$159+ Cheap flights from Milwaukee (MKE) 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Oct 28 — Nov 41
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee 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 Milwaukee to OregonExplore the most affordable flight options available from Milwaukee to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
Explore the most affordable flight options available from Milwaukee to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:45 pm -
1 stop7h 59m
Sat 10/2411:00 pm -
1 stop8h 11m
Deal found 9/23![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:35 pm -
1 stop7h 00m
Mon 11/211:30 pm -
1 stop9h 30m
Deal found 9/27![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/306:48 am -
1 stop7h 04m
Mon 11/22:34 pm -
1 stop5h 41m
Deal found 9/26![United Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 9/27. 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 12/112:15 pm -
1 stop9h 36m
Sat 12/511:57 am -
1 stop8h 12m
Deal found 9/27![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:58 pm -
1 stop6h 43m
Wed 10/281:12 pm -
1 stop7h 30m
Deal found 9/23![American Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:15 pm -
1 stop9h 05m
Tue 12/811:40 am -
2 stops8h 30m
Deal found 9/24![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Fri 10/232:20 pm -
1 stop6h 33m
Fri 10/307:00 am -
1 stop8h 02m
Deal found 9/25![United Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:25 am -
2 stops14h 45m
Mon 11/211:30 pm -
1 stop9h 30m
Deal found 9/26![Southwest logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/27. 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 12/224:54 pm -
1 stop9h 15m
Sat 1/236:00 am -
1 stop9h 10m
Deal found 9/27![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:00 am -
1 stop6h 31m
Fri 10/162:27 pm -
1 stop6h 32m
Deal found 9/23![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:20 pm -
2 stops9h 29m
Sat 10/241:36 pm -
1 stop6h 20m
Deal found 9/23![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 10/147:15 am -
2 stops11h 46m
Sat 10/241:36 pm -
1 stop6h 20m
Deal found 9/25![Delta logo]()
$410
Best flights from Milwaukee to OregonDiscover carefully curated flight deals from Milwaukee to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
Discover carefully curated flight deals from Milwaukee to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:36 pm -
1 stop11h 13m
Wed 10/282:20 pm -
1 stop7h 33m
Deal found 9/23![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:05 am -
1 stop7h 50m
Tue 11/1711:40 am -
2 stops8h 35m
Deal found 9/27![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:00 am -
1 stop8h 41m
Mon 12/72:26 pm -
1 stop6h 29m
Deal found 9/24![United Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 9/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2210:08 am -
2 stops13h 40m
Tue 12/298:04 pm -
2 stops11h 20m
Deal found 9/27![Alaska Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Fri 10/1611:42 am -
2 stops13h 44m
Mon 10/195:16 am -
1 stop6h 40m
Deal found 9/26![American Airlines logo]()
$552
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:59 pm -
1 stop6h 05m
Fri 1/16:05 am -
1 stop7h 07m
Deal found 9/23![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:45 am -
1 stop9h 25m
Tue 12/81:50 pm -
1 stop5h 55m
Deal found 9/24![Southwest logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/26. 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 2/114:10 pm -
1 stop7h 28m
Tue 2/165:00 am -
1 stop6h 23m
Deal found 9/26![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:35 pm -
1 stop7h 00m
Mon 11/25:10 am -
2 stops10h 20m
Deal found 9/27![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:35 am -
2 stops10h 55m
Sat 11/711:40 am -
2 stops8h 40m
Deal found 9/28![Southwest logo]()
$376
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/242:39 pm -
1 stop8h 24m
Sat 10/315:00 am -
1 stop6h 34m
Deal found 9/26![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 9/26. 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.
