$159+ Cheap flights from Milwaukee (MKE) to Oregon
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
May 29 — Jun 51
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Oregon with Cheapflights
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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 April 29, 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 April 29, 2026.
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:00 pm
MKE
- PDX
1 stop5h 58m
Delta
Tue 9/1512:40 am
PDX
- MKE
1 stop5h 34m
Delta
Deal found 4/28![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/35:00 am
MKE
- PDX
1 stop6h 39m
United Airlines
Mon 6/811:40 pm
PDX
- MKE
1 stop8h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:15 pm
MKE
- PDX
1 stop7h 00m
Delta
Mon 6/13:10 pm
PDX
- MKE
1 stop5h 45m
Delta
Deal found 4/26![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 4/26. 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.
Mon 5/255:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Tue 6/21:40 pm
PDX
- MKE
1 stop5h 53m
Delta
Deal found 4/26![Delta logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 10/202:50 pm
MKE
- MFR
1 stop11h 43m
Alaska Airlines
Fri 10/236:00 am
MFR
- MKE
1 stop5h 52m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:05 pm
MKE
- PDX
1 stop9h 05m
Southwest
Tue 6/95:35 am
PDX
- MKE
2 stops9h 40m
Southwest
Deal found 4/29![Southwest logo]()
$350
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:55 pm
MKE
- MFR
2 stops7h 46m
Delta
Sat 9/51:25 pm
MFR
- MKE
1 stop5h 59m
Delta
Deal found 4/28![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 4/26. 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.
Mon 5/256:30 am
MKE
- PDX
1 stop6h 23m
Delta
Mon 6/111:12 pm
PDX
- MKE
1 stop7h 37m
Delta
Deal found 4/26![Delta logo]()
$356
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 6/24:40 pm
MKE
- BOI
1 stop8h 18m
Alaska Airlines
Wed 6/34:19 pm
BOI
- MKE
1 stop6h 40m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/27. 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.
Tue 10/202:45 pm
MKE
- MFR
2 stops11h 04m
Delta
Sat 10/245:55 am
MFR
- MKE
2 stops8h 50m
Delta
Deal found 4/27![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 6/32:45 pm
MKE
- PDX
2 stops10h 25m
Southwest
Mon 6/811:30 pm
PDX
- MKE
1 stop9h 25m
Southwest
Deal found 4/27![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 5/266:10 am
MKE
- PDX
2 stops9h 30m
Southwest
Tue 6/21:35 pm
PDX
- MKE
1 stop6h 00m
Southwest
Deal found 4/27![Southwest logo]()
$363
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 April 29, 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 April 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 10/202:50 pm
MKE
- MFR
1 stop11h 43m
Alaska Airlines
Fri 10/236:00 am
MFR
- MKE
1 stop5h 52m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:55 pm
MKE
- MFR
2 stops7h 46m
Delta
Sat 9/51:25 pm
MFR
- MKE
1 stop5h 59m
Delta
Deal found 4/28![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 4/28. 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.
Tue 6/236:55 pm
MKE
- PDX
1 stop6h 55m
Southwest
Mon 6/294:25 pm
PDX
- MKE
1 stop7h 30m
Southwest
Deal found 4/28![Southwest logo]()
$397
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:38 pm
MKE
- PDX
1 stop8h 31m
United Airlines
Sat 5/237:00 am
PDX
- MKE
1 stop7h 01m
United Airlines
Deal found 4/28![United Airlines logo]()
$445
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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.
