$273+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MSN
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Madison with Cheapflights
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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 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 September 14, 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 September 14, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. 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 -
1 stop5h 28m
Tue 11/172:38 pm -
1 stop8h 35m
Deal found 9/10![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/1111:49 pm -
1 stop9h 05m
Tue 10/205:53 pm -
1 stop7h 46m
Deal found 9/10![American Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/48:45 am -
2 stops10h 25m
Tue 12/88:49 am -
1 stop6h 27m
Deal found 9/11![United Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/1311:49 pm -
1 stop9h 06m
Tue 10/208:00 am -
1 stop10h 26m
Deal found 9/13![American Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/177:02 am -
1 stop6h 02m
Wed 10/215:10 am -
2 stops8h 55m
Deal found 9/13![United Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/32:27 pm -
1 stop6h 08m
Wed 10/74:10 pm -
1 stop8h 13m
Deal found 9/11![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/32:27 pm -
1 stop6h 40m
Sun 11/86:25 am -
1 stop7h 32m
Deal found 9/11![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/55:30 am -
1 stop7h 37m
Sat 10/106:00 am -
1 stop7h 35m
Deal found 9/14![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/132:27 pm -
1 stop6h 08m
Tue 10/205:10 am -
2 stops8h 55m
Deal found 9/13![United Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 11/132:03 pm -
2 stops9h 10m
Sun 11/156:02 am -
1 stop7h 35m
Deal found 9/14![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/93:24 pm -
1 stop7h 48m
Sat 10/172:35 pm -
1 stop9h 15m
Deal found 9/10![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/102:44 pm -
1 stop5h 23m
Sat 10/176:42 am -
1 stop5h 46m
Deal found 9/12![United Airlines logo]()
$377
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 September 14, 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 September 14, 2026.
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/48:45 am -
2 stops10h 25m
Tue 12/88:49 am -
1 stop6h 27m
Deal found 9/11![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 9/9. 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 12/1011:53 am -
1 stop7h 37m
Tue 12/156:32 am -
1 stop8h 16m
Deal found 9/9![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/82:27 pm -
1 stop6h 08m
Sat 10/102:40 pm -
1 stop8h 30m
Deal found 9/11![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/12. 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 1/146:15 am -
2 stops12h 30m
Mon 1/181:45 pm -
2 stops12h 02m
Deal found 9/12![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/62:27 pm -
1 stop6h 40m
Sun 11/85:00 am -
1 stop8h 57m
Deal found 9/9![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/32:27 pm -
1 stop6h 40m
Sun 11/86:25 am -
1 stop7h 32m
Deal found 9/14![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/10. 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 10/2311:12 pm -
1 stop7h 35m
Mon 10/267:46 pm -
1 stop5h 58m
Deal found 9/10![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/102:44 pm -
1 stop5h 23m
Sat 10/172:49 pm -
2 stops8h 44m
Deal found 9/12![United Airlines logo]()
$382
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/2910:43 am -
1 stop8h 24m
Tue 10/65:00 am -
1 stop6h 31m
Deal found 9/13![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 9/9. 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 9/225:30 am -
1 stop4h 50m
Mon 9/289:02 am -
1 stop5h 42m
Deal found 9/9![Delta logo]()
$509
This United Airlines deal was found by Cheapflights users on 9/10. 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 1/95:15 am -
1 stop6h 35m
Tue 1/123:09 pm -
1 stop7h 40m
Deal found 9/10![United Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/2910:30 am -
2 stops9h 30m
Sat 10/36:42 am -
1 stop5h 46m
Deal found 9/14![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 9/12. 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 10/113:00 pm -
1 stop4h 55m
Sun 10/186:00 am -
1 stop7h 35m
Deal found 9/12![Delta logo]()
$614
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/245:30 pm -
1 stop5h 29m
Sat 10/175:10 am -
2 stops8h 48m
Deal found 9/12![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 9/10. 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 10/83:00 pm -
1 stop4h 55m
Thu 10/151:29 pm -
2 stops11h 30m
Deal found 9/10![Delta logo]()
$637
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/268:40 am -
1 stop6h 30m
Wed 9/305:10 am -
1 stop6h 18m
Deal found 9/14![United Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/2612:45 pm -
1 stop6h 22m
Tue 9/295:10 am -
2 stops8h 55m
Deal found 9/11![United Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/292:27 pm -
1 stop6h 08m
Sat 10/35:10 am -
2 stops9h 00m
Deal found 9/14![United Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 9/10. 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 2/21:00 pm -
1 stop5h 41m
Sat 2/63:09 pm -
1 stop8h 29m
Deal found 9/10![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/62:27 pm -
1 stop6h 40m
Mon 11/95:00 am -
2 stops10h 25m
Deal found 9/9![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 9/12. 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 11/149:00 am -
1 stop6h 25m
Deal found 9/12![United Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/10. 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 1/95:10 am -
1 stop6h 40m
Tue 1/128:30 am -
2 stops13h 25m
Deal found 9/10![United Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2510:30 am -
2 stops11h 05m
Tue 9/292:49 pm -
2 stops10h 10m
Deal found 9/9![United Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/310:35 am -
2 stops11h 00m
Fri 10/96:49 am -
1 stop5h 39m
Deal found 9/14![United Airlines logo]()
$603
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/222:41 pm -
1 stop4h 58m
Mon 9/286:42 am -
1 stop5h 46m
Deal found 9/13![United Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2410:30 am -
2 stops11h 05m
Mon 9/282:49 pm -
2 stops10h 10m
Deal found 9/9![United Airlines logo]()
$620
