$66+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Mar 5 — Mar 121
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 February 3, 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 February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:04 pm
PDX
- ORD
1 stop10h 53m
Frontier
Sun 3/810:53 am
ORD
- PDX
2 stops24h 05m
Frontier
Deal found 2/3![Frontier logo]()
$216
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:30 am
PDX
- MSP
Nonstop3h 34m
Alaska Airlines
Wed 5/206:59 pm
MSP
- PDX
Nonstop3h 51m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Fri 3/63:54 pm
ORD
- PDX
1 stop8h 47m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$217
This Travelocity deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:45 am
PDX
- MSP
Nonstop3h 31m
Multiple Airlines
Wed 4/228:15 am
MSP
- PDX
1 stop6h 47m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$219
This Priceline deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:48 am
PDX
- MSP
1 stop10h 10m
Multiple Airlines
Sun 5/173:35 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- ORD
1 stop20h 02m
Frontier
Mon 4/2710:55 am
ORD
- PDX
1 stop28h 07m
Frontier
Deal found 2/2![Frontier logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:35 pm
PDX
- ORD
Nonstop3h 57m
American Airlines
Mon 2/238:25 am
ORD
- PDX
Nonstop4h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$224
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Tue 5/58:15 am
MSP
- PDX
1 stop6h 47m
Frontier
Deal found 2/3![Frontier logo]()
$225
This Expedia deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:26 pm
PDX
- ORD
1 stop15h 32m
Alaska Airlines
Tue 3/172:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$225
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Tue 7/73:50 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 2/3![Sun Country Air logo]()
$227
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Tue 3/103:54 pm
ORD
- PDX
1 stop8h 47m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$227
This Sun Country Air deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Thu 7/99:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$228
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 February 3, 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 February 3, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Mon 3/233:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:59 pm
PDX
- ORD
Nonstop4h 04m
United Airlines
Sun 4/269:25 pm
ORD
- PDX
Nonstop4h 33m
United Airlines
Deal found 2/2![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:27 pm
PDX
- ORD
1 stop8h 25m
Delta
Wed 3/117:20 am
ORD
- PDX
1 stop7h 15m
Delta
Deal found 2/2![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:15 am
PDX
- MSP
1 stop6h 45m
Southwest
Sun 3/17:50 pm
MSP
- PDX
1 stop6h 15m
Southwest
Deal found 2/2![Southwest logo]()
$247
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:59 pm
PDX
- MKE
1 stop5h 50m
American Airlines
Sat 3/219:32 am
MKE
- PDX
1 stop16h 43m
American Airlines
Deal found 1/31![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:25 pm
PDX
- ORD
1 stop5h 53m
Delta
Tue 4/212:09 pm
ORD
- PDX
1 stop5h 59m
Delta
Deal found 2/2![Delta logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Fri 3/62:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Sun 3/88:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/1![United Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:05 pm
PDX
- ORD
1 stop7h 54m
United Airlines
Wed 3/118:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/2![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:30 am
PDX
- ORD
1 stop5h 52m
Delta
Fri 3/62:20 pm
ORD
- PDX
1 stop6h 28m
Delta
Deal found 2/2![Delta logo]()
$227
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Mon 3/92:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$242
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:49 pm
PDX
- ORD
1 stop7h 18m
United Airlines
Mon 3/164:40 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 1/31![United Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:59 pm
PDX
- ORD
1 stop5h 53m
Delta
Mon 3/92:20 pm
ORD
- PDX
1 stop6h 43m
Delta
Deal found 2/2![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:57 pm
PDX
- ORD
1 stop7h 15m
United Airlines
Mon 3/94:40 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 2/2![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2711:55 pm
PDX
- MSP
1 stop7h 15m
Southwest
Sat 4/42:15 pm
MSP
- PDX
2 stops9h 40m
Southwest
Deal found 2/1![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
PDX
- MSN
1 stop9h 22m
American Airlines
Tue 4/285:42 pm
MSN
- PDX
1 stop7h 00m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/241:39 pm
PDX
- ORD
1 stop7h 59m
United Airlines
Tue 3/3112:40 pm
ORD
- PDX
Nonstop4h 29m
United Airlines
Deal found 2/2![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/211:55 pm
PDX
- MSP
1 stop7h 15m
Southwest
Mon 4/65:15 pm
MSP
- PDX
2 stops9h 40m
Southwest
Deal found 2/2![Southwest logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2810:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Sat 4/45:12 pm
MSP
- PDX
1 stop19h 21m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:00 am
PDX
- ATW
1 stop7h 40m
Delta
Sat 3/74:22 pm
ATW
- PDX
1 stop6h 08m
Delta
Deal found 2/3![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:23 pm
PDX
- MSN
1 stop9h 32m
American Airlines
Fri 5/15:36 pm
MSN
- PDX
1 stop8h 17m
American Airlines
Deal found 2/1![American Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:30 am
PDX
- MKE
2 stops8h 40m
Southwest
Sat 3/217:50 pm
MKE
- PDX
1 stop7h 05m
Southwest
Deal found 1/31![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:30 am
PDX
- MSP
1 stop6h 47m
United Airlines
Sat 2/285:13 pm
MSP
- PDX
1 stop7h 43m
United Airlines
Deal found 2/1![United Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Sat 3/215:12 pm
MSP
- PDX
1 stop19h 21m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:35 pm
PDX
- ATW
1 stop7h 31m
American Airlines
Sun 2/226:40 pm
ATW
- PDX
1 stop7h 37m
American Airlines
Deal found 2/2![American Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2212:30 am
PDX
- MKE
1 stop6h 09m
Delta
Tue 3/243:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Deal found 2/3![Delta logo]()
$292
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/611:30 pm
PDX
- MSN
1 stop7h 15m
American Airlines
Sat 4/115:36 pm
MSN
- PDX
1 stop7h 21m
American Airlines
Deal found 2/2![American Airlines logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:35 pm
PDX
- MSP