Tue 10/202:50 pm
MKE
- MFR
1 stop11h 43m
Alaska Airlines
Sat 10/246:00 am
MFR
- MKE
1 stop5h 52m
Alaska Airlines
Deal found 4/25![Alaska Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:15 pm
MKE
- MFR
2 stops9h 57m
Delta
Sat 10/245:55 am
MFR
- MKE
2 stops8h 50m
Delta
Deal found 4/26![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 4/24. 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 9/412:30 pm
MKE
- PDX
2 stops10h 40m
Southwest
Wed 9/97:05 am
PDX
- MKE
2 stops9h 25m
Southwest
Deal found 4/24![Southwest logo]()
$407
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:50 pm
MKE
- MFR
1 stop11h 43m
Alaska Airlines
Mon 10/196:14 pm
MFR
- MKE
1 stop17h 38m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:59 pm
MKE
- EUG
2 stops10h 56m
Delta
Tue 7/216:15 am
EUG
- MKE
2 stops11h 16m
Delta
Deal found 4/26![Delta logo]()
$393
This Southwest deal was found by Cheapflights users on 4/27. 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 9/126:15 am
MKE
- PDX
2 stops9h 45m
Southwest
Tue 9/157:05 am
PDX
- MKE
2 stops9h 25m
Southwest
Deal found 4/27![Southwest logo]()
$407
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 9/13:01 pm
MKE
- MFR
1 stop10h 58m
Alaska Airlines
Sat 9/51:34 pm
MFR
- MKE
1 stop8h 25m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 pm
MKE
- PDX
1 stop7h 02m
United Airlines
Sun 10/115:00 am
PDX
- MKE
1 stop6h 26m
United Airlines
Deal found 4/28![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 4/26. 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 9/1812:00 pm
MKE
- PDX
1 stop5h 58m
Delta
Mon 9/2112:40 am
PDX
- MKE
1 stop5h 34m
Delta
Deal found 4/26![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 4/25. 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.
Tue 10/135:45 am
MKE
- PDX
2 stops10h 25m
Southwest
Wed 10/219:00 am
PDX
- MKE
1 stop6h 15m
Southwest
Deal found 4/25![Southwest logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:03 pm
MKE
- EUG
1 stop10h 50m
Alaska Airlines
Tue 9/223:08 pm
EUG
- MKE
1 stop20h 59m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:35 am
MKE
- RDM
2 stops11h 03m
Delta
Wed 6/106:26 am
RDM
- MKE
2 stops9h 53m
Delta
Deal found 4/26![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:30 pm
MKE
- EUG
1 stop6h 10m
Southwest
Mon 7/274:55 pm
EUG
- MKE
1 stop7h 00m
Southwest
Deal found 4/29![Southwest logo]()
$455
This Alaska Airlines deal was found by Cheapflights users on 4/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:40 pm
MKE
- RDM
1 stop9h 19m
Alaska Airlines
Wed 6/109:44 am
RDM
- MKE
1 stop12h 15m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 5/1212:43 pm
MKE
- PDX
1 stop7h 55m
Delta
Tue 5/196:15 am
PDX
- MKE
1 stop8h 36m
Delta
Deal found 4/25![Delta logo]()
$453
This Southwest deal was found by Cheapflights users on 4/25. 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.
Fri 8/74:35 pm
MKE
- BOI
1 stop8h 00m
Southwest
Mon 8/1011:30 am
BOI
- MKE
1 stop5h 15m
Southwest
Deal found 4/25![Southwest logo]()
$463
This Alaska Airlines deal was found by Cheapflights users on 4/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:40 pm
MKE
- BOI
1 stop8h 18m
Alaska Airlines
Wed 6/36:35 am
BOI
- MKE
2 stops12h 22m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:59 pm
MKE
- BOI
1 stop5h 48m
Delta
Mon 6/225:30 am
BOI
- MKE
1 stop4h 47m
Delta
Deal found 4/29![Delta logo]()
$463
This Southwest deal was found by Cheapflights users on 4/27. 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 6/88:25 pm
MKE
- PDX
1 stop6h 55m
Southwest
Thu 6/1112:15 pm
PDX
- MKE
2 stops8h 10m
Southwest
Deal found 4/27![Southwest logo]()
$470
This Expedia deal was found by Cheapflights users on 4/26. 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 10/23:03 pm
MKE
- YKM
1 stop10h 52m
Alaska Airlines
Tue 10/62:09 pm
YKM
- MKE
1 stop21h 43m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:07 am
MKE
- BOI
1 stop6h 11m
Delta
Wed 8/193:25 pm
BOI
- MKE
1 stop4h 57m
Delta
Deal found 4/28![Delta logo]()
$465
This Southwest deal was found by Cheapflights users on 4/27. 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 7/132:30 pm
MKE
- BOI
1 stop10h 25m
Southwest
Sat 7/185:10 pm
BOI
- MKE
1 stop6h 10m
Southwest
Deal found 4/27![Southwest logo]()
$473
This Alaska Airlines deal was found by Cheapflights users on 4/25. 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.
