDX
- MSP
1 stop7h 01m
Frontier
Deal found 5/10![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Sat 6/66:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/6![Sun Country Air logo]()
$128
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $130 (Kiwi.com) |
One-way from | $55 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $436 |
Good round-trip deal | $189 or less |
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 2,558,603 searches. Data last updated May 10, 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
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sat 5/30
11:55 pm-9:05 am
1 stop7h 10m
Minneapolis St Paul
Fri 6/5
4:15 pm-11:55 pm
1 stop9h 40m
$257
PortlandMadison
PDX - MSN
PDXMSN
Portland
Tue 10/13
10:59 pm-8:53 am
1 stop7h 54m
Madison Truax Field
Tue 10/20
5:00 am-9:30 am
1 stop6h 30m
$321
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 9/22
11:45 am-7:55 pm
1 stop6h 10m
Chicago O'Hare Intl
Wed 9/23
2:22 pm-4:50 pm
Nonstop4h 28m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 8/5
1:25 pm-11:48 pm
1 stop8h 23m
Chicago O'Hare Intl
Tue 8/18
6:25 am-10:48 am
1 stop6h 23m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/24
4:21 pm-12:44 am
1 stop6h 23m
Chicago O'Hare Intl
Sun 6/28
6:59 am-9:33 am
Nonstop4h 34m
$326
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 8/26
5:35 pm-11:41 pm
Nonstop4h 06m
Chicago O'Hare Intl
Fri 8/28
7:00 am-9:28 am
Nonstop4h 28m
$326
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 10/9
1:00 pm-11:30 pm
1 stop8h 30m
Chicago O'Hare Intl
Tue 10/13
7:40 pm-11:47 pm
1 stop6h 07m
$336
Quickest round-trip
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Thu 6/4
6:40 pm-11:55 pm
Nonstop3h 15m
Minneapolis St Paul
Sun 6/7
4:05 pm-5:44 pm
Nonstop3h 39m
$338
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Thu 6/18
12:33 am-5:49 am
Nonstop3h 16m
Minneapolis St Paul
Sun 6/21
9:37 pm-11:18 pm
Nonstop3h 41m
$339
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 7/2
1:15 pm-9:57 pm
1 stop6h 42m
Chicago O'Hare Intl
Mon 7/6
1:40 pm-9:50 pm
1 stop10h 10m
$347
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-ATW
PDX-MSP
PDX-ORD
PDX-GRB
PDX-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
PDX-USWI
PDX-ATW
PDX-MSP
PDX-ORD
PDX-GRB
How far ahead should I book a flight from Portland to Wisconsin?
Booking 75 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.
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $61). Flying from Portland to Wisconsin in March is currently the most expensive (average of $304). 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?
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 May 10, 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.
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Wisconsin by cabin class
Find flights from Portland to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on May 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Wisconsin flights
Consider these flights traveling from Portland to Wisconsin.
Top 7 airlines flying from Portland to Wisconsin
Discover the top 7 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 2,558,603 searches. Data last updated May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$160 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$473 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$457 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$518 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$322 | Average$479 | FlexibilityNo cancel fee | On-time63% |