$110+ Cheap flights from Oregon to Milwaukee (MKE)
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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
May 12 — May 191
Round-trip
1 adult, Economy
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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 April 12, 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 April 12, 2026.
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/9![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
PDX
- MKE
1 stop9h 01m
American Airlines
Tue 5/124:26 pm
MKE
- PDX
1 stop8h 21m
American Airlines
Deal found 4/6![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:53 pm
BOI
- MKE
1 stop7h 34m
American Airlines
Tue 5/57:08 am
MKE
- BOI
1 stop6h 55m
American Airlines
Deal found 4/7![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 5/52:35 pm
PDX
- MKE
1 stop6h 35m
Southwest
Tue 5/126:10 am
MKE
- PDX
2 stops9h 30m
Southwest
Deal found 4/6![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/56:00 am
BOI
- MKE
2 stops10h 25m
Southwest
Sat 5/95:30 am
MKE
- BOI
1 stop5h 55m
Southwest
Deal found 4/7![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 4/10. 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 5/66:40 am
PDX
- MKE
1 stop8h 45m
Southwest
Mon 5/116:30 pm
MKE
- PDX
1 stop7h 55m
Southwest
Deal found 4/10![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/55:30 am
PDX
- MKE
2 stops9h 55m
Southwest
Sat 5/97:25 am
MKE
- PDX
1 stop7h 30m
Southwest
Deal found 4/7![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 4/10. 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.
Thu 5/78:35 am
PDX
- MKE
1 stop7h 15m
Southwest
Mon 5/117:05 pm
MKE
- PDX
1 stop7h 50m
Southwest
Deal found 4/10![Southwest logo]()
$333
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:59 pm
EUG
- MKE
1 stop17h 45m
Alaska Airlines
Tue 5/197:00 am
MKE
- EUG
1 stop8h 08m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:00 pm
BOI
- MKE
1 stop7h 00m
Southwest
Wed 5/273:55 pm
MKE
- BOI
1 stop9h 30m
Southwest
Deal found 4/11![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:40 pm
PDX
- MKE
1 stop6h 45m
Southwest
Mon 5/44:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Deal found 4/11![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:59 pm
PDX
- MKE
1 stop6h 43m
American Airlines
Tue 6/306:21 pm
MKE
- PDX
1 stop8h 29m
American Airlines
Deal found 4/8![American Airlines logo]()
$341
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 April 12, 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 April 12, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/56:00 am
BOI
- MKE
1 stop7h 05m
Southwest
Sat 5/95:30 am
MKE
- BOI
1 stop5h 55m
Southwest
Deal found 4/7![Southwest logo]()
$317
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
BOI
- MKE
1 stop7h 13m
Alaska Airlines
Wed 5/67:00 am
MKE
- BOI
1 stop9h 33m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:25 pm
RDM
- MKE
2 stops11h 25m
Delta
Tue 7/147:00 am
MKE
- RDM
1 stop6h 46m
Delta
Deal found 4/11![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:20 am
MFR
- MKE
1 stop6h 55m
American Airlines
Wed 4/297:30 am
MKE
- MFR
1 stop7h 55m
American Airlines
Deal found 4/10![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/52:26 pm
BOI
- MKE
1 stop6h 01m
United Airlines
Wed 5/68:15 am
MKE
- BOI
2 stops15h 01m
United Airlines
Deal found 4/10![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 4/10. 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.
Sat 5/99:35 am
PDX
- MKE
2 stops10h 15m
Southwest
Tue 5/122:40 pm
MKE
- PDX
1 stop10h 20m
Southwest
Deal found 4/10![Southwest logo]()
$357
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
EUG
- MKE
1 stop6h 13m
Alaska Airlines
Wed 5/67:00 am
MKE
- EUG
1 stop7h 46m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:25 pm
RDM
- MKE
2 stops12h 55m
Delta
Tue 7/147:00 am
MKE
- RDM
1 stop6h 46m
Delta
Deal found 4/11![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:25 am
PDX
- MKE
2 stops8h 25m
Southwest
Mon 5/44:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Deal found 4/11![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 4/9. 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.
