$153+ Cheap flights from Milwaukee to Portland (MKE - PDX)
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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Cheapest flights from Milwaukee to PortlandExplore the most affordable flight options available from Milwaukee to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Milwaukee to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 9/912:22 pm
MKE
- PDX
1 stop8h 58m
American Airlines
Wed 9/1611:08 pm
PDX
- MKE
1 stop6h 53m
American Airlines
Deal found 6/10![American Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 6/10. 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 9/211:40 am
MKE
- PDX
1 stop8h 05m
Southwest
Wed 9/96:35 am
PDX
- MKE
2 stops8h 05m
Southwest
Deal found 6/10![Southwest logo]()
$311
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/286:40 pm
MKE
- PDX
1 stop8h 15m
American Airlines
Tue 8/411:15 pm
PDX
- MKE
1 stop6h 29m
American Airlines
Deal found 6/10![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 6/8. 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 7/146:55 pm
MKE
- PDX
1 stop7h 00m
Southwest
Tue 7/213:40 pm
PDX
- MKE
1 stop7h 15m
Southwest
Deal found 6/8![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 6/6. 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 8/186:50 am
MKE
- PDX
2 stops10h 35m
Southwest
Tue 8/255:50 am
PDX
- MKE
1 stop8h 50m
Southwest
Deal found 6/6![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:59 pm
MKE
- PDX
1 stop6h 18m
Delta
Sat 8/291:15 pm
PDX
- MKE
1 stop6h 26m
Delta
Deal found 6/8![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 8/1311:32 am
MKE
- PDX
1 stop8h 33m
American Airlines
Tue 8/1811:34 pm
PDX
- MKE
1 stop6h 10m
American Airlines
Deal found 6/10![American Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sat 8/226:15 am
MKE
- PDX
1 stop6h 25m
Southwest
Wed 8/266:35 am
PDX
- MKE
2 stops8h 05m
Southwest
Deal found 6/8![Southwest logo]()
$344
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:48 pm
MKE
- PDX
1 stop7h 11m
American Airlines
Sat 8/85:18 am
PDX
- MKE
1 stop9h 42m
American Airlines
Deal found 6/9![American Airlines logo]()
$347
Best flights from Milwaukee to PortlandDiscover carefully curated flight deals from Milwaukee to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Milwaukee to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:50 pm
MKE
- PDX
1 stop7h 57m
Delta
Sat 10/179:45 pm
PDX
- MKE
1 stop9h 37m
Delta
Deal found 6/10![Delta logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:02 am
MKE
- PDX
1 stop7h 19m
Alaska Airlines
Wed 8/121:48 pm
PDX
- MKE
1 stop8h 11m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$396
This Southwest deal was found by Cheapflights users on 6/7. 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 7/36:35 pm
MKE
- PDX
2 stops8h 45m
Southwest
Fri 7/1012:15 pm
PDX
- MKE
2 stops8h 15m
Southwest
Deal found 6/7![Southwest logo]()
$435
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:00 am
MKE
- PDX
1 stop6h 31m
United Airlines
Mon 10/267:49 pm
PDX
- MKE
2 stops12h 00m
United Airlines
Deal found 6/9![United Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 10/77:15 am
MKE
- PDX
1 stop7h 24m
Delta
Thu 10/156:15 am
PDX
- MKE
1 stop5h 58m
Delta
Deal found 6/10![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 6/7. 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.
Sat 7/46:20 am
MKE
- PDX
1 stop8h 20m
Delta
Fri 7/1012:33 am
PDX
- MKE
1 stop7h 46m
Delta
Deal found 6/7![Delta logo]()
$403
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 10/152:26 pm
MKE
- PDX
2 stops17h 54m
Alaska Airlines
Sat 10/179:28 am
PDX
- MKE
2 stops9h 50m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 6/6. 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.