1 stop8h 24m
Alaska Airlines
Sun 4/193:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
PDX
- GRB
1 stop7h 33m
Delta
Mon 3/164:19 pm
GRB
- PDX
1 stop6h 06m
Delta
Deal found 2/1![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1311:59 pm
PDX
- MKE
1 stop8h 31m
United Airlines
Tue 3/178:15 am
MKE
- PDX
1 stop7h 29m
United Airlines
Deal found 2/2![United Airlines logo]()
$292
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:35 pm
PDX
- ORD
Nonstop3h 57m
American Airlines
Mon 2/238:25 am
ORD
- PDX
Nonstop4h 33m
American Airlines
Deal found 2/2![American Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/211:18 pm
PDX
- MSP
1 stop5h 47m
United Airlines
Sun 2/226:00 am
MSP
- PDX
1 stop7h 55m
United Airlines
Deal found 1/31![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/213:59 pm
PDX
- ORD
1 stop5h 53m
Delta
Tue 2/242:20 pm
ORD
- PDX
1 stop6h 28m
Delta
Deal found 2/1![Delta logo]()
$234
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:44 pm
PDX
- MSP
1 stop10h 27m
American Airlines
Sat 2/286:27 pm
MSP
- PDX
1 stop7h 50m
American Airlines
Deal found 2/2![American Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:59 pm
PDX
- MSP
1 stop8h 11m
United Airlines
Tue 3/36:00 am
MSP
- PDX
1 stop7h 55m
United Airlines
Deal found 1/31![United Airlines logo]()
$227
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Thu 3/52:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$232
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:57 pm
PDX
- ORD
1 stop8h 22m
United Airlines
Fri 3/68:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/3![United Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:18 pm
PDX
- ORD
2 stops35h 04m
Multiple Airlines
Thu 3/54:16 pm
ORD
- PDX
1 stop20h 53m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:30 am
PDX
- ORD
1 stop5h 52m
Delta
Tue 3/107:10 pm
ORD
- PDX
1 stop6h 44m
Delta
Deal found 2/3![Delta logo]()
$217
This Expedia deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:26 pm
PDX
- ORD
1 stop15h 32m
Alaska Airlines
Tue 3/172:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$225
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Mon 3/233:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2611:59 pm
PDX
- ORD
Nonstop3h 57m
American Airlines
Tue 3/319:49 pm
ORD
- PDX
Nonstop4h 31m
American Airlines
Deal found 2/1![American Airlines logo]()
$231
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 February 3, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Deal found 2/1![Frontier logo]()
$66
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com 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
Deal found 2/3![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Deal found 2/3![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/1![Frontier logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Deal found 2/3![Sun Country Air logo]()
$99
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/411:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/3![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:52 pm
PDX
- ORD
1 stop15h 55m
Frontier
Deal found 2/2![Frontier logo]()
$108
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/111:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Deal found 2/2![United Airlines logo]()
$109
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:27 pm
PDX
- ORD
1 stop13h 46m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/3![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:18 pm
PDX
- ORD
2 stops35h 04m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3012:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Deal found 2/3![Frontier logo]()
$113
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 February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $66 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $499 |
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 February 3, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.
Fly from
Portland
Fly to
Wisconsin
Route
Depart
Return
Price
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Wed 3/18
10:45 am-4:16 pm
Nonstop3h 31m
Minneapolis St Paul
Mon 3/23
3:01 pm-4:50 pm
Nonstop3h 49m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 4/23
11:59 pm-6:03 am
Nonstop4h 04m
Chicago O'Hare Intl
Sun 4/26
9:25 pm-11:58 pm
Nonstop4h 33m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 3/4
1:27 pm-11:52 pm
1 stop8h 25m
Chicago O'Hare Intl
Wed 3/11
7:20 am-12:35 pm
1 stop7h 15m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 4/14
1:25 pm-9:18 pm
1 stop5h 53m
Chicago O'Hare Intl
Tue 4/21
2:09 pm-6:08 pm
1 stop5h 59m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Sun 3/1
7:00 am-1:11 pm
Nonstop4h 11m
Chicago O'Hare Intl
Fri 3/6
2:07 pm-4:50 pm
Nonstop4h 43m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 3/6
11:59 pm-5:53 am
Nonstop3h 54m
Chicago O'Hare Intl
Sun 3/8
8:04 pm-10:45 pm
Nonstop4h 41m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 3/5
2:05 pm-11:59 pm
1 stop7h 54m
Chicago O'Hare Intl
Wed 3/11
8:04 pm-10:45 pm
Nonstop4h 41m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/3
5:30 am-1:22 pm
1 stop5h 52m
Chicago O'Hare Intl
Fri 3/6
2:20 pm-6:48 pm
1 stop6h 28m
$227
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 3/12
7:49 pm-5:07 am
1 stop7h 18m
Chicago O'Hare Intl
Mon 3/16
4:40 pm-7:14 pm
Nonstop4h 34m
$227
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 2/25
3:59 pm-11:52 pm
1 stop5h 53m
Chicago O'Hare Intl
Mon 3/9
2:20 pm-7:03 pm
1 stop6h 43m
$227
Showing 1-10 of 60 results
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-ORD
PDX-MKE
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-MSP
PDX-ORD
PDX-MKE
PDX-ATW
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in November is currently the most expensive (average of $281). 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.
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 February 3, 2026.
See what other customers who have flown with Southwest, Delta, and United 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
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 3, 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$160 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$493 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$481 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$488 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$324 | Average$416 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$339 | Average$517 | FlexibilityNo cancel fee | On-time63% |