$159+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Oct 23 — Oct 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Oregon to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oregon to Milwaukee
Cheapest
Best
Last-minute
One-way
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 September 23, 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 September 23, 2026.
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:44 pm -
1 stop5h 29m
Wed 10/287:03 am -
1 stop8h 35m
Deal found 9/19![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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
Sat 11/76:48 am -
2 stops8h 37m
Deal found 9/22![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:55 pm -
1 stop7h 12m
Mon 10/265:00 am -
1 stop9h 22m
Deal found 9/21![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/1611:12 pm -
1 stop7h 38m
Wed 10/285:30 am -
1 stop10h 08m
Deal found 9/19![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:35 pm -
1 stop9h 30m
Fri 10/235:00 pm -
2 stops10h 25m
Deal found 9/22![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/911:12 pm -
1 stop7h 38m
Fri 10/164:56 pm -
1 stop7h 06m
Deal found 9/18![Delta logo]()
$343
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:59 pm -
1 stop8h 06m
Tue 10/135:00 am -
1 stop6h 31m
Deal found 9/18![United Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:15 am -
1 stop6h 44m
Mon 11/236:21 pm -
1 stop7h 55m
Deal found 9/18![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/136:00 am -
1 stop6h 30m
Mon 10/264:56 pm -
1 stop7h 06m
Deal found 9/19![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/2710:45 am -
2 stops9h 15m
Wed 11/44:15 pm -
1 stop9h 10m
Deal found 9/18![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 11/1811:40 am -
2 stops8h 35m
Mon 11/237:40 pm -
1 stop7h 45m
Deal found 9/18![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/222:15 pm -
1 stop6h 44m
Thu 10/292:35 pm -
1 stop8h 54m
Deal found 9/22![United Airlines logo]()
$399
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 September 23, 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 September 23, 2026.
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:44 pm -
1 stop5h 29m
Tue 10/136:30 am -
1 stop8h 08m
Deal found 9/19![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/222:27 pm -
1 stop6h 32m
Tue 10/2712:03 pm -
1 stop9h 09m
Deal found 9/22![United Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/275:50 am -
1 stop6h 30m
Wed 11/45:55 pm -
1 stop6h 30m
Deal found 9/18![Southwest logo]()
$399
This Alaska Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 10/272:30 pm -
2 stops15h 37m
Tue 11/35:04 am -
2 stops10h 33m
Deal found 9/21![Alaska Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop6h 09m
Sat 10/2412:42 pm -
1 stop8h 27m
Deal found 9/19![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:59 pm -
1 stop8h 06m
Tue 10/135:00 am -
1 stop6h 31m
Deal found 9/18![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/285:50 am -
1 stop9h 20m
Tue 11/35:45 am -
1 stop6h 55m
Deal found 9/18![Southwest logo]()
$404
This Alaska Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2811:03 am -
2 stops19h 04m
Thu 11/55:04 am -
2 stops13h 43m
Deal found 9/20![Alaska Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 10/62:15 pm -
1 stop6h 44m
Sat 10/105:00 am -
1 stop8h 50m
Deal found 9/21![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/207:33 pm -
2 stops12h 36m
Tue 10/274:56 pm -
2 stops9h 03m
Deal found 9/20![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:15 am -
2 stops10h 55m
Sat 10/175:40 am -
2 stops13h 40m
Deal found 9/18![Southwest logo]()
$433
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/207:20 am -
2 stops11h 24m
Tue 10/272:35 pm -
1 stop8h 43m
Deal found 9/20![United Airlines logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:06 am -
1 stop7h 36m
Wed 11/114:40 pm -
1 stop6h 19m
Deal found 9/22![Alaska Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 11/51:36 pm -
1 stop6h 20m
Sun 11/89:35 am -
2 stops9h 26m
Deal found 9/18![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/272:34 pm -
1 stop5h 41m
Tue 11/38:00 am -
2 stops12h 09m
Deal found 9/22![United Airlines logo]()
$442
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:40 pm -
1 stop7h 35m
Sun 10/185:10 am -
1 stop8h 05m
Deal found 9/20![Southwest logo]()
$505
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 9/21![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 11/52:27 pm -
1 stop5h 48m
Sun 11/85:00 am -
1 stop8h 57m
Deal found 9/18![United Airlines logo]()
$448
This Alaska Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 1/95:39 pm -
1 stop18h 48m
Wed 1/133:25 pm -
2 stops22h 34m
Deal found 9/22![Alaska Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 10/61:01 pm -
2 stops7h 58m
Sat 10/102:39 pm -
1 stop8h 35m
Deal found 9/21![United Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:11 am -
2 stops13h 45m
Fri 10/1612:41 pm -
2 stops13h 14m
Deal found 9/21![Delta logo]()
$571
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/45:00 am -
1 stop6h 31m
Thu 10/812:05 pm -
2 stops10h 52m
Deal found 9/19![United Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/1612:53 pm -
1 stop9h 06m
Fri 10/232:39 pm -
1 stop8h 22m
Deal found 9/18![United Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/95:30 am -
1 stop6h 55m
Wed 1/134:15 pm -
1 stop7h 05m
Deal found 9/22![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/95:10 am -
1 stop7h 15m
Wed 1/134:15 pm -
1 stop6h 55m
Deal found 9/21![United Airlines logo]()
$575
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/51:01 pm -
1 stop8h 58m
Sun 10/112:39 pm -
1 stop8h 35m
Deal found 9/22![United Airlines logo]()
$579
Last-minute flights from Oregon to MilwaukeeDiscover last-minute flight deals from Oregon to Milwaukee. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Milwaukee. Data last updated September 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/911:12 pm -
1 stop7h 38m
Fri 10/164:56 pm -