Fri 10/304:56 pm -
2 stops9h 03m
Fri 11/67:33 pm -
2 stops11h 17m
Deal found 9/26![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/93:55 pm -
2 stops11h 30m
Mon 11/1610:15 am -
2 stops11h 00m
Deal found 9/25![Southwest logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:04 am -
2 stops10h 41m
Wed 11/188:55 am -
2 stops11h 42m
Deal found 9/24![Alaska Airlines logo]()
$509
This United Airlines deal was found by Cheapflights users on 9/27. 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 12/93:59 pm -
1 stop7h 38m
Sun 12/131:10 pm -
1 stop6h 00m
Deal found 9/27![United Airlines logo]()
$429
This Alaska Airlines deal was found by Cheapflights users on 9/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2210:08 am -
2 stops13h 40m
Wed 12/307:17 am -
2 stops13h 05m
Deal found 9/27![Alaska Airlines logo]()
$509
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:05 am -
1 stop7h 50m
Fri 1/111:40 am -
2 stops8h 30m
Deal found 9/23![Southwest logo]()
$385
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:20 pm -
2 stops9h 58m
Sat 10/246:11 am -
2 stops11h 55m
Deal found 9/23![Delta logo]()
$470
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:39 pm -
1 stop8h 35m
Sat 10/241:01 pm -
1 stop6h 07m
Deal found 9/23![United Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:20 pm -
2 stops9h 46m
Wed 10/147:33 pm -
2 stops11h 07m
Deal found 9/24![Delta logo]()
$485
This Alaska Airlines deal was found by Cheapflights users on 9/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:53 pm -
1 stop10h 06m
Mon 10/191:23 pm -
1 stop23h 32m
Deal found 9/25![Alaska Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:20 pm -
2 stops8h 54m
Sat 10/315:01 am -
2 stops10h 42m
Deal found 9/24![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:20 pm -
2 stops9h 29m
Sat 10/246:05 am -
2 stops13h 51m
Deal found 9/23![Delta logo]()
$486
This Alaska Airlines deal was found by Cheapflights users on 9/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:17 pm -
1 stop26h 43m
Tue 11/35:33 am -
1 stop8h 09m
Deal found 9/27![Alaska Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/302:35 pm -
1 stop8h 43m
Fri 11/61:02 pm -
1 stop5h 57m
Deal found 9/26![United Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:20 am -
1 stop6h 55m
Fri 10/302:30 pm -
1 stop6h 20m
Deal found 9/27![Southwest logo]()
$483
This Delta deal was found by Cheapflights users on 9/27. 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.
Sun 10/256:30 am -
2 stops8h 26m
Fri 10/306:05 am -
2 stops13h 51m
Deal found 9/27![Delta logo]()
$493
This Alaska Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/63:34 pm -
2 stops10h 25m
Tue 2/95:40 am -
2 stops11h 52m
Deal found 9/24![Alaska Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:39 pm -
1 stop8h 24m
Wed 10/1412:53 pm -
2 stops8h 06m
Deal found 9/24![United Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 9/27. 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 11/176:47 am -
1 stop7h 10m
Wed 11/1812:59 pm -
1 stop6h 00m
Deal found 9/27![United Airlines logo]()
$519
Last-minute flights from Milwaukee to OregonDiscover last-minute flight deals from Milwaukee to Oregon. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Oregon. Data last updated September 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:00 am -
1 stop6h 31m
Fri 10/162:27 pm -
1 stop6h 32m
Deal found 9/23![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:45 pm -
1 stop7h 59m
Sat 10/2411:00 pm -
1 stop8h 11m
Deal found 9/23![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:30 am -
2 stops9h 30m
Sat 10/242:40 pm -
1 stop7h 35m
Deal found 9/23![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:20 pm -
2 stops9h 29m
Sat 10/241:36 pm -
1 stop6h 20m
Deal found 9/23![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:30 pm -
2 stops10h 40m
Mon 10/2611:35 pm -
1 stop9h 30m
Deal found 9/23![Southwest logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:58 pm -
1 stop6h 43m
Wed 10/281:12 pm -
1 stop7h 30m
Deal found 9/23![American Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:56 pm -
1 stop7h 06m
Tue 10/2711:43 am -
1 stop6h 23m
Deal found 9/24![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Fri 10/232:20 pm -
1 stop6h 33m
Fri 10/307:00 am -
1 stop8h 02m
Deal found 9/25![United Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:35 pm -
1 stop7h 00m
Mon 11/211:30 pm -
1 stop9h 30m
Deal found 9/27![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/306:48 am -
1 stop7h 04m
Mon 11/22:34 pm -
1 stop5h 41m
Deal found 9/26![United Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:25 am -
2 stops14h 45m
Mon 11/211:30 pm -
1 stop9h 30m
Deal found 9/26![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:35 am -
2 stops10h 55m
Sat 11/711:40 am -
2 stops8h 40m
Deal found 9/28![Southwest logo]()
$376
One-way flights from Milwaukee to OregonSearch for one-way flight options from Milwaukee to Oregon. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
Search for one-way flight options from Milwaukee to Oregon. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This United Airlines deal was found by Cheapflights users on 9/27. 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 11/122:35 pm -
1 stop8h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![United Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 9/25. 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 11/76:48 am -
2 stops8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![United Airlines logo]()
$164
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:00 pm -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:20 am -
2 stops8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 9/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:25 am -
2 stops14h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Southwest logo]()
$183
This Expedia deal was found by Cheapflights users on 9/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/223:25 pm -
2 stops22h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Alaska Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 9/25. 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.
