$159+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Sep 7 — Sep 141
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Oregon to MilwaukeeExplore the most affordable flight options available from Oregon to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 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 August 8, 2026.
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/52:08 pm -
1 stop7h 45m
Fri 9/112:55 pm -
1 stop8h 52m
Deal found 8/5![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/57:02 am -
1 stop8h 23m
Wed 9/92:18 pm -
1 stop7h 00m
Deal found 8/4![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/2711:34 pm -
1 stop6h 15m
Sun 8/301:17 pm -
1 stop6h 43m
Deal found 8/5![American Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:54 am -
1 stop6h 11m
Tue 9/152:55 pm -
1 stop8h 52m
Deal found 8/6![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/92:27 pm -
1 stop6h 09m
Wed 9/232:40 pm -
1 stop8h 27m
Deal found 8/5![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/128:40 am -
2 stops8h 14m
Wed 9/235:00 am -
1 stop6h 29m
Deal found 8/5![United Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:20 am -
1 stop9h 37m
Sat 10/317:45 am -
1 stop6h 37m
Deal found 8/3![American Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 am -
2 stops13h 35m
Tue 9/154:25 pm -
2 stops7h 50m
Deal found 8/6![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:30 pm -
2 stops10h 30m
Thu 9/176:20 pm -
1 stop7h 00m
Deal found 8/7![Southwest logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:38 pm -
1 stop7h 19m
Thu 9/101:18 pm -
1 stop8h 18m
Deal found 8/5![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/126:20 am -
2 stops10h 30m
Tue 9/224:25 pm -
2 stops7h 50m
Deal found 8/5![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/227:05 am -
1 stop12h 20m
Wed 9/3012:40 pm -
2 stops9h 15m
Deal found 8/4![Southwest logo]()
$358
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 August 8, 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 August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/125:00 am -
1 stop6h 34m
Sat 9/2610:42 am -
2 stops9h 04m
Deal found 8/5![United Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:20 pm -
1 stop7h 33m
Thu 11/55:30 am -
1 stop10h 08m
Deal found 8/5![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 8/7. 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 9/165:50 am -
1 stop8h 50m
Sat 9/191:30 pm -
2 stops9h 55m
Deal found 8/7![Southwest logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/276:09 am -
1 stop8h 10m
Tue 11/34:44 pm -
2 stops19h 06m
Deal found 8/3![Alaska Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/275:24 am -
2 stops13h 36m
Tue 9/12:39 pm -
1 stop7h 30m
Deal found 8/5![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/710:45 am -
2 stops9h 10m
Wed 10/146:10 am -
1 stop8h 20m
Deal found 8/3![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/510:36 am -
2 stops9h 24m
Fri 9/116:00 am -
1 stop6h 26m
Deal found 8/5![United Airlines logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/316:43 am -
1 stop8h 36m
Thu 11/54:44 pm -
2 stops21h 44m
Deal found 8/3![Alaska Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/55:20 am -
2 stops10h 57m
Mon 9/75:34 am -
2 stops12h 29m
Deal found 8/5![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 8/7. 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 9/165:50 am -
1 stop8h 50m
Tue 9/222:05 pm -
2 stops10h 10m
Deal found 8/7![Southwest logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:00 am -
1 stop6h 52m
Thu 12/102:50 pm -
1 stop8h 23m
Deal found 8/3![Alaska Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/277:34 pm -
2 stops12h 35m
Tue 11/37:05 am -
1 stop6h 40m
Deal found 8/5![Delta logo]()
$404
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/269:37 am -
2 stops9h 23m
Sat 8/292:35 pm -
1 stop8h 36m
Deal found 8/4![United Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/275:20 am -
2 stops13h 40m
Tue 9/17:00 am -
2 stops14h 20m
Deal found 8/3![American Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:10 am -