1 stop7h 06m
Deal found 9/18![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:44 pm -
1 stop5h 29m
Mon 10/264:56 pm -
1 stop7h 06m
Deal found 9/19![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:59 pm -
1 stop8h 06m
Tue 10/135:00 am -
1 stop6h 31m
Deal found 9/18![United Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/1011:58 am -
1 stop7h 54m
Tue 10/135:47 pm -
1 stop7h 52m
Deal found 9/18![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/132:20 pm -
1 stop7h 33m
Wed 10/287:03 am -
1 stop8h 35m
Deal found 9/19![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/132:20 pm -
1 stop7h 33m
Fri 10/232:59 pm -
1 stop8h 50m
Deal found 9/19![Delta logo]()
$381
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/1611:12 pm -
1 stop7h 38m
Sat 10/246:30 am -
1 stop6h 04m
Deal found 9/19![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:35 pm -
1 stop9h 30m
Fri 10/235:00 pm -
2 stops10h 25m
Deal found 9/22![Southwest logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/217:02 am -
1 stop6h 09m
Sat 10/248:30 am -
2 stops8h 35m
Deal found 9/20![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:55 pm -
1 stop7h 12m
Mon 10/265:00 am -
1 stop9h 22m
Deal found 9/21![American Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/222:15 pm -
1 stop6h 44m
Thu 10/292:35 pm -
1 stop8h 54m
Deal found 9/22![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/2710:45 am -
2 stops9h 15m
Wed 11/44:15 pm -
1 stop9h 10m
Deal found 9/18![Southwest logo]()
$371
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 September 23, 2026.
Search for one-way flight options from Oregon to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/2010:33 pm -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 9/18![United Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/911:12 pm -
1 stop7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$172
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 12/245:00 am -
2 stops10h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![United Airlines logo]()
$194
This KAYAK deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:52 am -
1 stop10h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/271:35 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$200
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/1412:45 pm -
2 stops8h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1111:49 am -
2 stops43h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$207
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:19 am -
1 stop9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$208
This Trip.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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.
Tue 10/273:16 pm -
3 stops40h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/2011:00 pm -
1 stop8h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Delta logo]()
$210
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/2711:15 am -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$213
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 September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Delta) |
One-way from | $159 (United Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $459 |
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 September 23, 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
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Mon 10/26
10:55 pm-8:07 am
1 stop7h 12m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 10/27
6:00 am-4:31 pm
1 stop8h 31m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 10/20
10:33 pm-10:48 am
1 stop10h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Sat 10/31
5:00 am-5:02 pm
2 stops10h 02m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$164
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Tue 10/27
1:35 pm-9:50 pm
1 stop6h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$200
Quickest round-trip
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Thu 11/5
2:27 pm-10:15 pm
1 stop5h 48m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$200
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 10/14
12:45 pm-10:59 pm
2 stops8h 14m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$202
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Tue 10/27
3:16 pm-9:16 am
3 stops40h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$209
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 10/27
11:15 am-9:50 pm
2 stops8h 35m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$213
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Sat 10/24
7:09 am-9:54 pm
2 stops12h 45m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$214
Showing 1-10 of 48 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
EUG-MKE
RDM-MKE
MFR-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
EUG-MKE
RDM-MKE
MFR-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 $301). Flying from Oregon to Milwaukee in July is currently the most expensive (average of $579). 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 $388 and $622 in October.The cheapest round-trip price found within the last 5 days was $317 on Delta (Oct 10-Oct 26).
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
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Milwaukee flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Oregon to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
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 September 23, 2026.
Oregon and Milwaukee flights
Browse other Oregon and Milwaukee flight options. Last updated on September 23, 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 September 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$489 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$264 | Average$607 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$281 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$291 | Average$441 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$339 | Average$512 | FlexibilityNo cancel fee | On-time63% |