$134+ Cheap flights from Oregon to Milwaukee (MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Nov 10 — Nov 171
Round-trip
1 adult, Economy
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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 Oregon to MilwaukeeExplore the most affordable flight options available from Oregon to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 11, 2026.
Explore the most affordable flight options available from Oregon to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 11, 2026.
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/213:20 pm -
1 stop8h 00m
Tue 1/55:55 pm -
1 stop6h 25m
Deal found 10/9![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/2811:30 pm -
1 stop7h 06m
Sat 10/312:18 pm -
1 stop6h 54m
Deal found 10/7![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/255:51 pm -
2 stops14h 12m
Thu 12/36:24 am -
1 stop6h 24m
Deal found 10/6![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/288:44 pm -
2 stops11h 25m
Sat 10/316:30 am -
2 stops10h 24m
Deal found 10/7![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/67:33 pm -
2 stops12h 36m
Fri 11/136:30 am -
2 stops8h 10m
Deal found 10/6![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 10/9. 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 11/36:00 am -
1 stop6h 09m
Tue 11/105:35 pm -
1 stop8h 11m
Deal found 10/9![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/1011:40 am -
2 stops7h 45m
Wed 12/165:45 am -
2 stops9h 40m
Deal found 10/6![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 10/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:05 pm -
1 stop8h 05m
Mon 11/93:55 pm -
2 stops11h 30m
Deal found 10/10![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Wed 11/411:30 pm -
1 stop7h 06m
Thu 11/125:45 pm -
1 stop7h 24m
Deal found 10/9![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/235:51 pm -
2 stops14h 21m
Wed 12/27:00 am -
2 stops13h 58m
Deal found 10/6![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/1411:40 am -
1 stop8h 05m
Fri 12/188:00 pm -
2 stops15h 05m
Deal found 10/7![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/308:44 pm -
2 stops11h 29m
Wed 11/47:05 am -
1 stop6h 58m
Deal found 10/7![Delta logo]()
$342
Best flights from Oregon to MilwaukeeDiscover carefully curated flight deals from Oregon to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 11, 2026.
Discover carefully curated flight deals from Oregon to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 11, 2026.
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/67:33 pm -
2 stops12h 36m
Fri 11/136:30 am -
2 stops8h 10m
Deal found 10/6![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/115:45 am -
2 stops9h 30m
Wed 12/1612:45 pm -
1 stop7h 20m
Deal found 10/6![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 -
2 stops10h 43m
Wed 11/112:35 pm -
1 stop8h 54m
Deal found 10/8![United Airlines logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 1/910:28 am -
1 stop25h 59m
Wed 1/133:25 pm -
1 stop7h 30m
Deal found 10/7![Alaska Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 10/10. 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 11/121:30 pm -
1 stop6h 25m
Sun 11/156:30 am -
1 stop8h 03m
Deal found 10/10![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1712:10 pm -
2 stops8h 55m
Sun 12/208:00 pm -
1 stop7h 10m
Deal found 10/9![Southwest logo]()
$384
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Sun 11/85:00 am -
1 stop6h 34m
Wed 11/112:35 pm -
1 stop8h 43m
Deal found 10/10![United Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/1911:40 am -
1 stop8h 10m
Mon 11/237:40 pm -
1 stop7h 45m
Deal found 10/8![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 10/9. 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 4/612:35 pm -
1 stop6h 50m
Tue 4/137:15 am -
1 stop6h 41m
Deal found 10/9![Delta logo]()
$419
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/45:00 am -
1 stop6h 34m
Fri 11/610:48 am -
2 stops12h 30m
Deal found 10/8![United Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/55:55 am -
2 stops9h 35m
Mon 11/94:50 pm -
1 stop9h 05m
Deal found 10/6![Southwest logo]()
$405
This Delta deal was found by Cheapflights users on 10/9. 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 4/65:55 am -
2 stops10h 09m
Wed 4/143:15 pm -
2 stops10h 25m
Deal found 10/9![Delta logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/101:10 pm -
1 stop6h 00m
Wed 12/1610:38 am -
2 stops10h 13m
Deal found 10/6![United Airlines logo]()
$434
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 1/91:25 pm -
1 stop23h 02m
Wed 1/133:25 pm -
2 stops31h 41m
Deal found 10/7![Alaska Airlines logo]()
$534
This United Airlines deal was found by Cheapflights users on 10/10. 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 2/97:10 am -
1 stop8h 21m
Wed 2/1012:45 pm -
1 stop8h 14m
Deal found 10/10![United Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 10/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2310:15 pm -
1 stop13h 20m
Tue 12/298:00 pm -
1 stop7h 10m
Deal found 10/10![Southwest logo]()
$457
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/51:20 pm -
1 stop6h 36m
Sun 11/87:05 am -
1 stop6h 35m
Deal found 10/7![Delta logo]()
$463
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2210:15 pm -
2 stops14h 10m
Tue 12/298:00 pm -
1 stop7h 10m
Deal found 10/9![Southwest logo]()
$464
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/231:01 pm -
1 stop8h 58m
Tue 10/279:33 am -
2 stops10h 36m
Deal found 10/8![United Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/216:05 am -
2 stops13h 19m
Sun 10/257:05 am -
1 stop6h 48m
Deal found 10/6![Delta logo]()
$513
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/105:45 am -
1 stop6h 20m
Sat 1/25:50 am -
1 stop6h 55m
Deal found 10/6![Southwest logo]()
$494
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/315:00 am -
2 stops9h 46m
Tue 1/58:40 am -
2 stops10h 54m
Deal found 10/7![United Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/228:44 pm -
2 stops11h 25m
Mon 10/264:56 pm -
1 stop7h 06m
Deal found 10/7![Delta logo]()
$526
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:00 am -
2 stops11h 55m
Tue 1/55:45 am -
2 stops10h 10m
Deal found 10/9![Southwest logo]()
$515
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/236:05 am -
2 stops13h 51m
Sun 10/257:05 am -
2 stops11h 56m
Deal found 10/7![Delta logo]()
$578
Last-minute flights from Oregon to MilwaukeeDiscover last-minute flight deals from Oregon to Milwaukee. Data last updated October 11, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Milwaukee. Data last updated October 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/2811:30 pm -
1 stop7h 06m
Sat 10/312:18 pm -
1 stop6h 54m
Deal found 10/7![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/288:44 pm -
2 stops11h 25m
Sat 10/316:30 am -
2 stops10h 24m
Deal found 10/7![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/308:44 pm -
2 stops11h 29m
Wed 11/47:05 am -
1 stop6h 58m
Deal found 10/7![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 10/9. 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 11/36:00 am -
