$190+ Cheap flights from Oregon to Madison (MSN)
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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Madison 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 Oregon to Madison
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Cheapest flights from Oregon to MadisonExplore the most affordable flight options available from Oregon to Madison. 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 Oregon to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
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 12/91:15 pm -
1 stop5h 54m
Sun 12/135:00 am -
1 stop8h 42m
Deal found 10/29![United Airlines logo]()
$375
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:35 am -
1 stop7h 44m
Sun 11/227:49 pm -
1 stop5h 57m
Deal found 10/26![Delta 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.
Tue 12/88:50 am -
2 stops8h 52m
Sun 12/136:30 am -
1 stop7h 12m
Deal found 10/26![United Airlines logo]()
$380
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 12/102:26 pm -
1 stop5h 57m
Sun 12/135:30 am -
2 stops9h 46m
Deal found 10/28![United Airlines logo]()
$384
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3011:59 pm -
1 stop8h 45m
Mon 1/45:45 pm -
1 stop8h 01m
Deal found 10/25![American Airlines logo]()
$410
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 11/115:00 am -
1 stop6h 24m
Wed 11/186:25 am -
2 stops8h 57m
Deal found 10/26![United Airlines logo]()
$419
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 12/2611:50 pm -
1 stop8h 06m
Tue 1/55:00 am -
1 stop8h 31m
Deal found 10/26![United Airlines logo]()
$422
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 12/2611:50 pm -
1 stop8h 06m
Fri 1/85:37 am -
1 stop7h 54m
Deal found 10/26![United Airlines logo]()
$426
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:09 pm -
1 stop7h 01m
Sat 11/215:37 pm -
1 stop8h 39m
Deal found 10/26![American Airlines logo]()
$445
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.
Thu 11/1211:20 pm -
1 stop7h 58m
Sun 11/157:49 pm -
1 stop5h 57m
Deal found 10/29![Delta 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.
Tue 11/102:27 pm -
1 stop6h 40m
Sat 11/146:25 am -
1 stop7h 32m
Deal found 10/26![United 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.
Tue 11/105:00 am -
1 stop6h 24m
Sat 11/149:00 am -
1 stop5h 55m
Deal found 10/26![United Airlines logo]()
$449
Best flights from Oregon to MadisonDiscover carefully curated flight deals from Oregon to Madison 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 Oregon to Madison 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 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2212:30 am -
1 stop7h 45m
Tue 4/277:55 pm -
1 stop5h 48m
Deal found 10/26![Delta logo]()
$375
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 4/65:30 am -
1 stop6h 20m
Wed 4/1410:45 am -
2 stops11h 30m
Deal found 10/26![United Airlines logo]()
$384
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:05 am -
2 stops13h 02m
Sat 11/147:05 am -
2 stops14h 43m
Deal found 10/26![American Airlines logo]()
$459
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/66:20 am -
2 stops12h 25m
Wed 4/143:30 pm -
2 stops10h 10m
Deal found 10/26![Delta logo]()
$439
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 11/102:27 pm -
1 stop6h 40m
Sat 11/146:25 am -
1 stop7h 32m
Deal found 10/26![United 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.
Tue 11/105:00 am -
1 stop6h 24m
Sat 11/149:00 am -
1 stop5h 55m
Deal found 10/26![United Airlines logo]()
$449
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 11/117:27 pm -
2 stops11h 51m
Sat 11/149:59 am -
2 stops10h 48m
Deal found 10/28![Delta logo]()
$459
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.
Wed 11/115:00 am -
1 stop6h 24m
Sat 11/143:08 pm -
1 stop8h 10m
Deal found 10/28![United Airlines 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 11/1312:59 pm -
2 stops8h 08m
Tue 11/176:25 am -
2 stops9h 00m
Deal found 10/29![United Airlines logo]()
$459
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:23 am -
2 stops10h 06m
Sun 12/135:30 am -
2 stops13h 49m
Deal found 10/26![Delta logo]()
$585
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.
Fri 4/235:15 am -
1 stop6h 35m
Tue 4/278:30 am -
2 stops9h 41m
Deal found 10/26![United Airlines logo]()
$487
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/185:04 am -
2 stops11h 17m
Mon 11/302:57 pm -
1 stop10h 27m
Deal found 10/26![American Airlines logo]()
$766
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 12/91:15 pm -
1 stop5h 54m
Mon 12/145:00 am -
2 stops10h 16m
Deal found 10/26![United Airlines logo]()
$491
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 1/98:40 am -
2 stops10h 16m
Tue 1/126:36 am -
1 stop6h 55m
Deal found 10/29![United Airlines logo]()
$496
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:20 am -
3 stops12h 47m
Sat 11/146:02 am -
2 stops12h 59m
Deal found 10/28![Alaska Airlines logo]()
$1,860
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 2/21:11 pm -
1 stop5h 34m
Sat 2/68:53 am -
1 stop6h 56m
Deal found 10/29![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.
Sat 1/95:00 am -
1 stop7h 48m
Tue 1/126:36 am -
2 stops12h 58m
Deal found 10/26![United Airlines logo]()
$504
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.
Mon 11/1611:10 pm -
2 stops10h 39m
Sat 11/215:45 pm -
1 stop7h 24m
Deal found 10/28![United Airlines logo]()
$574
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 11/129:00 am -
2 stops12h 07m
Sun 11/155:00 am -
2 stops11h 37m
Deal found 10/27![United Airlines logo]()
$579
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.
Mon 12/217:33 pm -
2 stops9h 36m
Thu 12/316:06 am -
2 stops17h 26m
Deal found 10/26![United Airlines logo]()
$772
Last-minute flights from Oregon to MadisonDiscover last-minute flight deals from Oregon to Madison. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Madison. Data last updated October 30, 2026 and is based on user searches.