Sat 9/196:15 am
MKE
- PDX
2 stops9h 45m
Southwest
Thu 9/248:00 am
PDX
- MKE
2 stops11h 25m
Southwest
Deal found 6/6![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 6/9. 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 7/156:59 pm
MKE
- PDX
1 stop6h 19m
Delta
Sat 7/1812:33 am
PDX
- MKE
1 stop6h 25m
Delta
Deal found 6/9![Delta logo]()
$443
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:02 am
MKE
- PDX
2 stops11h 25m
Alaska Airlines
Sat 8/293:00 pm
PDX
- MKE
1 stop6h 59m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sun 8/165:45 am
MKE
- PDX
2 stops10h 20m
Southwest
Mon 8/176:20 am
PDX
- MKE
2 stops9h 25m
Southwest
Deal found 6/8![Southwest logo]()
$504
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:30 am
MKE
- PDX
1 stop6h 40m
Delta
Wed 9/97:10 am
PDX
- MKE
2 stops12h 14m
Delta
Deal found 6/8![Delta logo]()
$491
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated June 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Mon 7/610:40 pm
PDX
- MKE
1 stop6h 20m
United Airlines
Deal found 6/8![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:46 pm
MKE
- PDX
1 stop7h 27m
United Airlines
Sat 7/411:00 am
PDX
- MKE
2 stops9h 29m
United Airlines
Deal found 6/7![United Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:58 pm
MKE
- PDX
1 stop6h 19m
Delta
Wed 7/812:33 am
PDX
- MKE
1 stop6h 25m
Delta
Deal found 6/7![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 6/7. 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 7/36:35 pm
MKE
- PDX
2 stops8h 45m
Southwest
Fri 7/107:30 am
PDX
- MKE
1 stop8h 25m
Southwest
Deal found 6/7![Southwest logo]()
$430
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 7/45:02 am
MKE
- PDX
1 stop6h 43m
Alaska Airlines
Sat 7/412:13 pm
PDX
- MKE
1 stop8h 08m
Alaska Airlines
Deal found 6/7![Alaska Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 6/10. 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 7/86:55 pm
MKE
- PDX
1 stop7h 00m
Southwest
Wed 7/1510:25 am
PDX
- MKE
2 stops9h 40m
Southwest
Deal found 6/10![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 6/8. 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 7/146:55 pm
MKE
- PDX
1 stop7h 00m
Southwest
Tue 7/213:40 pm
PDX
- MKE
1 stop7h 15m
Southwest
Deal found 6/8![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 6/5. 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 7/213:40 pm
MKE
- PDX
2 stops9h 00m
Southwest
Tue 7/285:15 am
PDX
- MKE
1 stop6h 50m
Southwest
Deal found 6/5![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 6/9. 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 7/212:59 pm
MKE
- PDX
1 stop8h 45m
Delta
Tue 7/2812:33 am
PDX
- MKE
1 stop6h 25m
Delta
Deal found 6/9![Delta logo]()
$432
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/286:40 pm
MKE
- PDX
1 stop8h 15m
American Airlines
Tue 8/411:15 pm
PDX
- MKE
1 stop6h 29m
American Airlines
Deal found 6/10![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:05 pm
MKE
- PDX
1 stop7h 05m
Southwest
Tue 8/46:35 am
PDX
- MKE
2 stops8h 05m
Southwest
Deal found 6/10![Southwest logo]()
$408
One-way flights from Milwaukee to PortlandSearch for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 8/46:55 pm
MKE
- PDX
1 stop7h 55m
American Airlines
Deal found 6/10![American Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 6/10. 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 11/116:15 am
MKE
- PDX
2 stops8h 55m
Southwest
Deal found 6/10![Southwest logo]()
$159
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 6/308:00 am
MKE
- PDX
1 stop6h 40m
Delta
Deal found 6/10![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 6/9. 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.