Fri 5/112:33 pm
RDM
- MKE
2 stops8h 13m
Delta
Sat 5/24:00 pm
MKE
- RDM
2 stops8h 28m
Delta
Deal found 4/9![Delta logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:22 pm
MFR
- MKE
1 stop8h 36m
Alaska Airlines
Sat 4/257:00 am
MKE
- MFR
1 stop7h 52m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 4/6. 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 4/295:00 am
PDX
- MKE
1 stop7h 27m
United Airlines
Sat 5/25:55 am
MKE
- PDX
2 stops12h 38m
United Airlines
Deal found 4/6![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:30 am
PDX
- MKE
2 stops9h 55m
Southwest
Tue 5/126:10 am
MKE
- PDX
2 stops9h 30m
Southwest
Deal found 4/11![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 4/9. 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.
Fri 5/297:20 pm
RDM
- MKE
2 stops12h 53m
Delta
Tue 6/25:01 pm
MKE
- RDM
2 stops8h 43m
Delta
Deal found 4/9![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 4/7. 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 8/2611:15 am
EUG
- MKE
1 stop6h 50m
Southwest
Sat 8/296:30 am
MKE
- EUG
1 stop6h 20m
Southwest
Deal found 4/7![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 4/9. 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.
Fri 7/171:40 pm
EUG
- MKE
1 stop6h 03m
Delta
Mon 7/207:05 am
MKE
- EUG
2 stops11h 03m
Delta
Deal found 4/9![Delta logo]()
$388
This deal was found by Cheapflights users on 4/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:53 pm
RDM
- MKE
1 stop8h 06m
Alaska Airlines
Tue 6/27:00 am
MKE
- RDM
1 stop7h 59m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 6/1911:48 pm
PDX
- MKE
1 stop8h 09m
United Airlines
Sun 6/285:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Deal found 4/7![United Airlines logo]()
$497
This Southwest deal was found by Cheapflights users on 4/8. 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.
Tue 8/1111:15 am
EUG
- MKE
1 stop6h 50m
Southwest
Sat 8/156:30 am
MKE
- EUG
1 stop6h 20m
Southwest
Deal found 4/8![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 4/9. 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.
Wed 6/101:45 pm
PDX
- MKE
1 stop5h 58m
Delta
Sat 6/1311:04 am
MKE
- PDX
1 stop8h 33m
Delta
Deal found 4/9![Delta logo]()
$397
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
PDX
- MKE
1 stop6h 13m
Alaska Airlines
Sat 5/27:00 am
MKE
- PDX
1 stop7h 52m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 6/1110:51 am
PDX
- MKE
1 stop7h 00m
United Airlines
Sun 6/146:05 am
MKE
- PDX
1 stop7h 33m
United Airlines
Deal found 4/8![United Airlines logo]()
$497
This Southwest deal was found by Cheapflights users on 4/7. 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.
Thu 8/276:40 am
EUG
- MKE
1 stop9h 05m
Southwest
Tue 9/15:40 pm
MKE
- EUG
1 stop6h 50m
Southwest
Deal found 4/7![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 4/7. 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 8/67:25 pm
RDM
- MKE
2 stops11h 34m
Delta
Mon 8/105:55 pm
MKE
- RDM
2 stops7h 37m
Delta
Deal found 4/7![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 4/6. 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 4/225:00 am
MFR
- MKE
1 stop7h 27m
United Airlines
Thu 4/234:13 pm
MKE
- MFR
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$519
This Delta deal was found by Cheapflights users on 4/10. 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.
Sat 4/2512:28 pm
MFR
- MKE
1 stop6h 53m
Delta
Wed 4/295:48 pm
MKE
- MFR
2 stops8h 04m
Delta
Deal found 4/10![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 4/7. 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 6/34:05 pm
BOI
- MKE
1 stop6h 05m
Southwest
Fri 6/57:30 pm
MKE
- BOI
1 stop6h 35m
Southwest
Deal found 4/7![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 4/8. 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.