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.
Sun 11/111:51 am -
1 stop5h 15m
Sat 11/142:40 pm -
1 stop7h 24m
Deal found 10/28![Delta logo]()
$519
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.
Sun 11/83:22 pm -
1 stop5h 35m
Sun 11/157:49 pm -
1 stop5h 57m
Deal found 10/28![Delta logo]()
$494
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 11/102:27 pm -
1 stop6h 40m
Sat 11/146:25 am -
1 stop7h 32m
Deal found 10/26![United 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.
Tue 11/105:00 am -
1 stop6h 24m
Sat 11/149:00 am -
1 stop5h 55m
Deal found 10/26![United Airlines logo]()
$449
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 am -
2 stops14h 15m
Sat 11/147:05 am -
2 stops14h 39m
Deal found 10/26![American Airlines logo]()
$459
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:05 am -
2 stops13h 02m
Sat 11/147:05 am -
2 stops14h 43m
Deal found 10/26![American Airlines logo]()
$459
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 11/115:00 am -
1 stop6h 24m
Wed 11/186:25 am -
2 stops8h 57m
Deal found 10/26![United Airlines logo]()
$419
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 11/111:15 pm -
2 stops7h 52m
Sun 11/156:25 am -
1 stop7h 22m
Deal found 10/26![United Airlines logo]()
$520
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.
Thu 11/1211:20 pm -
1 stop7h 58m
Sun 11/157:49 pm -
1 stop5h 57m
Deal found 10/29![Delta logo]()
$449
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:35 am -
1 stop7h 44m
Sun 11/227:49 pm -
1 stop5h 57m
Deal found 10/26![Delta logo]()
$379
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:09 pm -
1 stop7h 01m
Sat 11/215:37 pm -
1 stop8h 39m
Deal found 10/26![American Airlines logo]()
$445
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.
Mon 11/1611:10 pm -
2 stops10h 39m
Sun 11/225:45 pm -
1 stop7h 24m
Deal found 10/26![United Airlines logo]()
$504
One-way flights from Oregon to MadisonSearch for one-way flight options from Oregon to Madison. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Oregon to Madison. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
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.
Mon 1/182:06 pm -
1 stop8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$190
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 1/172:06 pm -
1 stop8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$225
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:14 am -
1 stop13h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$243
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.
Sat 1/161:09 pm -
1 stop6h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$256
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 12/25:15 am -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$287
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.
Sun 12/67:51 pm -
3 stops35h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$294
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.
Mon 1/1810:59 pm -
3 stops32h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$300
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 1/136:20 am -
1 stop6h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$303
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.
Wed 12/168:50 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![United Airlines logo]()
$308
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.
Thu 11/1912:02 pm -
3 stops43h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Mon 11/1612:31 pm -
2 stops19h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$318
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.
Sun 12/610:43 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$323
Find flight deals from Oregon to Madison
Keep the following information in mind while searching for Oregon to Madison flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $371 (American Airlines) |
One-way from | $190 (American Airlines) |
Popular in | December |
Cheapest in | February |
Average price | $584 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oregon to Madison 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 Oregon to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EugeneMadison
EUG Eugene - MSN Madison Truax Field
EUGMSN
Eugene
Wed 12/2
5:15 am-2:04 pm
1 stop6h 49m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$287
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Sun 12/6
7:51 pm-9:50 am
3 stops35h 59m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$294
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Wed 1/13
6:20 am-2:28 pm
1 stop6h 08m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$303
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Mon 11/16
12:31 pm-9:50 am
2 stops19h 19m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$318
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Sun 12/6
10:43 am-7:42 pm
1 stop6h 59m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Sun 12/6
11:39 pm-10:55 am
1 stop9h 16m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
EugeneMadison
EUG Eugene - MSN Madison Truax Field
EUGMSN
Eugene
Tue 12/1
6:09 am-9:24 pm
2 stops13h 15m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$325
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Thu 1/14
4:29 pm-9:58 am
2 stops39h 29m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$343
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Sun 11/22
6:29 pm-9:58 am
3 stops37h 29m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$349
Quickest round-trip
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Tue 11/17
11:58 am-7:07 pm
1 stop5h 09m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$354
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from Oregon to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Oregon with our price prediction graph.
EUG-MSN
PDX-MSN
RDM-MSN
MFR-MSN
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 Oregon to Madison
USOR-MSN
EUG-MSN
PDX-MSN
RDM-MSN
MFR-MSN
What is the cheapest month to book a flight from Oregon to Madison?
Currently, February is the cheapest month in which you can book a flight from Oregon to Madison (average of $400). Flying from Oregon to Madison in December is currently the most expensive (average of $637). 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 Oregon to Madison?
Airfare is below average for this route at the moment.
Oregon to Madison flights typically cost between $378 and $766 in April.The cheapest round-trip price found within the last 5 days was $371 on American Airlines (Apr 6-Apr 14).
How far ahead should I book a flight from Oregon to Madison?
Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oregon to Madison. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Related info for your journey
Find useful and relevant information for your journey from Oregon to Madison. 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 Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Alternative routes for Oregon to Madison
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Complete your trip
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 30, 2026.
Oregon and Madison flights
Browse other Oregon and Madison flight options. Last updated on October 30, 2026.
Popular flight searches
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Oregon to Madison flights
Consider these flights traveling from Oregon to Madison.
Top 4 airlines flying from Oregon to Madison
Discover the top 4 airlines that operate flights from Oregon to Madison. 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$308 | Average$475 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$317 | Average$630 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$335 | Average$563 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$344 | Average$487 | FlexibilityNo cancel fee | On-timeN/A |