$109 Find Cheap Flights from Oregon to Wisconsin - Compare and Save

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Low season

January

Cheapest flight

$109
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Boise to Minneapolis

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.

  • How many airports are there in Wisconsin?

    There are 8 airports in Wisconsin. The busiest airport is Milwaukee-Mitchell Airport (MKE), with 43% of all flights arriving there.

  • Which is the cheapest airport to fly into in Wisconsin?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Wisconsin is Madison Truax Field Airport (MSN), with an average flight price of $249.

  • What is the cheapest flight to Wisconsin?

    The cheapest ticket to Wisconsin from Oregon found in the last 5 days was to Appleton, at $338 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 5 days was $338.

  • 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 $226 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $433 and $343 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, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

  • How long is the flight to Wisconsin?

    An average nonstop flight from Oregon to Wisconsin takes 7h 24m, covering a distance of 1551 miles. The shortest route is Boise (BOI) to Minneapolis (MSP) with an average flight time of 2h 41m.

  • What are the most popular destinations in Wisconsin?

    Based on KAYAK flight searches, the most popular destination is Chicago (64% of total searches to Wisconsin). The next most popular destinations are Minneapolis (26%) and Milwaukee (7%). Searches for flights to Madison (3%), to Wausau (0%) and to Rhinelander (0%) are also popular.

Reviews of the 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
SouthwestOverall score based on 4190 reviews
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

6.0 GoodAnonymous, Sep 2026
Read more Southwest reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Slow boarding, limited food and drink portions. Bad delays and turbulence

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was really nice! I appreciate the gate attendant allowing families with small children to board early on in the process… that was very helpful! The internet service didn’t work with the app I was trying to use even though I paid the $8… other than that it was great! Oh and I should’ve asked for the whole cranberry cocktail can. That cup was about 2 sips…

I liked the boarding process with our loading group and numbers. I disliked that I couldn't guarantee our seats together. I didn't like that the Internet costs $8/ flight, but did love all the inflight options available through their app. I disliked no charging station at my seat for a 3+ hour flight.

Great! Although the flight was about 40 minutes delayed, the crew did a good job getting everything boarded quickly and efficiently.

The seats felt an inch narrower and two inches closer than any seats I’ve ever sat in on a flight. It was just cramped and packed in. Otherwise it was fine. Just as expected from modern US air travel.

I cancelled this flight over a week ago, due to being in the hospital! Yet when I finally recovered and got out of the hospital I saw no one ever cancelled it and I was fully charged???

I was assured by the phone rep weeks ago this had been cancelled!!

Direct flight is the best way to go. Crew was friendly. Plane was clean. Overall great experience.

Liked direct flight options. Boarding is easy. Assigned seats, plenty of overhead bin space. Smooth flights, crew was helpful and friendly.

Flight was delayed hour and a half. Gate was changed 3 times. After boarding, sat in airplane for another hour while mechanic checked windshield. Total of 2 1/2 hrs behind schedule. Very tiring since I had ben up since 4 am to complete the flight from Honolulu to Milwaukee.

Food was just ok..had snack box :( Crew was very nice

Boarding took longer, to shuttle to plane. Crew/pilot were great.

I was a little hesitant at first because I never flew on Alaska Airlines before. However at the time of me booking; this airline was one of few that were affordable & had a much needed direct flight option. I was more relieved when I got to the airport & saw that my local relatives chose the same flights. Also, on the flight to Seattle I chatted with a gentleman who flies more frequently than I do & gave Alaska Airlines a higher rating over competing airlines.

The Alaska employees in Milwaukee and MKE to SEA were top notch, very nice and polite. Seattle and SEA to MKE, not so much. I spent a lot to upgrade to 1st, and other than a little more seat width, it was a waste of money. Both legs of the flight, the seat bottom cushion sloped forward and I kept sliding out of my seat with every little bump, so I got no rest at all. MKE to SEA, the food was awful. If I had known that I was going to get a bowl of sawdust and dried rotten fruit for a meal. I would have stayed coach and saved a bundle of money. The cabin crew was excellent however. Alaska needs to enforce the rule that the seats at the gate stay open for passengers. I can't blame Alaska for the rude treatment of TSA swine, but they can make sure a hundred people get seats to wait an hour for their flights because a hundred jerks need to take every available seat for their bags and water bottles. The food from SEA to MKE was much better, but the cabin crew was not very pleasant. To top it all off, I found out that the woman seated next to me paid a lot less for the upgrade than I did. After arriving at MKE, everyone waited at least forty five minutes for our bags to arrive in a completely empty airport. So much for the promise of twenty minutes to get bags. In summary, the upgrade to first class wasn't worth the high price on Alaska. When I pay that much, I expect better service and treatment.

All was fine. Small plane so no food or entertainment.

We got stuck on the tarmac taxiing after landing early so we didn’t get off the plane until an hour later than we thought we would

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

Really delayed, no effort to support customers other than “sometimes we run late.”

It was serviceable, nothing special but nothing awful on this leg.

The flight was delayed from take off because only one runway was operational in San Francisco.

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

We were upgraded to First Class and it was a great flight

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We loved the steward on the plane. He made the night enjoyable

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

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