$262+ Cheap flights from Madison (MSN) to Oregon
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 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Oregon 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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Cheapest flights from Madison to OregonExplore the most affordable flight options available from Madison to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Madison to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/28![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/24:15 pm -
1 stop7h 29m
Sat 12/125:00 am -
1 stop6h 24m
Deal found 10/27![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/35:00 am -
1 stop8h 41m
Mon 12/72:26 pm -
1 stop5h 57m
Deal found 10/27![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/95:00 am -
2 stops10h 16m
Sun 12/137:00 am -
1 stop5h 50m
Deal found 10/26![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/24:15 pm -
1 stop7h 29m
Tue 12/87:10 am -
2 stops13h 13m
Deal found 10/27![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/27. 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 -
2 stops8h 29m
Wed 12/96:09 am -
2 stops13h 15m
Deal found 10/27![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 10/27. 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
Tue 12/81:15 pm -
1 stop5h 54m
Deal found 10/27![United Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/1510:42 am -
1 stop6h 37m
Sun 12/2011:42 pm -
2 stops9h 59m
Deal found 10/27![United Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 10/27. 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 10/27![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/156:30 am -
1 stop7h 11m
Sat 1/168:40 am -
2 stops10h 48m
Deal found 10/29![United Airlines logo]()
$403
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/312:35 pm -
2 stops9h 39m
Sat 12/127:10 am -
2 stops12h 05m
Deal found 10/27![United Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 12/155:51 am -
1 stop8h 46m
Sun 12/2011:31 pm -
1 stop6h 41m
Deal found 10/27![American Airlines logo]()
$410
Best flights from Madison to OregonDiscover carefully curated flight deals from Madison to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Madison to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 4/243:30 pm -
1 stop6h 53m
Fri 4/3012:30 am -
1 stop7h 45m
Deal found 10/28![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/95:00 am -
2 stops10h 16m
Sun 12/137:00 am -
1 stop5h 50m
Deal found 10/26![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 10/29. 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 12/96:32 am -
1 stop8h 16m
Sun 12/1311:17 pm -
1 stop7h 58m
Deal found 10/29![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/154:15 pm -
1 stop7h 29m
Mon 12/217:30 pm -
2 stops12h 26m
Deal found 10/27![United Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/1012:35 pm -
2 stops9h 39m
Sun 12/135:00 am -
1 stop6h 24m
Deal found 10/28![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/29. 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 11/187:49 pm -
1 stop5h 57m
Tue 11/2412:35 am -
1 stop7h 44m
Deal found 10/29![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/109:00 am -
1 stop6h 27m
Sat 11/1412:59 pm -
1 stop5h 44m
Deal found 10/26![United Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 11/146:30 am -
1 stop6h 14m
Tue 11/1712:35 am -
1 stop7h 44m
Deal found 10/29![Delta logo]()
$449
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/132:38 pm -
2 stops10h 07m
Tue 11/172:27 pm -
1 stop6h 40m
Deal found 10/29![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 12/182:15 pm -
1 stop9h 52m
Wed 12/306:05 am -
1 stop6h 00m
Deal found 10/28![Delta logo]()
$468
This United Airlines deal was found by Cheapflights users on 10/29. 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 4/245:30 pm -
1 stop8h 27m
Sat 5/110:57 am -
2 stops10h 08m
Deal found 10/29![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/28. 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 4/2010:45 am -
1 stop9h 20m
Tue 4/2710:57 am -
2 stops10h 08m
Deal found 10/28![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/28. 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 2/612:27 pm -
2 stops10h 18m
Tue 2/95:00 am -
1 stop6h 28m
Deal found 10/28![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/128:49 am -
1 stop6h 06m
Tue 12/155:00 am -
1 stop6h 24m
Deal found 10/26![United Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 10/25. 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 1/304:14 pm -
1 stop7h 18m
Wed 2/35:00 am -
1 stop6h 28m
Deal found 10/25![United Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/39:12 am -
1 stop8h 07m
Sat 12/58:50 am -
2 stops10h 25m
Deal found 10/26![United Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 10/28. 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 1/912:27 pm -
2 stops9h 42m
Tue 1/126:00 am -
2 stops12h 45m
Deal found 10/28![United Airlines logo]()
$509
Last-minute flights from Madison to OregonDiscover last-minute flight deals from Madison to Oregon. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Oregon. Data last updated October 30, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/39:00 am -
1 stop6h 25m
Mon 11/162:27 pm -
1 stop6h 40m
Deal found 10/27![United Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/66:00 am -
1 stop6h 34m
Wed 11/1111:20 pm -
1 stop7h 58m
Deal found 10/29![Delta logo]()
$501
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/63:49 pm -
2 stops9h 20m
Wed 11/1110:47 am -
1 stop6h 20m
Deal found 10/29![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/109:00 am -
1 stop6h 27m
Sat 11/1412:59 pm -
1 stop5h 44m
Deal found 10/26![United Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/115:47 pm -
1 stop7h 56m
Sun 11/1511:09 pm -
1 stop7h 01m
Deal found 10/28![American Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/141:15 pm -
1 stop5h 28m
Deal found 10/26![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/125:00 am -
2 stops10h 25m
Mon 11/162:27 pm -
1 stop6h 40m
Deal found 10/29![United Airlines logo]()
$514
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/132:38 pm -
1 stop8h 40m
Tue 11/175:01 am -
2 stops10h 53m
Deal found 10/29![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 10/29. 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 11/156:30 am -
2 stops8h 09m
Sat 11/217:27 pm -
2 stops11h 51m
Deal found 10/29![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 10/29. 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 11/187:49 pm -
1 stop5h 57m
Tue 11/2412:35 am -
1 stop7h 44m
Deal found 10/29![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/186:25 am -
2 stops8h 57m
Wed 11/252:34 pm -
1 stop6h 33m
Deal found 10/29![United Airlines logo]()
$496
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 11/225:37 pm -
1 stop8h 39m
Mon 11/3011:11 pm -
1 stop7h 25m
Deal found 10/29![American Airlines logo]()
$518
One-way flights from Madison to OregonSearch for one-way flight options from Madison to Oregon. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Madison to Oregon. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 10/29![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 12/136:10 pm -
2 stops48h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sat 12/510:38 am -
2 stops28h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 10/27. 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.