Wed 5/135:06 am
MKE
- EUG
2 stops12h 17m
Alaska Airlines
Sat 5/167:59 pm
EUG
- MKE
2 stops12h 44m
Alaska Airlines
Deal found 4/25![Alaska Airlines logo]()
$458
This Southwest deal was found by Cheapflights users on 4/25. 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.
Sun 9/205:45 am
MKE
- PDX
1 stop8h 55m
Southwest
Sun 10/48:45 am
PDX
- MKE
1 stop7h 10m
Southwest
Deal found 4/25![Southwest logo]()
$477
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:12 am
MKE
- RDM
2 stops13h 33m
Delta
Mon 6/227:25 pm
RDM
- MKE
2 stops11h 50m
Delta
Deal found 4/26![Delta logo]()
$484
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 6/243:40 pm
MKE
- PDX
2 stops8h 55m
Southwest
Sun 6/2811:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 4/28![Southwest logo]()
$479
Last-minute flights from Milwaukee to OregonDiscover last-minute flight deals from Milwaukee to Oregon. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Oregon. Data last updated April 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 5/125:01 pm
MKE
- MFR
2 stops8h 41m
Delta
Thu 5/285:15 am
MFR
- MKE
2 stops10h 40m
Delta
Deal found 4/25![Delta logo]()
$384
This Southwest deal was found by Cheapflights users on 4/28. 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.
Tue 5/195:30 am
MKE
- PDX
1 stop6h 55m
Southwest
Sat 5/236:25 am
PDX
- MKE
2 stops8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 4/26. 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.
Mon 5/255:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Tue 6/21:40 pm
PDX
- MKE
1 stop5h 53m
Delta
Deal found 4/26![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 4/26. 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.
Mon 5/255:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Sat 5/306:15 am
PDX
- MKE
1 stop8h 36m
Delta
Deal found 4/26![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 4/27. 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 5/265:00 am
MKE
- PDX
1 stop6h 39m
United Airlines
Tue 6/211:40 pm
PDX
- MKE
1 stop8h 17m
United Airlines
Deal found 4/27![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Mon 6/111:12 pm
PDX
- MKE
1 stop7h 37m
Delta
Deal found 4/26![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 4/27. 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.
Tue 5/266:10 am
MKE
- PDX
2 stops9h 30m
Southwest
Tue 6/21:35 pm
PDX
- MKE
1 stop6h 00m
Southwest
Deal found 4/27![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:15 pm
MKE
- PDX
1 stop7h 00m
Delta
Mon 6/13:10 pm
PDX
- MKE
1 stop5h 45m
Delta
Deal found 4/26![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 4/28. 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.
Thu 5/284:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Wed 6/101:15 pm
PDX
- MKE
1 stop8h 20m
Southwest
Deal found 4/28![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 4/26. 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 5/296:45 am
MKE
- PDX
1 stop7h 48m
Delta
Wed 6/33:10 pm
PDX
- MKE
1 stop5h 45m
Delta
Deal found 4/26![Delta logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 4/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
MKE
- PDX
1 stop6h 31m
Alaska Airlines
Sat 5/305:00 am
PDX
- MKE
1 stop8h 44m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 4/28. 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.
Fri 5/294:50 pm
MKE
- PDX
2 stops9h 35m
Southwest
Tue 6/95:35 am
PDX
- MKE
1 stop6h 25m
Southwest
Deal found 4/28![Southwest logo]()
$392
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 April 29, 2026.
Search for one-way flight options from Milwaukee to Oregon. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:30 pm
MKE
- PDX
1 stop9h 17m
American Airlines
Deal found 4/25![American Airlines logo]()
$159
This Southwest deal was found by Cheapflights users on 4/25. 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.
Wed 6/32:45 pm
MKE
- PDX
2 stops10h 25m
Southwest
Deal found 4/25![Southwest logo]()
$164
This Delta deal was found by Cheapflights users on 4/26. 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.