Mon 9/288:01 am
MKE
- PDX
1 stop6h 46m
Delta
Deal found 6/9![Delta logo]()
$185
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/3010:46 am
MKE
- PDX
1 stop10h 32m
United Airlines
Deal found 6/10![United Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:20 pm
MKE
- PDX
2 stops8h 55m
Southwest
Deal found 6/8![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/6. 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 9/511:18 am
MKE
- PDX
2 stops8h 32m
United Airlines
Deal found 6/6![United Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 6/10. 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 10/195:10 am
MKE
- PDX
2 stops17h 15m
Southwest
Deal found 6/10![Southwest logo]()
$196
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/293:59 pm
MKE
- PDX
1 stop6h 16m
Delta
Deal found 6/10![Delta logo]()
$200
This Delta deal was found by Cheapflights users on 6/9. 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 7/286:59 pm
MKE
- PDX
1 stop6h 19m
Delta
Deal found 6/9![Delta logo]()
$210
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Deal found 6/8![United Airlines logo]()
$215
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 8/74:47 pm
MKE
- PDX
1 stop7h 22m
Delta
Deal found 6/10![Delta logo]()
$217
Find flight deals from Milwaukee to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $305 (American Airlines) |
One-way from | $153 (American Airlines) |
Popular in | July |
Cheapest in | September |
Average price | $484 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Portland 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 June 10, 2026.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 10/15
5:50 pm-11:47 pm
1 stop7h 57m
Portland
Sat 10/17
9:45 pm-9:22 am
1 stop9h 37m
$369
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 8/4
6:02 am-11:21 am
1 stop7h 19m
Portland
Wed 8/12
1:48 pm-11:59 pm
1 stop8h 11m
$396
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 10/7
7:15 am-12:39 pm
1 stop7h 24m
Portland
Thu 10/15
6:15 am-2:13 pm
1 stop5h 58m
$396
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 7/4
6:20 am-12:40 pm
1 stop8h 20m
Portland
Fri 7/10
12:33 am-10:19 am
1 stop7h 46m
$403
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Fri 7/3
6:35 pm-1:20 am
2 stops8h 45m
Portland
Fri 7/10
12:15 pm-10:30 pm
2 stops8h 15m
$435
Quickest round-trip
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 7/15
6:59 pm-11:18 pm
1 stop6h 19m
Portland
Sat 7/18
12:33 am-8:58 am
1 stop6h 25m
$443
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Mon 10/19
5:00 am-9:31 am
1 stop6h 31m
Portland
Mon 10/26
7:49 pm-9:49 am
2 stops12h 00m
$474
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 10/15
2:26 pm-6:20 am
2 stops17h 54m
Portland
Sat 10/17
9:28 am-9:18 pm
2 stops9h 50m
$479
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 9/19
6:15 am-2:00 pm
2 stops9h 45m
Portland
Thu 9/24
8:00 am-9:25 pm
2 stops11h 25m
$487
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 9/5
7:30 am-12:10 pm
1 stop6h 40m
Portland
Wed 9/9
7:10 am-9:24 pm
2 stops12h 14m
$491
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Milwaukee to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Portland in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Milwaukee-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Milwaukee to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Milwaukee with our price prediction graph.
MKE-PDX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to Portland
How far ahead should I book a flight from Milwaukee to Portland?
The best time to book flights from Milwaukee to Portland is 71 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Milwaukee to Portland?
Currently, September is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $348). Flying from Milwaukee to Portland in July is currently the most expensive (average of $546). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Milwaukee to Portland?
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated June 10, 2026.
Read through reviews of airlines operating flights from Milwaukee to Portland, such as Alaska Airlines,Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Food
7.0
Overall
7.9
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Portland. 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 Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham
Browse thousands of different options on Cheapflights for your next trip
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Search flights from Milwaukee to Portland by cabin class
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Milwaukee and Portland flights
Browse other Milwaukee and Portland flight options. Last updated on June 10, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on June 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 10, 2026.
Top 5 airlines flying from Milwaukee to Portland
Discover the top 5 airlines that operate flights from Milwaukee to Portland. 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$476 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$433 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$268 | Average$416 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$319 | Average$448 | FlexibilityNo cancel fee | On-time63% |