Last-minute flights from Oregon to MadisonDiscover last-minute flight deals from Oregon to Madison. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Madison. Data last updated September 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/14. 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 9/305:30 am -
1 stop4h 50m
Wed 10/77:46 pm -
1 stop5h 13m
Deal found 9/14![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/111:08 pm -
1 stop7h 06m
Thu 10/87:05 pm -
1 stop6h 54m
Deal found 9/11![American Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/32:27 pm -
1 stop6h 08m
Wed 10/74:10 pm -
1 stop8h 13m
Deal found 9/11![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/55:30 am -
1 stop7h 37m
Sat 10/106:00 am -
1 stop7h 35m
Deal found 9/14![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/55:30 am -
1 stop7h 37m
Sun 10/117:46 pm -
1 stop5h 13m
Deal found 9/14![Delta logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/85:10 am -
1 stop6h 47m
Sat 10/1011:44 am -
1 stop9h 45m
Deal found 9/14![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/93:24 pm -
1 stop7h 48m
Sat 10/172:35 pm -
1 stop9h 15m
Deal found 9/10![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/102:44 pm -
1 stop5h 23m
Sat 10/176:42 am -
1 stop5h 46m
Deal found 9/12![United Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/1111:49 pm -
1 stop9h 05m
Tue 10/205:53 pm -
1 stop7h 46m
Deal found 9/10![American Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/1311:49 pm -
1 stop9h 06m
Tue 10/208:00 am -
1 stop10h 26m
Deal found 9/13![American Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/132:27 pm -
1 stop6h 08m
Tue 10/205:10 am -
2 stops8h 55m
Deal found 9/13![United Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/177:02 am -
1 stop6h 02m
Wed 10/215:10 am -
2 stops8h 55m
Deal found 9/13![United Airlines logo]()
$356
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 September 14, 2026.
Search for one-way flight options from Oregon to Madison. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/312:02 pm -
2 stops19h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/212:31 pm -
3 stops43h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/2712:59 pm -
1 stop5h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![United Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/31:15 pm -
1 stop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/143:24 pm -
1 stop6h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/115:20 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/265:20 am -
1 stop6h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/113:24 pm -
1 stop6h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/155:10 am -
1 stop6h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![American Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/212:59 pm -
2 stops8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 9/14. 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 11/133:00 pm -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$320
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 11/136:06 am -
2 stops11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$325
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 September 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (United Airlines) |
One-way from | $273 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $430 |
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 September 14, 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
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Tue 11/3
12:02 pm-9:58 am
2 stops19h 56m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$273
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Mon 11/2
12:31 pm-9:58 am
3 stops43h 27m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$275
EugeneMadison
EUG Eugene - MSN Madison Truax Field
EUGMSN
Eugene
Tue 10/27
12:59 pm-8:43 pm
1 stop5h 44m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$277
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Tue 11/3
1:15 pm-8:43 pm
1 stop5h 28m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$278
EugeneMadison
EUG Eugene - MSN Madison Truax Field
EUGMSN
Eugene
Mon 11/2
2:27 pm-11:07 pm
1 stop6h 40m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$309
BoiseMadison
BOI Boise Air Term. Gowen Fld - MSN Madison Truax Field
BOIMSN
Boise Air Term. Gowen Fld
Sun 10/11
3:24 pm-11:12 pm
1 stop6h 48m
Madison Truax Field
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$310
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Thu 10/15
5:10 am-1:57 pm
1 stop6h 47m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$313
Quickest round-trip
BoiseMadison
BOI Boise Air Term. Gowen Fld - MSN Madison Truax Field
BOIMSN
Boise Air Term. Gowen Fld
Fri 11/13
3:00 pm-9:17 pm
1 stop5h 17m
Madison Truax Field
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$320
BoiseMadison
BOI Boise Air Term. Gowen Fld - MSN Madison Truax Field
BOIMSN
Boise Air Term. Gowen Fld
Fri 11/13
6:06 am-6:21 pm
2 stops11h 15m
Madison Truax Field
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$325
PortlandMadison
PDX Portland - MSN Madison Truax Field
PDXMSN
Portland
Tue 10/6
8:40 am-9:00 pm
2 stops10h 20m
Madison Truax Field
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$339
Showing 1-10 of 52 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.
PDX-MSN
EUG-MSN
BOI-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
PDX-MSN
EUG-MSN
BOI-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 $399). Flying from Oregon to Madison in May is currently the most expensive (average of $591). 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 $358 and $486 in November.The cheapest round-trip price found within the last 5 days was $326 on United Airlines (Nov 11-Nov 17).
How far ahead should I book a flight from Oregon to Madison?
Booking 66 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
Browse thousands of different options on Cheapflights for your next trip
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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 September 14, 2026.
Oregon and Madison flights
Browse other Oregon and Madison flight options. Last updated on September 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 September 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$317 | Average$630 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$335 | Average$561 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$337 | Average$489 | FlexibilityNo cancel fee | On-timeN/A |