$85 Find Cheap Flights from Oregon to Wisconsin

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Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$85
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Portland to Chicago O'Hare Airport

FAQs for booking flights from Oregon to Wisconsin

  • How does KAYAK find such low prices on flights from Oregon to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oregon to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oregon to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oregon to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oregon to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Oregon to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oregon to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Oregon to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Wisconsin?

    Based on KAYAK data, the cheapest day to fly to Wisconsin is Tuesday where round-trip tickets can be as cheap as $401. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $516 on average.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally at night, when round-trip flights cost $416 on average. Morning departures are around 8% more expensive than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $457.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from Oregon found in the last 72 hours was to Appleton, at $65 round-trip. The most popular route is Portland (PDX) to Appleton (ATW) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $65.

  • What is the cheapest month to fly from Oregon to Wisconsin?

    The cheapest month for flights from Oregon to Wisconsin is May, when tickets cost $407 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $624 and $606 respectively.

  • How far in advance should I book a flight from Oregon to Wisconsin?

    To get a below average price on the flight from Oregon to Wisconsin, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

  • How long is the flight to Wisconsin?

    An average nonstop flight from Oregon to Wisconsin takes 8h 31m, covering a distance of 1551 miles. The shortest route is Boise (BOI) to Minneapolis (MSP) with an average flight time of 2h 40m.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (60% of total searches to Wisconsin). The next most popular destinations are Minneapolis (27%) and Milwaukee (4%). Searches for flights to Madison (4%), to Green Bay (2%) and to Appleton (2%) are also popular.

Top 5 airlines serving from Oregon to Wisconsin

 
Need help choosing which airline to fly with from Oregon to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Entertainment
7.1Food
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

10.0 Excellentmarlene, Jun 2025PDX - SMF
Read more Alaska Airlines reviews

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

No WiFi available. It was too late to order food also. Guy next to me was huge (not fat) so had his shoulder & thigh next to me the whole way. Plane was delayed leaving PDX due to 8 other planes waiting. Not my best Alaska airlines flight.

Everyone was very helpful. My only critique was the very hard landing in Seattle. We felt the G force.

Check in, they should have told me that upon arrival i needed to exit the secure area and re-check in with Eva Air. I wasn't sure what to do upon arrival at S.F.

The direct service from Logan to PDX made travel so easy, I really appreciate this route. Pilots were very communicative with passengers about conditions and expectations. Everyone on staff was pleasant and helpful. Boarding was easy and efficient.

Flight last minute delayed 2 hours for crew calling out sick

Husband was new to the wheelchair accommodations this trip. What a blessing that was. All employees were helpful and customer service was excellent

Seats are still too crowded and uncomfortable on long flights like this cross country one.

Laney was very helpful. I am computer illiterate. She helped me obtain a boarding pass and preferred seat. She was warm, friendly, helpful, and smiled. I was impressed.

The actual flight I was rescheduled onto was from Seattle to Bozeman. The flight itself was fine, but due to delays/air traffic issues i spent the day hanging out at the Seattle airport and had to miss a day of work.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

Book cheap flights from Oregon to Wisconsin

Recent round-trip flight deals

8/21Thu
1 stop
7h 08mPDX-ORD
8/30Sat
1 stop
17h 39mORD-PDX
$171
7/9Wed
1 stopSpirit Airlines
12h 53mPDX-ORD
7/14Mon
1 stopSpirit Airlines
9h 07mORD-PDX
$174
10/3Fri
1 stopDelta
8h 04mBOI-ORD
10/11Sat
1 stopDelta
9h 59mORD-BOI
$195
8/30Sat
1 stopDelta
8h 51mBOI-ORD
9/2Tue
2 stopsDelta
10h 56mORD-BOI
$200
8/20Wed
1 stopSouthwest
8h 35mPDX-ORD
8/26Tue
1 stopSouthwest
12h 55mORD-PDX
$206
8/5Tue
1 stopAmerican Airlines
6h 42mPDX-MSP
8/12Tue
1 stopAmerican Airlines
7h 43mMSP-PDX
$219
8/14Thu
1 stopSouthwest
7h 25mPDX-ORD
8/17Sun
1 stopSouthwest
9h 15mORD-PDX
$233
7/1Tue
nonstopUnited Airlines
4h 01mPDX-ORD
7/3Thu
nonstopUnited Airlines
4h 33mORD-PDX
$234
7/9Wed
1 stopUnited Airlines
7h 11mEUG-ORD
7/17Thu
1 stopUnited Airlines
7h 54mORD-EUG
$239
9/6Sat
nonstopAmerican Airlines
3h 38mBOI-ORD
9/13Sat
nonstopAmerican Airlines
3h 47mORD-BOI
$255

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Recent one-way flight deals

7/1Tue
1 stopSpirit Airlines
9h 33mPDX-ORD
$85
7/4Fri
nonstopSun Country Air
3h 12mPDX-MSP
$89
8/31Sun
nonstopUnited Airlines
4h 08mPDX-ORD
$90
9/13Sat
nonstopUnited Airlines
4h 10mPDX-ORD
$91
9/2Tue
1 stopDelta
6h 31mBOI-ORD
$91
9/3Wed
2 stopsSouthwest
11h 10mBOI-ORD
$96
7/15Tue
1 stopDelta
8h 18mBOI-ORD
$98
8/31Sun
1 stopSouthwest
6h 55mPDX-ORD
$99
8/13Wed
1 stopAmerican Airlines
6h 37mPDX-MSP
$110
7/16Wed
1 stopAmerican Airlines
6h 58mRDM-ORD
$130

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Last minute flights from Oregon to Wisconsin

Last minute flight, train and bus deals

6/17Tue
nonstopSun Country Air
3h 12mPDX-MSP
6/24Tue
nonstopSun Country Air
3h 40mMSP-PDX
$243
6/13Fri
nonstopSun Country Air
3h 14mPDX-MSP
6/16Mon
nonstopSun Country Air
3h 40mMSP-PDX
$263
6/13Fri
multi-stopDelta
5h 12mBOI-ORD
6/16Mon
multi-stopDelta
6h 44mORD-BOI
$303
6/13Fri
nonstopAmerican Airlines
3h 37mBOI-ORD
6/16Mon
nonstopAmerican Airlines
3h 59mORD-BOI
$377
6/13Fri
multi-stopAmerican Airlines
7h 08mBOI-ORD
6/16Mon
nonstopAmerican Airlines
3h 59mORD-BOI
$387
6/12Thu
multi-stopDelta
8h 09mBOI-ORD
6/16Mon
multi-stopDelta
8h 45mORD-BOI
$397
6/12Thu
multi-stopSouthwest
10h 00mBOI-ORD
6/16Mon
multi-stopSouthwest
10h 40mORD-BOI
$448
6/13Fri
multi-stopUnited Airlines
6h 10mPDX-MKE
7/16Wed
multi-stopUnited Airlines
9h 17mMKE-PDX
$510
6/12Thu
multi-stopSouthwest
8h 20mBOI-ORD
6/12Thu
multi-stopSouthwest
8h 40mORD-BOI
$563
6/13Fri
multi-stopUnited Airlines
10h 09mPDX-MKE
7/16Wed
multi-stopUnited Airlines
11h 48mMKE-PDX
$565

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Everything you need to know for your flight to Wisconsin

Cabin class types available on flights to Oregon

Cabin classes available on flights to Oregon. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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