1 stop6h 09m
Tue 11/105:35 pm -
1 stop8h 11m
Deal found 10/9![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 10/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:05 pm -
1 stop8h 05m
Mon 11/93:55 pm -
2 stops11h 30m
Deal found 10/10![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Wed 11/411:30 pm -
1 stop7h 06m
Thu 11/125:45 pm -
1 stop7h 24m
Deal found 10/9![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/67:33 pm -
2 stops12h 36m
Fri 11/136:30 am -
2 stops8h 10m
Deal found 10/6![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 stop5h 48m
Wed 11/112:35 pm -
1 stop8h 54m
Deal found 10/7![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/235:51 pm -
2 stops14h 21m
Wed 12/27:00 am -
2 stops13h 58m
Deal found 10/6![Delta logo]()
$330
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/246:00 am -
1 stop8h 23m
Tue 12/110:55 am -
2 stops14h 44m
Deal found 10/6![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/255:51 pm -
2 stops14h 12m
Thu 12/36:24 am -
1 stop6h 24m
Deal found 10/6![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/255:51 pm -
2 stops14h 12m
Tue 12/110:55 am -
2 stops14h 44m
Deal found 10/6![Delta logo]()
$344
One-way flights from Oregon to MilwaukeeSearch for one-way flight options from Oregon to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 11, 2026.
Search for one-way flight options from Oregon to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 11, 2026.
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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.
Wed 12/95:45 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Southwest logo]()
$134
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/97:10 am -
2 stops12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/211:30 pm -
1 stop7h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/68:00 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$159
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/279:00 am -
2 stops11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$161
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2511:25 am -
2 stops8h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/511:30 pm -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$174
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/186:20 am -
1 stop12h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$177
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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.
Wed 11/410:15 am -
2 stops9h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$179
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 12/81:06 pm -
1 stop6h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![United Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 10/9. 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 12/86:09 am -
2 stops12h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$186
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/297:10 am -
2 stops12h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Delta logo]()
$187
Find flight deals from Oregon to Milwaukee
Keep the following information in mind while searching for Oregon to Milwaukee flight deals. Data was last updated October 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $252 (Southwest) |
One-way from | $134 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $516 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oregon to Milwaukee 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 11, 2026.
Use the filters below to find and compare flights from Oregon to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Wed 12/9
5:45 am-2:05 pm
1 stop6h 20m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$134
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Wed 12/9
7:10 am-9:55 pm
2 stops12h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$139
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 11/25
11:20 pm-8:50 am
1 stop7h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$156
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Thu 12/24
2:26 pm-11:11 pm
1 stop6h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$156
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 11/10
1:22 pm-10:37 pm
1 stop7h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Fri 12/25
11:25 am-10:40 pm
1 stop9h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Mon 11/23
12:35 am-10:12 am
1 stop7h 37m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Thu 12/10
11:40 am-9:25 pm
2 stops7h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$161
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 2/2
6:10 am-4:45 pm
2 stops8h 35m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$161
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 11/10
9:00 am-8:52 pm
2 stops9h 52m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$164
Showing 1-10 of 51 resultsSorted by cheapest first
Best time to book a flight from Oregon to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Oregon with our price prediction graph.
EUG-MKE
PDX-MKE
MFR-MKE
RDM-MKE
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 Milwaukee
USOR-MKE
EUG-MKE
PDX-MKE
MFR-MKE
RDM-MKE
What is the cheapest month to book a flight from Oregon to Milwaukee?
Currently, January is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $324). Flying from Oregon to Milwaukee in June is currently the most expensive (average of $576). 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 Milwaukee?
Airfare is below average for this route at the moment.
Oregon to Milwaukee flights typically cost between $460 and $668 in October.The cheapest round-trip price found within the last 5 days was $311 on United Airlines (Oct 28-Oct 31).
How far ahead should I book a flight from Oregon to Milwaukee?
Booking 53 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oregon to Milwaukee. 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 Milwaukee. 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 Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Oregon to Milwaukee
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Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oregon to Milwaukee by cabin class
Find flights from Oregon to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 11, 2026.
Oregon and Milwaukee flights
Browse other Oregon and Milwaukee flight options. Last updated on October 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oregon to Milwaukee flights
Consider these flights traveling from Oregon to Milwaukee.
Top 5 airlines flying from Oregon to Milwaukee
Discover the top 5 airlines that operate flights from Oregon to Milwaukee. 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 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$478 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$264 | Average$625 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$276 | Average$486 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$291 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$339 | Average$527 | FlexibilityNo cancel fee | On-time63% |