Wed 8/121:40 pm
EUG
- MKE
1 stop5h 45m
Southwest
Sun 8/166:30 am
MKE
- EUG
1 stop5h 55m
Southwest
Deal found 4/8![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 4/6. 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 4/2112:28 pm
MFR
- MKE
1 stop6h 53m
Delta
Sat 4/254:00 pm
MKE
- MFR
2 stops9h 20m
Delta
Deal found 4/6![Delta logo]()
$424
This Expedia deal was found by Cheapflights users on 4/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:45 am
MFR
- MKE
2 stops10h 15m
Alaska Airlines
Fri 5/154:40 pm
MKE
- MFR
2 stops29h 12m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$577
Last-minute flights from Oregon to MilwaukeeDiscover last-minute flight deals from Oregon to Milwaukee. Data last updated April 12, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Milwaukee. Data last updated April 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/9![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:53 pm
BOI
- MKE
1 stop7h 34m
American Airlines
Tue 5/57:08 am
MKE
- BOI
1 stop6h 55m
American Airlines
Deal found 4/7![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:40 pm
PDX
- MKE
1 stop6h 45m
Southwest
Mon 5/44:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Deal found 4/11![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
PDX
- MKE
1 stop9h 01m
American Airlines
Tue 5/124:26 pm
MKE
- PDX
1 stop8h 21m
American Airlines
Deal found 4/6![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 5/52:35 pm
PDX
- MKE
1 stop6h 35m
Southwest
Tue 5/126:10 am
MKE
- PDX
2 stops9h 30m
Southwest
Deal found 4/6![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/56:00 am
BOI
- MKE
2 stops10h 25m
Southwest
Sat 5/95:30 am
MKE
- BOI
1 stop5h 55m
Southwest
Deal found 4/7![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 5/55:30 am
PDX
- MKE
2 stops9h 55m
Southwest
Sat 5/97:25 am
MKE
- PDX
1 stop7h 30m
Southwest
Deal found 4/7![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 4/10. 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 5/66:40 am
PDX
- MKE
1 stop8h 45m
Southwest
Mon 5/116:30 pm
MKE
- PDX
1 stop7h 55m
Southwest
Deal found 4/10![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 4/10. 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.
Thu 5/78:35 am
PDX
- MKE
1 stop7h 15m
Southwest
Mon 5/117:05 pm
MKE
- PDX
1 stop7h 50m
Southwest
Deal found 4/10![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 4/10. 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.
Mon 5/116:00 am
PDX
- MKE
2 stops14h 20m
Southwest
Thu 5/147:05 pm
MKE
- PDX
1 stop7h 50m
Southwest
Deal found 4/10![Southwest logo]()
$344
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:59 pm
EUG
- MKE
1 stop17h 45m
Alaska Airlines
Tue 5/197:00 am
MKE
- EUG
1 stop8h 08m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:00 pm
BOI
- MKE
1 stop7h 00m
Southwest
Wed 5/273:55 pm
MKE
- BOI
1 stop9h 30m
Southwest
Deal found 4/11![Southwest logo]()
$337
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 April 12, 2026.
Search for one-way flight options from Oregon to Milwaukee. Find affordable one-way fares based on user searches. Data last updated April 12, 2026.
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:15 am
PDX
- MKE
1 stop26h 55m
Frontier
Deal found 4/7![Frontier logo]()
$110
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:23 pm
PDX
- MKE
1 stop8h 17m
American Airlines
Deal found 4/8![American Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:30 am
BOI
- MKE
1 stop6h 01m
United Airlines
Deal found 4/11![United Airlines logo]()
$159
This Southwest deal was found by Cheapflights users on 4/7. 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.
Tue 4/286:30 am
PDX
- MKE
2 stops13h 25m
Southwest
Deal found 4/7![Southwest logo]()
$164
This United Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 pm
PDX
- MKE
1 stop5h 54m
United Airlines
Deal found 4/11![United Airlines logo]()
$167
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:26 pm
MFR
- MKE
1 stop8h 33m
Alaska Airlines
Deal found 4/10![Alaska Airlines logo]()
$175
This Southwest deal was found by Cheapflights users on 4/6. 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.
Mon 5/46:00 am
PDX
- MKE
2 stops14h 20m
Southwest
Deal found 4/6![Southwest logo]()
$178
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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.