1 stop6h 35m
Mon 10/58:00 pm -
1 stop7h 20m
Deal found 8/7![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/278:00 am -
1 stop6h 19m
Sat 10/315:17 pm -
1 stop8h 33m
Deal found 8/4![Alaska Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/269:37 am -
2 stops9h 23m
Sun 8/308:15 am -
1 stop6h 35m
Deal found 8/3![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:26 pm -
2 stops12h 46m
Mon 11/167:00 am -
2 stops13h 46m
Deal found 8/3![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:30 am -
2 stops11h 50m
Mon 10/268:00 pm -
1 stop7h 20m
Deal found 8/6![Southwest logo]()
$384
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 11/176:33 am -
1 stop8h 15m
Wed 11/184:44 pm -
1 stop8h 07m
Deal found 8/4![Alaska Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:35 am -
2 stops11h 01m
Fri 10/22:39 pm -
1 stop8h 22m
Deal found 8/6![United Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/225:20 am -
1 stop6h 34m
Thu 8/275:00 am -
2 stops9h 47m
Deal found 8/4![American Airlines logo]()
$509
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/2211:15 am -
1 stop6h 55m
Tue 9/294:25 pm -
2 stops8h 10m
Deal found 8/5![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/225:20 am -
2 stops10h 57m
Sat 9/57:30 am -
1 stop6h 19m
Deal found 8/3![Delta logo]()
$435
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/279:37 am -
2 stops10h 59m
Sun 8/308:15 am -
1 stop6h 35m
Deal found 8/3![United Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:30 pm -
1 stop6h 15m
Tue 11/35:15 am -
2 stops10h 40m
Deal found 8/6![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 12/175:15 am -
1 stop7h 58m
Mon 1/45:50 pm -
1 stop7h 05m
Deal found 8/4![Delta logo]()
$450
This Alaska Airlines deal was found by Cheapflights users on 8/7. 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.
Wed 8/262:17 pm -
1 stop8h 42m
Fri 8/283:05 pm -
1 stop6h 28m
Deal found 8/7![Alaska Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/512:55 pm -
1 stop6h 10m
Mon 9/76:45 am -
1 stop5h 55m
Deal found 8/5![Southwest logo]()
$402
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Mon 9/215:00 am -
1 stop6h 34m
Thu 9/242:39 pm -
1 stop8h 35m
Deal found 8/7![United Airlines logo]()
$443
Last-minute flights from Oregon to MilwaukeeDiscover last-minute flight deals from Oregon to Milwaukee. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Milwaukee. Data last updated August 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/261:38 pm -
1 stop7h 19m
Mon 8/315:50 pm -
1 stop7h 19m
Deal found 8/4![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/2711:34 pm -
1 stop6h 15m
Sun 8/301:17 pm -
1 stop6h 43m
Deal found 8/5![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:38 pm -
1 stop7h 19m
Thu 9/101:18 pm -
1 stop8h 18m
Deal found 8/5![American Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/52:08 pm -
1 stop7h 45m
Fri 9/112:55 pm -
1 stop8h 52m
Deal found 8/5![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/57:02 am -
1 stop8h 23m
Wed 9/92:18 pm -
1 stop7h 00m
Deal found 8/4![United Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/92:27 pm -
1 stop6h 09m
Wed 9/232:40 pm -
1 stop8h 27m
Deal found 8/5![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:54 am -
1 stop6h 11m
Tue 9/152:55 pm -
1 stop8h 52m
Deal found 8/6![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 am -
2 stops13h 35m
Tue 9/154:25 pm -
2 stops7h 50m
Deal found 8/6![Southwest logo]()
$348
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/128:40 am -
2 stops8h 14m
Wed 9/235:00 am -
1 stop6h 29m
Deal found 8/5![United Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/126:20 am -
2 stops10h 30m
Tue 9/224:25 pm -
2 stops7h 50m
Deal found 8/5![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:30 pm -
2 stops10h 30m
Thu 9/176:20 pm -
1 stop7h 00m
Deal found 8/7![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/227:05 am -
1 stop12h 20m
Thu 10/15:00 pm -
2 stops10h 20m
Deal found 8/4![Southwest logo]()
$358
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 August 8, 2026.
