$115+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
May 17 — May 241
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Wisconsin 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 Portland to Wisconsin
Cheapest
Best
Last-minute
One-way
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 April 17, 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 April 17, 2026.
This Orbitz deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$234
This Travelocity deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:38 pm
PDX
- MSP
1 stop9h 20m
Multiple Airlines
Fri 5/110:00 am
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sat 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/13![Frontier logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 6/1811:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 6/289:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 7/1911:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 7/269:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/15![Sun Country Air logo]()
$238
This Orbitz deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$239
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/3011:58 am
PDX
- MSP
1 stop21h 04m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$241
This Gotogate deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/1610:15 pm
MSP
- PDX
1 stop20h 20m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/3111:15 am
PDX
- MSP
2 stops20h 04m
Multiple Airlines
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/316:26 pm
PDX
- MSP
Nonstop3h 19m
Multiple Airlines
Mon 6/110:14 am
MSP
- PDX
1 stop8h 32m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$244
This Expedia deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Wed 6/106:28 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Sat 6/1310:15 pm
MSP
- PDX
1 stop20h 42m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$245
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 April 17, 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 April 17, 2026.
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 6/105:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Wed 6/175:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 4/15![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/169:39 pm
PDX
- MKE
1 stop9h 29m
Delta
Tue 5/195:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Deal found 4/12![Delta logo]()
$325
This Alaska Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 9/119:13 am
PDX
- ORD
1 stop7h 50m
Alaska Airlines
Mon 9/147:00 am
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Deal found 4/14![Alaska Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/276:30 am
PDX
- MSP
2 stops9h 05m
Southwest
Sat 5/305:55 pm
MSP
- PDX
1 stop6h 10m
Southwest
Deal found 4/16![Southwest logo]()
$402
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/285:49 am
PDX
- ATW
2 stops10h 20m
American Airlines
Mon 6/13:50 pm
ATW
- PDX
2 stops9h 19m
American Airlines
Deal found 4/12![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 7/154:15 pm
PDX
- ORD
1 stop6h 29m
United Airlines
Wed 7/228:57 am
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 4/14![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/285:30 am
PDX
- ORD
1 stop6h 15m
Delta
Thu 6/47:45 pm
ORD
- PDX
1 stop5h 59m
Delta
Deal found 4/13![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 6/165:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Tue 6/235:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 4/14![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/1511:12 pm
PDX
- ORD
1 stop9h 17m
Delta
Tue 5/192:00 pm
ORD
- PDX
1 stop10h 02m
Delta
Deal found 4/12![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 8/511:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sun 8/99:30 pm
ORD
- PDX
Nonstop4h 32m
United Airlines
Deal found 4/12![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 6/1111:15 pm
PDX
- ORD
1 stop6h 50m
Delta
Wed 6/176:30 am
ORD
- PDX
1 stop6h 14m
Delta
Deal found 4/16![Delta logo]()
$336
This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 6/29:44 am
PDX
- MSP
1 stop6h 14m
Alaska Airlines
Mon 6/156:03 am
MSP
- PDX
1 stop7h 18m
Alaska Airlines
Deal found 4/16![Alaska Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 7/315:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Tue 8/47:00 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 4/15![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/276:30 am
PDX
- MSP
2 stops9h 05m
Southwest
Wed 6/36:15 pm
MSP
- PDX
1 stop6h 55m
Southwest
Deal found 4/12![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 6/2511:15 pm
PDX
- ORD
1 stop6h 50m
Delta
Tue 6/306:55 am
ORD
- PDX
1 stop6h 48m
Delta
Deal found 4/14![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/1510:40 am
PDX
- MKE
2 stops9h 35m
Southwest
Wed 7/226:55 pm
MKE
- PDX
1 stop6h 55m
Southwest
Deal found 4/16![Southwest logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/262:35 pm
PDX
- MSP
2 stops7h 24m
Alaska Airlines
Wed 6/35:16 pm
MSP
- PDX
1 stop8h 43m
Alaska Airlines
Deal found 4/12![Alaska Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 6/44:15 pm
PDX
- ORD
1 stop6h 29m
United Airlines
Sun 6/79:21 pm
ORD
- PDX
Nonstop4h 32m
United Airlines
Deal found 4/16![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/289:39 pm
PDX
- MSN
1 stop10h 37m
Delta
Sun 5/316:30 am
MSN
- PDX
1 stop8h 00m
Delta
Deal found 4/16![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/2910:40 am
PDX
- MKE
1 stop9h 20m
Southwest
Sun 5/318:15 pm
MKE
- PDX
1 stop7h 10m
Southwest
Deal found 4/12![Southwest logo]()
$447
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 9/1811:39 am
PDX
- CWA
1 stop7h 25m
Delta
Tue 9/227:00 am
CWA
- PDX
1 stop5h 51m
Delta
Deal found 4/15![Delta logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 7/412:13 pm
PDX
- MSN
1 stop8h 27m
Alaska Airlines
Thu 7/92:37 pm
MSN
- PDX
2 stops9h 48m
Alaska Airlines
Deal found 4/15![Alaska Airlines logo]()
$495
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/212:50 pm
PDX
- MKE
1 stop5h 40m
Southwest
Sun 5/244:05 pm
MKE
- PDX
2 stops8h 50m
Southwest
Deal found 4/16![Southwest logo]()
$463
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/1611:40 pm
PDX
- CWA
1 stop8h 40m
United Airlines
Tue 7/282:35 pm
CWA
- PDX
1 stop9h 55m
United Airlines
Deal found 4/16![United Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 4/17. 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.