Thu 10/222:58 pm -
1 stop6h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$201
This Alaska Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:33 pm -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Alaska Airlines logo]()
$208
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:35 pm -
1 stop8h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$210
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:10 pm -
2 stops9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$214
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:35 am -
2 stops11h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/225:45 am -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Southwest logo]()
$215
Find flight deals from Milwaukee to Oregon
Keep the following information in mind while searching for Milwaukee to Oregon flight deals. Data was last updated September 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Delta) |
One-way from | $159 (United Airlines) |
Popular in | July |
Cheapest in | May |
Average price | $434 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 September 28, 2026.
Use the filters below to find and compare flights from Milwaukee to Oregon that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/7
12:42 pm-9:49 pm
1 stop11h 07m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Wed 10/28
6:47 am-11:47 am
1 stop7h 00m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 10/24
2:58 pm-7:41 pm
1 stop6h 43m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Thu 11/12
4:40 pm-11:00 pm
1 stop8h 20m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Wed 10/21
12:36 pm-9:49 pm
1 stop11h 13m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$159
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/7
6:48 am-1:25 pm
2 stops8h 37m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$164
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 10/16
8:00 pm-1:25 am
1 stop7h 25m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$172
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 12/4
6:00 am-11:41 am
1 stop7h 41m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$172
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 12/4
6:20 am-1:10 pm
2 stops8h 50m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$177
MilwaukeeRedmond
MKE Milwaukee-Mitchell - RDM Bend/Redmond
MKERDM
Milwaukee-Mitchell
Tue 11/10
2:35 pm-9:18 pm
1 stop8h 43m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$210
Showing 1-10 of 49 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Oregon
Have a flexible travel schedule? Discover the best time to fly to Oregon from Milwaukee with our price prediction graph.
MKE-PDX
MKE-EUG
MKE-RDM
MKE-MFR
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 Milwaukee to Oregon
MKE-USOR
MKE-PDX
MKE-EUG
MKE-RDM
MKE-MFR
What is the cheapest month to book a flight from Milwaukee to Oregon?
Currently, May is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $385). Flying from Milwaukee to Oregon in July is currently the most expensive (average of $559). 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 Milwaukee to Oregon?
Airfare is below average for this route at the moment.
Milwaukee to Oregon flights typically cost between $351 and $536 in October.The cheapest round-trip price found within the last 5 days was $317 on Delta (Oct 17-Oct 24).
How far ahead should I book a flight from Milwaukee to Oregon?
The price you pay for your flight from Milwaukee to Oregon may vary depending on when you book. For the best chance of a lower fare, look to book 20 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 September 28, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, andDelta from Milwaukee to Oregon by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Milwaukee 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 Milwaukee to Oregon
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Complete your trip
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Find flights from Milwaukee to Oregon, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Oregon flights
Browse other Milwaukee and Oregon flight options. Last updated on September 28, 2026.
Popular flight searches
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Milwaukee to Oregon flights
Consider these flights traveling from Milwaukee to Oregon.
Top 5 airlines flying from Milwaukee to Oregon
Discover the top 5 airlines that operate flights from Milwaukee 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 September 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$254 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$263 | Average$442 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$439 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$316 | Average$434 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$320 | Average$492 | FlexibilityNo cancel fee | On-time63% |