$97+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
ene. 11 — ene. 181
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 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 diciembre 12, 2025.
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 diciembre 12, 2025.
This Southwest deal was found by Cheapflights users on 12/9. 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.
mié. 12/312:35 pmPDX - MSP
1 stop5h 25mSouthwest
mié. 1/76:15 pmMSP - PDX
1 stop6h 00mSouthwest
Deal found 12/9![Southwest logo]()
$197
This Expedia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/246:26 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
dom. 1/187:00 amMSP - PDX
1 stop7h 38mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$223
This Alaska Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2511:00 pmPDX - ORD
Nonstop4h 02mAlaska Airlines
lun. 1/58:58 pmORD - PDX
1 stop14h 46mAlaska Airlines
Deal found 12/11![Alaska Airlines logo]()
$237
This Frontier deal was found by Cheapflights users on 12/10. 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.
jue. 12/2512:47 pmPDX - MSP
1 stop9h 15mFrontier
dom. 1/186:45 amMSP - PDX
1 stop6h 19mFrontier
Deal found 12/10![Frontier logo]()
$242
This Expedia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2312:47 pmPDX - MSP
1 stop27h 52mFrontier
jue. 1/159:34 pmMSP - PDX
1 stop15h 30mFrontier
Deal found 12/10![Frontier logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/226:14 pmPDX - MSP
Nonstop3h 22mSun Country Air
lun. 12/294:00 pmMSP - PDX
Nonstop3h 50mSun Country Air
Deal found 12/11![Sun Country Air logo]()
$258
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2512:47 pmPDX - ORD
1 stop9h 25mFrontier
lun. 1/51:32 pmORD - PDX
1 stop8h 18mFrontier
Deal found 12/11![Frontier logo]()
$258
This Alaska Airlines deal was found by Cheapflights users on 12/10. 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.
mié. 12/317:00 amPDX - ORD
Nonstop4h 09mAlaska Airlines
lun. 1/58:58 pmORD - PDX
1 stop14h 46mAlaska Airlines
Deal found 12/10![Alaska Airlines logo]()
$263
This Priceline deal was found by Cheapflights users on 12/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/246:26 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
jue. 12/256:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Deal found 12/9![Multiple Airlines logo]()
$266
This Expedia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2312:47 pmPDX - MSP
1 stop27h 52mMultiple Airlines
dom. 1/187:00 amMSP - PDX
1 stop7h 38mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$267
This United Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/3110:52 pmPDX - ORD
1 stop8h 46mUnited Airlines
lun. 1/54:20 pmORD - PDX
Nonstop4h 41mUnited Airlines
Deal found 12/11![United Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2512:54 pmPDX - ATW
1 stop5h 59mUnited Airlines
sáb. 1/102:45 pmATW - PDX
2 stops11h 57mUnited Airlines
Deal found 12/11![United Airlines logo]()
$275
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 diciembre 12, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $196 (Kiwi.com) |
One-way from | $97 (Priceline) |
Popular in | March |
Cheapest in | January |
Average price | $483 |
Good round-trip deal | $83 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 diciembre 12, 2025.
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
vie. 2/6
8:35 am-5:35 pm
1 stop7h 00m
Minneapolis St Paul
mar. 2/10
11:00 am-6:00 pm
1 stop9h 00m
$198
PortlandChicago
PDX - ORD
PDXORD
Portland
jue. 1/1
11:00 pm-5:02 am
Nonstop4h 02m
Chicago O'Hare Intl
lun. 1/5
8:58 pm-9:44 am
1 stop14h 46m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
mié. 1/7
5:00 am-1:24 pm
1 stop6h 24m
Chicago O'Hare Intl
mié. 1/14
2:36 pm-9:12 pm
1 stop8h 36m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
vie. 2/20
7:00 am-1:11 pm
Nonstop4h 11m
Chicago O'Hare Intl
mar. 3/3
3:54 pm-10:41 pm
1 stop8h 47m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
jue. 1/8
11:59 pm-6:00 am
Nonstop4h 01m
Chicago O'Hare Intl
lun. 1/12
9:10 am-11:57 am
Nonstop4h 47m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
dom. 1/25
7:10 am-5:10 pm
1 stop8h 00m
Chicago O'Hare Intl
mar. 1/27
2:06 pm-4:48 pm
Nonstop4h 42m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
sáb. 1/24
1:24 pm-9:15 pm
1 stop5h 51m
Chicago O'Hare Intl
lun. 1/26
1:55 pm-9:12 pm
1 stop9h 17m
$242
PortlandChicago
PDX - ORD
PDXORD
Portland
vie. 1/23
1:24 pm-9:15 pm
1 stop5h 51m
Chicago O'Hare Intl
dom. 1/25
4:15 pm-6:56 pm
Nonstop4h 41m
$243
PortlandChicago
PDX - ORD
PDXORD
Portland
jue. 1/8
7:05 am-1:10 pm
Nonstop4h 05m
Chicago O'Hare Intl
jue. 1/15
3:35 pm-8:47 pm
1 stop7h 12m
$247
PortlandChicago
PDX - ORD
PDXORD
Portland
vie. 1/16
3:45 pm-11:59 pm
1 stop6h 14m
Chicago O'Hare Intl
dom. 1/18
8:55 am-2:48 pm
1 stop7h 53m
$247
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.
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
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 February is currently the most expensive (average of $288). 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.
What is the cheapest time of day to fly from PDX to WI?
Find hourly flight availability from Portland to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.
It’s optimal to fly from Portland to Wisconsin in the afternoon. By choosing this option you can save up to 57% on the cost of your flight, compared to a flight at noon.
What is the cheapest day to fly from Portland to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from Portland to Wisconsin. Price data was last updated on December 6, 2025.
Travelers seeking maximum savings on their Portland to Wisconsin flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 diciembre 12, 2025.
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.
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
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 for Portland to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
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 diciembre 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$169 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$254 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$516 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$324 | Average$580 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$341 | Average$514 | FlexibilityNo cancel fee | On-time63% |