Sat 5/165:00 pm
MKE
- PDX
1 stop7h 02m
Delta
Deal found 4/26![Delta logo]()
$167
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:38 pm
MKE
- PDX
1 stop8h 31m
United Airlines
Deal found 4/29![United Airlines logo]()
$169
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
MKE
- MFR
1 stop7h 50m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$175
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 5/266:45 am
MKE
- BOI
1 stop6h 11m
Delta
Deal found 4/25![Delta logo]()
$179
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:00 am
MKE
- EUG
1 stop8h 37m
United Airlines
Deal found 4/28![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:15 pm
MKE
- MFR
2 stops10h 26m
Delta
Deal found 4/28![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:58 pm
MKE
- MFR
2 stops9h 59m
Delta
Deal found 4/28![Delta logo]()
$184
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:35 pm
MKE
- RDM
1 stop8h 31m
United Airlines
Deal found 4/29![United Airlines logo]()
$185
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:45 am
MKE
- EUG
1 stop7h 01m
Delta
Deal found 4/28![Delta logo]()
$189
This Southwest deal was found by Cheapflights users on 4/26. 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.
Wed 6/105:00 am
MKE
- PDX
2 stops9h 00m
Southwest
Deal found 4/26![Southwest logo]()
$195
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 April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Delta) |
One-way from | $159 (American Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $448 |
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 2,558,603 searches. Data last updated April 29, 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
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Tue 10/20
2:50 pm-12:33 am
1 stop11h 43m
Medford
Fri 10/23
6:00 am-1:52 pm
1 stop5h 52m
$349
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Tue 10/20
2:50 pm-12:33 am
1 stop11h 43m
Medford
Sat 10/24
6:00 am-1:52 pm
1 stop5h 52m
$349
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Tue 9/1
5:55 pm-11:41 pm
2 stops7h 46m
Medford
Sat 9/5
1:25 pm-9:24 pm
1 stop5h 59m
$354
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Tue 10/20
3:15 pm-11:12 pm
2 stops9h 57m
Medford
Sat 10/24
5:55 am-4:45 pm
2 stops8h 50m
$359
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Fri 10/16
2:50 pm-12:33 am
1 stop11h 43m
Medford
Mon 10/19
6:14 pm-1:52 pm
1 stop17h 38m
$374
MilwaukeeMedford
MKE - MFR
MKEMFR
Milwaukee-Mitchell
Tue 9/1
3:01 pm-11:59 pm
1 stop10h 58m
Medford
Sat 9/5
1:34 pm-11:59 pm
1 stop8h 25m
$374
MilwaukeeEugene
MKE - EUG
MKEEUG
Milwaukee-Mitchell
Thu 9/17
3:03 pm-11:53 pm
1 stop10h 50m
Eugene
Tue 9/22
3:08 pm-2:07 pm
1 stop20h 59m
$391
MilwaukeeEugene
MKE - EUG
MKEEUG
Milwaukee-Mitchell
Thu 7/16
2:59 pm-11:55 pm
2 stops10h 56m
Eugene
Tue 7/21
6:15 am-7:31 pm
2 stops11h 16m
$393
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 6/23
6:55 pm-11:50 pm
1 stop6h 55m
Portland
Mon 6/29
4:25 pm-1:55 am
1 stop7h 30m
$397
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Fri 9/18
12:00 pm-3:58 pm
1 stop5h 58m
Portland
Mon 9/21
12:40 am-8:14 am
1 stop5h 34m
$397
Showing 1-10 of 60 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-MFR
MKE-BOI
MKE-EUG
MKE-RDM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to Oregon
MKE-USOR
MKE-PDX
MKE-MFR
MKE-BOI
MKE-EUG
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 66 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Milwaukee to Oregon?
Currently, June is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $124). Flying from Milwaukee to Oregon in December is currently the most expensive (average of $302). 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?
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 April 29, 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.
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Search flights from Milwaukee to Oregon by cabin class
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 April 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$440 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$440 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$263 | Average$446 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$411 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$319 | Average$421 | FlexibilityNo cancel fee | On-time63% |