$141 Find Cheap Flights from Madison to Oregon - Compare and Save

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 7/21. 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
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Cheap Flights from Madison to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$321
Eugene
Eugene1 stop$349
Redmond
Redmond2 stops$447
Medford
Medford1 stop$505
Boise
Boise1 stop$329
Portland
Portland1 stop$321
Eugene
Eugene1 stop$349
Redmond
Redmond2 stops$447
Medford
Medford1 stop$505
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

Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
5:00 am - 11:34 am
MSN
-
PDX
8h 34m
1 stop
American Airlines Logo
11:34 pm - 9:17 am
PDX
-
MSN
7h 43m
1 stop
$321American Airlines
Sat, Sep 12 - Sat, Sep 19
United Airlines Logo
8:05 am - 3:05 pm
MSN
-
PDX
9h 00m
2 stops
United Airlines Logo
5:00 am - 1:13 pm
PDX
-
MSN
6h 13m
1 stop
$326United Airlines
Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
5:00 am - 11:32 am
MSN
-
BOI
7h 32m
1 stop
United Airlines Logo
5:46 pm - 11:59 pm
BOI
-
MSN
5h 13m
1 stop
$329United Airlines
Tue, Sep 15 - Mon, Sep 21
American Airlines Logo
11:37 am - 10:03 pm
MSN
-
BOI
11h 26m
2 stops
American Airlines Logo
3:21 pm - 12:17 am
BOI
-
MSN
7h 56m
1 stop
$334American Airlines
Wed, Jul 15 - Mon, Jul 20
American Airlines Logo
6:43 pm - 12:50 am
MSN
-
PDX
8h 07m
1 stop
American Airlines Logo
12:45 am - 10:38 am
PDX
-
MSN
7h 53m
1 stop
$335American Airlines
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
5:00 am - 9:27 am
MSN
-
PDX
6h 27m
1 stop
United Airlines Logo
5:00 am - 3:04 pm
PDX
-
MSN
8h 04m
2 stops
$339United Airlines
Tue, Sep 29 - Sun, Oct 11
Delta Logo
5:57 pm - 11:55 pm
MSN
-
BOI
6h 58m
1 stop
Delta Logo
3:22 pm - 10:55 pm
BOI
-
MSN
6h 33m
1 stop
$343Delta
Wed, Sep 2 - Wed, Sep 9
Delta Logo
6:16 pm - 11:20 pm
MSN
-
PDX
7h 04m
1 stop
Delta Logo
12:25 am - 8:22 am
PDX
-
MSN
5h 57m
1 stop
$360Delta
Sun, Jul 19 - Sat, Jul 25
Frontier Logo
7:55 pm - 4:51 pm
MSN
-
PDX
22h 56m
1 stop
Frontier Logo
12:20 pm - 7:10 pm
PDX
-
MSN
28h 50m
1 stop
$371Frontier
Sat, Sep 19 - Tue, Sep 22
Alaska Airlines Logo
3:25 pm - 11:55 pm
MSN
-
YKM
10h 30m
2 stops
Alaska Airlines Logo
6:15 am - 6:24 pm
YKM
-
MSN
10h 09m
2 stops
$693Alaska 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 September.

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 5 days 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 5 days 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 October, when tickets cost $198 (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 3 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$141
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 3 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.
7.8
DeltaOverall score based on 8423 reviews
7.8Comfort
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

4.0 OkayKelli, Jun 2026
ATL - TYS
Read more Delta reviews

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

Delayed and horrible communication and sat on flight for an hour before taking off

Flight was delayed three times and we had an international connecting flight which we would’ve missed but AA manage to find us a flight that allowed us to catch and we made our international flight. However, due to the flight change, I’m in Amman, Jordan missing all 4 bags. It’s been a nightmare. Been waiting since June 17 and today is June 20th. Still without luggage. Customer service wait times are two hours and I get disconnected while waiting. I’ll update when/if my luggage arrives. Every day is costing money in a hotel in Amman. I can’t continue my trip to Palestine until the luggage arrives. Then, I will be updating my review.

They did not offer coffee on a 7am flight…awful!!

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

Check in for 5am flight at RDU was hampered by American check in counters being seriously understaffed , was told even supervisor called out. Took so long in line for special services check in that we missed our 5am departure even after arriving at 3:30am. Had to be rescheduled to later flight from Charlotte to St Thomas.

Delayed flight due to maintenance and I have had multiple delayed flights due to maintenance in the last month plus

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

Information on your arrival and departure airports