Tue 6/94:08 pm
EUG
- MKE
1 stop5h 51m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:11 pm
BOI
- MKE
1 stop6h 18m
American Airlines
Deal found 4/11![American Airlines logo]()
$179
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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 5/165:41 pm
MFR
- MKE
1 stop20h 03m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 4/9. 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 6/96:13 am
EUG
- MKE
2 stops9h 56m
Delta
Deal found 4/9![Delta logo]()
$184
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
RDM
- MKE
1 stop7h 44m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$185
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 April 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (CheapOair) |
One-way from | $110 (Trip.com) |
Popular in | February |
Cheapest in | January |
Average price | $413 |
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 2,558,603 searches. Data last updated April 12, 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
BoiseMilwaukee
BOI - MKE
BOIMKE
Boise Air Term. Gowen Fld
Tue 5/5
6:00 am-2:05 pm
1 stop7h 05m
Milwaukee-Mitchell
Sat 5/9
5:30 am-10:25 am
1 stop5h 55m
$317
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Sat 5/9
9:35 am-9:50 pm
2 stops10h 15m
Milwaukee-Mitchell
Tue 5/12
2:40 pm-11:00 pm
1 stop10h 20m
$357
BoiseMilwaukee
BOI - MKE
BOIMKE
Boise Air Term. Gowen Fld
Tue 5/5
6:00 am-2:13 pm
1 stop7h 13m
Milwaukee-Mitchell
Wed 5/6
7:00 am-3:33 pm
1 stop9h 33m
$361
EugeneMilwaukee
EUG - MKE
EUGMKE
Eugene
Tue 5/5
6:00 am-2:13 pm
1 stop6h 13m
Milwaukee-Mitchell
Wed 5/6
7:00 am-12:46 pm
1 stop7h 46m
$368
RedmondMilwaukee
RDM - MKE
RDMMKE
Bend/Redmond
Thu 7/9
7:25 pm-8:50 am
2 stops11h 25m
Milwaukee-Mitchell
Tue 7/14
7:00 am-11:46 am
1 stop6h 46m
$369
RedmondMilwaukee
RDM - MKE
RDMMKE
Bend/Redmond
Fri 7/10
7:25 pm-10:20 am
2 stops12h 55m
Milwaukee-Mitchell
Tue 7/14
7:00 am-11:46 am
1 stop6h 46m
$369
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Sat 5/2
6:25 am-4:50 pm
2 stops8h 25m
Milwaukee-Mitchell
Mon 5/4
4:50 pm-12:55 am
2 stops10h 05m
$370
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Tue 5/5
5:30 am-5:25 pm
2 stops9h 55m
Milwaukee-Mitchell
Tue 5/12
6:10 am-1:40 pm
2 stops9h 30m
$372
RedmondMilwaukee
RDM - MKE
RDMMKE
Bend/Redmond
Fri 5/1
12:33 pm-10:46 pm
2 stops8h 13m
Milwaukee-Mitchell
Sat 5/2
4:00 pm-10:28 pm
2 stops8h 28m
$374
RedmondMilwaukee
RDM - MKE
RDMMKE
Bend/Redmond
Fri 5/29
7:20 pm-10:13 am
2 stops12h 53m
Milwaukee-Mitchell
Tue 6/2
5:01 pm-11:44 pm
2 stops8h 43m
$374
Showing 1-10 of 60 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.
PDX-MKE
BOI-MKE
EUG-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
PDX-MKE
BOI-MKE
EUG-MKE
MFR-MKE
What is the cheapest month to book a flight from Oregon to Milwaukee?
Currently, August is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $88). Flying from Oregon to Milwaukee in November is currently the most expensive (average of $237). 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?
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 locationsSheboygan
Port Washington
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 April 12, 2026.
Oregon and Milwaukee flights
Browse other Oregon and Milwaukee flight options. Last updated on April 12, 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 2,558,603 searches. Data last updated April 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$567 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$242 | Average$485 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$288 | Average$463 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$292 | Average$453 | FlexibilityNo cancel fee | On-time75% |