Sat 12/52:50 pm -
2 stops9h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 10/28. 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 12/22:50 pm -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/155:30 am -
2 stops9h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 10/25. 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.
Thu 11/57:59 am -
2 stops10h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/52:38 pm -
1 stop8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 -
3 stops34h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 10/28. 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 3/256:30 am -
2 stops9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sun 11/226:00 pm -
2 stops51h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/302:57 pm -
1 stop10h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$335
Find flight deals from Madison to Oregon
Keep the following information in mind while searching for Madison to Oregon flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $375 (American Airlines) |
One-way from | $262 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $463 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Oregon 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 30, 2026.
Use the filters below to find and compare flights from Madison to Oregon 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
Tue 12/15
10:30 am-12:09 pm
3 stops51h 39m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$262
MadisonMedford
MSN Madison Truax Field - MFR Medford
MSNMFR
Madison Truax Field
Sat 12/5
2:50 pm-10:16 pm
2 stops9h 26m
Medford
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$297
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Tue 12/15
5:30 am-1:16 pm
2 stops9h 46m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$308
MadisonMedford
MSN Madison Truax Field - MFR Medford
MSNMFR
Madison Truax Field
Thu 11/26
5:01 am-4:47 pm
2 stops13h 46m
Medford
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$317
MadisonMedford
MSN Madison Truax Field - MFR Medford
MSNMFR
Madison Truax Field
Thu 11/5
7:59 am-4:45 pm
2 stops10h 46m
Medford
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$317
MadisonRedmond
MSN Madison Truax Field - RDM Bend/Redmond
MSNRDM
Madison Truax Field
Thu 11/5
2:38 pm-9:18 pm
1 stop8h 40m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$318
MadisonRedmond
MSN Madison Truax Field - RDM Bend/Redmond
MSNRDM
Madison Truax Field
Thu 11/5
7:00 am-1:17 pm
1 stop8h 17m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$318
MadisonRedmond
MSN Madison Truax Field - RDM Bend/Redmond
MSNRDM
Madison Truax Field
Wed 11/4
6:00 am-12:46 pm
2 stops8h 46m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$323
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Thu 3/25
12:33 pm-6:20 pm
1 stop7h 47m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$323
MadisonPortland
MSN Madison Truax Field - PDX Portland
MSNPDX
Madison Truax Field
Thu 11/5
2:40 pm-11:36 am
2 stops22h 56m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$347
Showing 1-10 of 47 resultsSorted by cheapest first
Best time to book a flight from Madison to Oregon
Have a flexible travel schedule? Discover the best time to fly to Oregon from Madison with our price prediction graph.
MSN-PDX
MSN-EUG
MSN-MFR
MSN-RDM
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 Oregon
MSN-USOR
MSN-PDX
MSN-EUG
MSN-MFR
MSN-RDM
What is the cheapest month to book a flight from Madison to Oregon?
Currently, February is the cheapest month in which you can book a flight from Madison to Oregon (average of $402). Flying from Madison to Oregon 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 Oregon?
Airfare is below average for this route at the moment.
Madison to Oregon flights typically cost between $413 and $578 in December.The cheapest round-trip price found within the last 5 days was $375 on American Airlines (Dec 3-Dec 5).
How far ahead should I book a flight from Madison to Oregon?
To ensure you get the cheapest price possible for a flight from Madison to Oregon, you should look to book at least 36 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.
Reviews of airlines servicing Oregon
Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated October 30, 2026.
Read through reviews of airlines operating flights from Madison to Oregon, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.8
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 Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Madison to Oregon
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Oregon by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Madison to Oregon by cabin class
Find flights from Madison to Oregon, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Oregon flights
Browse other Madison and Oregon flight options. Last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Madison to Oregon flights
Consider these flights traveling from Madison to Oregon.
Top 3 airlines flying from Madison to Oregon
Discover the top 3 airlines that operate flights from Madison to Oregon. 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$304 | Average$533 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$324 | Average$453 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$330 | Average$450 | FlexibilityNo cancel fee | On-timeN/A |