Search for one-way flight options from Oregon to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/510:50 am -
1 stop8h 13m
Deal found 8/3![United Airlines logo]()
$159
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/59:00 am -
2 stops10h 05m
Deal found 8/3![Southwest logo]()
$164
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/2411:35 am -
1 stop5h 59m
Deal found 8/4![Delta logo]()
$174
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 8/295:00 am -
2 stops8h 47m
Deal found 8/6![United Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/2912:47 pm -
1 stop6h 16m
Deal found 8/5![United Airlines logo]()
$181
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/295:20 am -
2 stops12h 49m
Deal found 8/5![Delta logo]()
$186
This KAYAK deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Mon 9/1412:25 am -
1 stop6h 53m
Deal found 8/5![Delta logo]()
$188
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/32:19 pm -
1 stop6h 17m
Deal found 8/5![United Airlines logo]()
$195
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 11/252:27 pm -
1 stop5h 48m
Deal found 8/4![United Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/36:10 am -
2 stops10h 07m
Deal found 8/5![Delta logo]()
$200
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/25:30 am -
1 stop6h 24m
Deal found 8/4![American Airlines logo]()
$200
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 9/226:35 am -
2 stops8h 05m
Deal found 8/4![Southwest logo]()
$205
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 August 8, 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 | $438 |
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 August 8, 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
Sat 9/12
5:00 am-1:34 pm
1 stop6h 34m
Milwaukee-Mitchell
Sat 9/26
10:42 am-5:46 pm
2 stops9h 04m
$342
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 10/28
2:20 pm-11:53 pm
1 stop7h 33m
Milwaukee-Mitchell
Thu 11/5
5:30 am-1:38 pm
1 stop10h 08m
$347
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 9/16
5:50 am-4:40 pm
1 stop8h 50m
Milwaukee-Mitchell
Sat 9/19
1:30 pm-9:25 pm
2 stops9h 55m
$352
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 10/7
10:45 am-9:55 pm
2 stops9h 10m
Milwaukee-Mitchell
Wed 10/14
6:10 am-12:30 pm
1 stop8h 20m
$352
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Wed 9/16
5:50 am-4:40 pm
1 stop8h 50m
Milwaukee-Mitchell
Tue 9/22
2:05 pm-10:15 pm
2 stops10h 10m
$352
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Tue 10/27
6:09 am-4:19 pm
1 stop8h 10m
Milwaukee-Mitchell
Tue 11/3
4:44 pm-9:50 am
2 stops19h 06m
$366
BoiseMilwaukee
BOI Boise Air Term. Gowen Fld - MKE Milwaukee-Mitchell
BOIMKE
Boise Air Term. Gowen Fld
Sat 9/5
10:36 am-9:00 pm
2 stops9h 24m
Milwaukee-Mitchell
Fri 9/11
6:00 am-11:26 am
1 stop6h 26m
$374
EugeneMilwaukee
EUG Eugene - MKE Milwaukee-Mitchell
EUGMKE
Eugene
Thu 8/27
5:24 am-9:00 pm
2 stops13h 36m
Milwaukee-Mitchell
Tue 9/1
2:39 pm-8:09 pm
1 stop7h 30m
$380
PortlandMilwaukee
PDX Portland - MKE Milwaukee-Mitchell
PDXMKE
Portland
Fri 10/2
5:10 am-1:45 pm
1 stop6h 35m
Milwaukee-Mitchell
Mon 10/5
8:00 pm-1:20 am
1 stop7h 20m
$382
BoiseMilwaukee
BOI Boise Air Term. Gowen Fld - MKE Milwaukee-Mitchell
BOIMKE
Boise Air Term. Gowen Fld
Sat 10/31
6:43 am-4:19 pm
1 stop8h 36m
Milwaukee-Mitchell
Thu 11/5
4:44 pm-1:28 pm
2 stops21h 44m
$383
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
RDM-MKE
EUG-MKE
BOI-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
RDM-MKE
EUG-MKE
BOI-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 $344 and $543 in September.The cheapest round-trip price found within the last 5 days was $317 on Delta (Sep 5-Sep 11).
How far ahead should I book a flight from Oregon to Milwaukee?
Booking 79 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 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 August 8, 2026.
Oregon and Milwaukee flights
Browse other Oregon and Milwaukee flight options. Last updated on August 8, 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 August 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$478 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$211 | Average$435 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$264 | Average$500 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$278 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$322 | Average$501 | FlexibilityNo cancel fee | On-time63% |