Thu 6/411:58 am
PDX
- MSN
1 stop7h 29m
Delta
Sun 6/76:00 am
MSN
- PDX
1 stop6h 44m
Delta
Deal found 4/17![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/810:40 am
PDX
- MKE
2 stops9h 35m
Southwest
Mon 7/135:15 am
MKE
- PDX
2 stops8h 25m
Southwest
Deal found 4/16![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/287:05 am
PDX
- ATW
2 stops12h 09m
Delta
Mon 6/15:30 am
ATW
- PDX
2 stops12h 30m
Delta
Deal found 4/16![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/287:00 am
PDX
- ATW
1 stop6h 11m
United Airlines
Sat 5/22:43 pm
ATW
- PDX
1 stop9h 52m
United Airlines
Deal found 4/13![United Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 7/104:25 pm
PDX
- MKE
1 stop7h 30m
Southwest
Mon 7/137:00 am
MKE
- PDX
1 stop11h 20m
Southwest
Deal found 4/16![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 5/2711:40 pm
PDX
- MSN
1 stop7h 15m
United Airlines
Sat 5/306:30 am
MSN
- PDX
1 stop7h 08m
United Airlines
Deal found 4/15![United Airlines logo]()
$421
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated April 17, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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.
Sun 4/1911:15 am
PDX
- MKE
1 stop26h 55m
Frontier
Fri 4/246:29 pm
MKE
- PDX
1 stop19h 13m
Frontier
Deal found 4/16![Frontier logo]()
$271
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/13![Frontier logo]()
$236
This Gotogate deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2712:45 pm
PDX
- ORD
1 stop15h 23m
Frontier
Wed 4/298:58 pm
ORD
- PDX
1 stop19h 12m
Frontier
Deal found 4/14![Frontier logo]()
$306
This Travelocity deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:38 pm
PDX
- MSP
1 stop9h 20m
Multiple Airlines
Fri 5/110:00 am
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$235
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 4/3011:58 am
PDX
- MSP
1 stop21h 04m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$241
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sat 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$236
This Expedia deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/76:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$237
This Orbitz deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$239
This Expedia deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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.
Fri 5/812:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” 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 5/3111:15 am
PDX
- MSP
2 stops20h 04m
Multiple Airlines
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/316:26 pm
PDX
- MSP
Nonstop3h 19m
Multiple Airlines
Mon 6/110:14 am
MSP
- PDX
1 stop8h 32m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$244
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 April 17, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This Trip.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 5/212:27 pm
PDX
- MSN
1 stop23h 25m
Frontier
Deal found 4/15![Frontier logo]()
$115
This Sun Country Air deal was found by Cheapflights users on 4/17. 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 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
Deal found 4/17![Sun Country Air logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 7/146:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/246:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Deal found 4/14![Sun Country Air logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/412:45 pm
PDX
- MSP
2 stops18h 34m
Frontier
Deal found 4/12![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/1812:35 pm
PDX
- ORD
1 stop29h 57m
Frontier
Deal found 4/12![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/118:46 pm
PDX
- MSP
2 stops10h 33m
Frontier
Deal found 4/13![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” 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 5/235:31 pm
PDX
- ORD
1 stop10h 28m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$124
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 7/912:26 pm
PDX
- MSP
1 stop7h 04m
Frontier
Deal found 4/14![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sat 7/412:26 pm
PDX
- ORD
1 stop6h 17m
Frontier
Deal found 4/14![Frontier logo]()
$125
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:47 pm
PDX
- ORD
Nonstop4h 02m
American Airlines
Deal found 4/14![American Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 7/136:04 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 4/14![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 April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Orbitz) |
One-way from | $115 (Trip.com) |
Popular in | February |
Cheapest in | January |
Average price | $413 |
Good round-trip deal | $280 or less |
Good one-way deal | $180 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 April 17, 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
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/10
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Wed 6/17
5:00 am-9:47 am
1 stop6h 47m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 7/15
4:15 pm-12:44 am
1 stop6h 29m
Chicago O'Hare Intl
Wed 7/22
8:57 am-11:38 am
Nonstop4h 41m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 6/16
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Tue 6/23
5:00 am-9:47 am
1 stop6h 47m
$315
Quickest round-trip
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 8/5
11:40 pm-5:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sun 8/9
9:30 pm-12:02 am
Nonstop4h 32m
$316
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 7/31
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Tue 8/4
7:00 am-9:34 am
Nonstop4h 34m
$316
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Sat 5/16
9:39 pm-9:08 am
1 stop9h 29m
Milwaukee-Mitchell
Tue 5/19
5:01 pm-10:02 pm
1 stop7h 01m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 5/28
5:30 am-1:45 pm
1 stop6h 15m
Chicago O'Hare Intl
Thu 6/4
7:45 pm-11:44 pm
1 stop5h 59m
$336
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 5/15
11:12 pm-10:29 am
1 stop9h 17m
Chicago O'Hare Intl
Tue 5/19
2:00 pm-10:02 pm
1 stop10h 02m
$336
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 6/11
11:15 pm-8:05 am
1 stop6h 50m
Chicago O'Hare Intl
Wed 6/17
6:30 am-10:44 am
1 stop6h 14m
$336
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 6/25
11:15 pm-8:05 am
1 stop6h 50m
Chicago O'Hare Intl
Tue 6/30
6:55 am-11:43 am
1 stop6h 48m
$336
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-ORD
PDX-MKE
PDX-MSP
PDX-ATW
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-ORD
PDX-MKE
PDX-MSP
PDX-ATW
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 April 17, 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.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
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.
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
Top destinations
Alternative routes for Portland to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
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 April 17, 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 April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$156 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$491 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$475 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$478 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$519 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$322 | Average$495 | FlexibilityNo cancel fee | On-time63% |