$137 Find Cheap Flights from Madison to Oregon

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Oregon departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Oregon, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Oregon, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$281
Eugene
Eugene1 stop$369
Redmond
Redmond2 stops$379
Medford
Medford1 stop$419
Boise
Boise1 stop$329
Portland
Portland1 stop$281
Eugene
Eugene1 stop$369
Redmond
Redmond2 stops$379
Medford
Medford1 stop$419
Boise
Boise1 stop$329

Book Cheap Madison to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Oregon that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Oregon

Thu, Jun 4 - Mon, Jun 8
Frontier Logo
7:59 pm - 4:46 pm
MSN
-
PDX
22h 47m
1 stop
Frontier Logo
12:35 pm - 7:09 pm
PDX
-
MSN
28h 34m
1 stop
$281Frontier
Sat, May 23 - Sat, May 30
Frontier Logo
7:59 pm - 4:46 pm
MSN
-
PDX
22h 47m
1 stop
Frontier Logo
12:35 pm - 7:14 pm
PDX
-
MSN
28h 39m
1 stop
$301Frontier
Tue, Sep 22 - Mon, Sep 28
Delta Logo
6:15 am - 12:54 pm
MSN
-
PDX
8h 39m
1 stop
Delta Logo
12:40 am - 8:20 am
PDX
-
MSN
5h 40m
1 stop
$321Delta
Fri, Jul 10 - Tue, Jul 14
American Airlines Logo
2:42 pm - 11:06 pm
MSN
-
BOI
9h 24m
1 stop
American Airlines Logo
3:10 pm - 12:13 am
BOI
-
MSN
8h 03m
1 stop
$329American Airlines
Fri, Jul 10 - Mon, Jul 13
Delta Logo
11:07 am - 11:46 pm
MSN
-
BOI
13h 39m
2 stops
Delta Logo
5:30 am - 11:19 am
BOI
-
MSN
4h 49m
1 stop
$334Delta
Tue, May 26 - Wed, Jun 10
American Airlines Logo
5:11 pm - 12:50 am
MSN
-
PDX
9h 39m
1 stop
American Airlines Logo
1:45 pm - 11:10 pm
PDX
-
MSN
7h 25m
1 stop
$335American Airlines
Tue, Aug 4 - Tue, Aug 25
United Airlines Logo
6:30 am - 11:32 am
MSN
-
BOI
6h 02m
1 stop
United Airlines Logo
2:44 pm - 9:05 pm
BOI
-
MSN
5h 21m
1 stop
$344United Airlines
Sat, Sep 5 - Wed, Sep 9
United Airlines Logo
10:49 am - 5:43 pm
MSN
-
PDX
8h 54m
2 stops
United Airlines Logo
7:00 am - 2:53 pm
PDX
-
MSN
5h 53m
1 stop
$344United Airlines
Fri, May 29 - Fri, Jun 5
Alaska Airlines Logo
2:40 pm - 11:59 pm
MSN
-
EUG
11h 19m
2 stops
Alaska Airlines Logo
7:59 pm - 10:47 am
EUG
-
MSN
12h 48m
2 stops
$466Alaska Airlines
Thu, Sep 17 - Tue, Sep 22
Alaska Airlines Logo
2:39 pm - 11:53 pm
MSN
-
EUG
11h 14m
2 stops
Alaska Airlines Logo
10:03 am - 11:04 pm
EUG
-
MSN
11h 01m
2 stops
$479Alaska Airlines
Booking Insights

KAYAK's insights & trends for Madison to Oregon flights

Get data-powered insights and trends into flights from Madison to Oregon to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Madison to Oregon?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Oregon departing in June.

What is the cheapest Madison to Oregon flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oregon from Madison found in the last 72 hours was to Portland, at $424 round-trip. The most popular route is from Madison (MSN) to Eugene (EUG), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $469.

What is the cheapest time of day to fly to Oregon?

The average price for all round-trip flights from Madison to Oregon depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Oregon is generally in the morning, when round-trip flights cost $369 on average. The most expensive time of day to fly to Oregon is generally in the morning, which is peak travel time and where the average cost of a ticket is $369.

Can I save money by flying with a layover from Madison to Oregon?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $515, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Madison to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Oregon, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Oregon is August, when tickets cost $114 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $338 and $308 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Oregon, you should book around 4 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$137
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from Madison to Portland

FAQs - booking Oregon flights

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

    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 Madison to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Oregon 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 Madison to Oregon?

    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 Madison to Oregon 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 Madison to Oregon?

    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 Madison to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Madison to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Madison to Oregon. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Oregon? 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.
7.9
DeltaOverall score based on 8465 reviews
8.5Crew
7.2Food
7.9Comfort
7.8Entertainment
8.1Boarding
Airline reviews

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

4.0 OkayBradley, Apr 2026
RDU - ATL
Read more Delta reviews

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Everything you need to know for your flight from Madison to Oregon

Information on your arrival and departure airports