$259+ Cheap flights from Madison to Portland (MSN - PDX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PDX
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Portland 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
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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 Madison to Portland
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Cheapest flights from Madison to PortlandExplore the most affordable flight options available from Madison to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Madison to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:37 am -
1 stop8h 15m
Sat 12/55:14 am -
1 stop6h 50m
Deal found 10/22![American Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/125:43 pm -
1 stop6h 44m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 10/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:00 am -
1 stop9h 37m
Sat 12/56:50 am -
1 stop8h 10m
Deal found 10/21![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 12/512:35 pm -
2 stops10h 40m
Sat 12/125:00 am -
1 stop6h 24m
Deal found 10/20![United Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 10/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:54 pm -
1 stop10h 31m
Sun 12/65:15 am -
1 stop6h 36m
Deal found 10/23![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 11/183:52 pm -
2 stops9h 17m
Wed 11/252:34 pm -
1 stop6h 33m
Deal found 10/21![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 11/105:00 am -
1 stop8h 52m
Sat 11/141:15 pm -
1 stop5h 28m
Deal found 10/21![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/36:30 am -
1 stop7h 11m
Sat 12/58:50 am -
2 stops8h 52m
Deal found 10/20![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Fri 12/45:00 am -
2 stops10h 16m
Mon 12/72:26 pm -
1 stop5h 57m
Deal found 10/23![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/125:43 pm -
1 stop6h 44m
Sat 11/149:00 am -
2 stops9h 43m
Deal found 10/22![United Airlines logo]()
$434
Best flights from Madison to PortlandDiscover carefully curated flight deals from Madison to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Madison to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Delta deal was found by Cheapflights users on 10/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/232:00 pm -
1 stop9h 53m
Sat 3/2712:30 am -
1 stop7h 45m
Deal found 10/23![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Wed 11/112:38 pm -
1 stop8h 35m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/147:55 pm -
1 stop5h 48m
Fri 3/1912:30 am -
1 stop7h 45m
Deal found 10/22![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/36:30 am -
1 stop7h 11m
Sat 12/58:50 am -
2 stops8h 52m
Deal found 10/20![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Wed 12/25:00 am -
2 stops10h 16m
Sat 12/52:26 pm -
1 stop5h 57m
Deal found 10/22![United Airlines logo]()
$451
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 11/65:43 pm -
1 stop6h 44m
Tue 11/101:15 pm -
2 stops7h 52m
Deal found 10/22![United Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 12/217:00 am -
1 stop6h 47m
Mon 12/2811:50 pm -
1 stop8h 06m
Deal found 10/23![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 2/65:37 am -
1 stop7h 54m
Tue 2/910:45 am -
1 stop7h 03m
Deal found 10/24![United Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 12/512:35 pm -
2 stops10h 40m
Tue 12/810:43 am -
1 stop6h 59m
Deal found 10/20![United Airlines logo]()
$496
Last-minute flights from Madison to PortlandDiscover last-minute flight deals from Madison to Portland. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Portland. Data last updated October 25, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Thu 11/58:15 am -
1 stop9h 08m
Mon 11/92:34 pm -
1 stop6h 33m
Deal found 10/21![United Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 11/65:43 pm -
1 stop6h 44m
Tue 11/101:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 11/105:00 am -
1 stop8h 52m
Sat 11/141:15 pm -
1 stop5h 28m
Deal found 10/21![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/125:43 pm -
1 stop6h 44m
Tue 11/171:15 pm -
1 stop5h 28m
Deal found 10/22![United Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:52 pm -
1 stop10h 18m
Sat 11/147:00 am -
1 stop8h 07m
Deal found 10/22![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/125:43 pm -
1 stop6h 44m
Sat 11/149:00 am -
2 stops9h 43m
Deal found 10/22![United Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 11/182:38 pm -
1 stop8h 35m
Wed 11/252:34 pm -
1 stop6h 33m
Deal found 10/21![United Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Fri 11/206:25 am -
1 stop7h 27m
Fri 11/277:00 am -
1 stop8h 02m
Deal found 10/23![United Airlines logo]()
$480
One-way flights from Madison to PortlandSearch for one-way flight options from Madison to Portland. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Madison to Portland. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Tue 12/1510:30 am -
3 stops51h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Tue 11/1010:30 am -
3 stops51h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$276
This WAYA deal was found by Cheapflights users on 10/22. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/302:40 pm -
1 stop11h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$278
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:40 pm -
3 stops24h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Wed 12/210:38 am -
2 stops28h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:32 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/266:25 am -
1 stop7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$323
Find flight deals from Madison to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $371 (American Airlines) |
One-way from | $259 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $463 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Portland 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 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Madison to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Fri 11/20
5:00 am-1:22 pm
2 stops10h 22m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$359
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Thu 11/26
6:25 am-11:47 am
1 stop7h 22m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$383
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Wed 11/25
10:54 am-7:49 pm
2 stops10h 55m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$385
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Sat 10/31
10:38 am-12:12 pm
2 stops27h 34m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$390
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Tue 3/23
2:00 pm-9:53 pm
1 stop9h 53m
Portland
Sat 3/27
12:30 am-10:15 am
1 stop7h 45m
$395
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Sun 3/14
7:55 pm-11:43 pm
1 stop5h 48m
Portland
Fri 3/19
12:30 am-10:15 am
1 stop7h 45m
$395
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Wed 11/11
2:38 pm-9:13 pm
1 stop8h 35m
Portland
Tue 11/17
1:15 pm-8:43 pm
1 stop5h 28m
$409
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Thu 12/3
6:30 am-11:41 am
1 stop7h 11m
Portland
Sat 12/5
8:50 am-7:42 pm
2 stops8h 52m
$432
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Wed 12/2
5:00 am-1:16 pm
2 stops10h 16m
Portland
Sat 12/5
2:26 pm-10:23 pm
1 stop5h 57m
$451
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Fri 11/6
5:43 pm-10:27 pm
1 stop6h 44m
Portland
Tue 11/10
1:15 pm-11:07 pm
2 stops7h 52m
$454
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from Madison to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Portland in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Madison with our price prediction graph.
MSN-PDX
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 Madison to Portland
How far ahead should I book a flight from Madison to Portland?
To ensure you get the cheapest price possible for a flight from Madison to Portland, you should look to book at least 38 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Madison to Portland?
Currently, February is the cheapest month in which you can book a flight from Madison to Portland (average of $360). Flying from Madison to Portland in March is currently the most expensive (average of $543). 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.
How much does it cost to fly round-trip from Madison to Portland?
Airfare is below average for this route at the moment.
Madison to Portland flights typically cost between $382 and $571 in December.The cheapest round-trip price found within the last 5 days was $371 on American Airlines (Dec 2-Dec 5).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated October 25, 2026.
Read through reviews of airlines operating flights from Madison to Portland, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Overall
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Related info for your journey
Find useful and relevant information for your journey from Madison to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Durham
Cannon Beach
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Lincoln City
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
Gresham
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.
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Madison and Portland flights
Browse other Madison and Portland flight options. Last updated on October 25, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Top 3 airlines flying from Madison to Portland
Discover the top 3 airlines that operate flights from Madison to Portland. 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$304 | Average$458 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$324 | Average$453 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$330 | Average$450 | FlexibilityNo cancel fee | On-timeN/A |