$154+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/1212:22 pm
MKE
- PDX
1 stop8h 58m
American Airlines
Sat 9/1911:08 pm
PDX
- MKE
1 stop6h 53m
American Airlines
Deal found 7/2![American Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/94:25 pm
MKE
- PDX
2 stops7h 50m
Southwest
Wed 9/161:25 pm
PDX
- MKE
1 stop6h 00m
Southwest
Deal found 7/2![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/257:00 pm
MKE
- PDX
1 stop7h 50m
American Airlines
Sat 8/111:15 pm
PDX
- MKE
1 stop6h 47m
American Airlines
Deal found 7/1![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/16:20 am
MKE
- PDX
2 stops9h 45m
Southwest
Tue 9/810:45 pm
PDX
- MKE
1 stop11h 15m
Southwest
Deal found 7/2![Southwest logo]()
$318
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Fri 8/76:48 pm
MKE
- PDX
1 stop7h 11m
American Airlines
Sun 8/911:34 pm
PDX
- MKE
1 stop6h 15m
American Airlines
Deal found 7/3![American Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 7/3. 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.
Tue 8/1812:51 pm
MKE
- PDX
1 stop10h 53m
Delta
Sat 8/2212:35 am
PDX
- MKE
1 stop6h 05m
Delta
Deal found 7/3![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/235:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Mon 7/2710:40 pm
PDX
- MKE
1 stop6h 20m
United Airlines
Deal found 7/1![United Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:00 am
MKE
- PDX
1 stop6h 29m
United Airlines
Sat 8/227:16 am
PDX
- MKE
1 stop6h 31m
United Airlines
Deal found 7/3![United Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/314:35 pm
MKE
- PDX
1 stop8h 30m
Southwest
Mon 9/711:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 7/2![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/134:20 pm
MKE
- PDX
1 stop8h 45m
Southwest
Mon 8/1711:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 7/2![Southwest logo]()
$342
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 10/152:58 pm
MKE
- PDX
1 stop6h 43m
American Airlines
Sat 10/176:00 am
PDX
- MKE
1 stop6h 24m
American Airlines
Deal found 7/2![American Airlines logo]()
$344
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/235:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Mon 7/2710:40 pm
PDX
- MKE
1 stop6h 20m
United Airlines
Deal found 7/1![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/134:20 pm
MKE
- PDX
1 stop8h 45m
Southwest
Thu 8/206:05 am
PDX
- MKE
1 stop9h 40m
Southwest
Deal found 7/1![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 7/4. 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.
Mon 9/146:58 pm
MKE
- PDX
1 stop6h 12m
Delta
Sat 9/196:00 am
PDX
- MKE
1 stop7h 07m
Delta
Deal found 7/4![Delta logo]()
$477
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:00 am
MKE
- PDX
1 stop6h 29m
United Airlines
Sat 8/227:16 am
PDX
- MKE
1 stop6h 31m
United Airlines
Deal found 7/3![United Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/134:20 pm
MKE
- PDX
2 stops8h 55m
Southwest
Mon 8/179:20 am
PDX
- MKE
2 stops10h 05m
Southwest
Deal found 7/2![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/134:20 pm
MKE
- PDX
1 stop8h 45m
Southwest
Sun 8/162:00 pm
PDX
- MKE
1 stop6h 25m
Southwest
Deal found 7/2![Southwest logo]()
$394
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Tue 9/2912:05 pm
MKE
- PDX
2 stops12h 52m
United Airlines
Wed 9/3010:58 am
PDX
- MKE
1 stop10h 39m
United Airlines
Deal found 7/3![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 8/512:51 pm
MKE
- PDX
1 stop10h 53m
Delta
Wed 8/1210:55 pm
PDX
- MKE
1 stop8h 21m
Delta
Deal found 7/6![Delta logo]()
$477
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/245:45 am
MKE
- PDX
2 stops11h 15m
Southwest
Sun 9/276:25 am
PDX
- MKE
2 stops8h 55m
Southwest
Deal found 7/1![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 7/4. 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 10/153:23 pm
MKE
- PDX
1 stop8h 17m
Delta
Sat 10/1711:30 am
PDX
- MKE
1 stop7h 01m
Delta
Deal found 7/4![Delta logo]()
$477
This Southwest deal was found by Cheapflights users on 7/3. 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.
Fri 9/255:45 am
MKE
- PDX
2 stops11h 15m
Southwest
Mon 9/2811:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 7/3![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 7/6. 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 9/176:10 am
MKE
- PDX
1 stop7h 30m
Southwest
Mon 9/218:00 am
PDX
- MKE
1 stop7h 00m
Southwest
Deal found 7/6![Southwest logo]()
$477
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated July 6, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/235:00 am
MKE
- PDX
1 stop6h 34m
United Airlines
Mon 7/2710:40 pm
PDX
- MKE
1 stop6h 20m
United Airlines
Deal found 7/1![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 7/257:00 pm
MKE
- PDX
1 stop7h 50m
American Airlines
Sat 8/111:15 pm
PDX
- MKE
1 stop6h 47m
American Airlines
Deal found 7/1![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 7/276:59 pm
MKE
- PDX
1 stop6h 19m
Delta
Fri 8/712:35 am
PDX
- MKE
1 stop7h 45m
Delta
Deal found 7/2![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Fri 8/76:48 pm
MKE
- PDX
1 stop7h 11m
American Airlines
Sun 8/911:34 pm
PDX
- MKE
1 stop6h 15m
American Airlines
Deal found 7/3![American Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:20 pm
MKE
- PDX
1 stop7h 00m
Southwest
Wed 8/197:05 am
PDX
- MKE
2 stops9h 25m
Southwest
Deal found 7/2![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/134:20 pm
MKE
- PDX
1 stop8h 45m
Southwest
Mon 8/1711:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 7/2![Southwest logo]()
$342
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Mon 8/175:00 am
MKE
- PDX
1 stop6h 29m
United Airlines
Sat 8/227:16 am
PDX
- MKE
1 stop6h 31m
United Airlines
Deal found 7/3![United Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 7/3. 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.
Tue 8/1812:51 pm
MKE
- PDX
1 stop10h 53m
Delta
Sat 8/2212:35 am
PDX
- MKE
1 stop6h 05m
Delta
Deal found 7/3![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 7/3. 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.
Mon 8/245:45 am
MKE
- PDX
2 stops11h 15m
Southwest
Mon 8/315:45 am
PDX
- MKE
2 stops10h 00m
Southwest
Deal found 7/3![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/314:35 pm
MKE
- PDX
1 stop8h 30m
Southwest
Mon 9/711:30 pm
PDX
- MKE
1 stop9h 35m
Southwest
Deal found 7/2![Southwest logo]()
$334
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 July 6, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Delta deal was found by Cheapflights users on 7/3. 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.
Mon 9/283:59 pm
MKE
- PDX
1 stop6h 17m
Delta
Deal found 7/3![Delta logo]()
$154
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 10/195:00 pm
MKE
- PDX
1 stop9h 10m
Southwest
Deal found 7/2![Southwest logo]()
$169
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/163:40 pm
MKE
- PDX
2 stops8h 35m
Southwest
Deal found 7/2![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 7/3. 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.
Thu 10/2210:25 am
MKE
- PDX
2 stops14h 40m
Southwest
Deal found 7/3![Southwest logo]()
$180
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 10/222:58 pm
MKE
- PDX
1 stop6h 43m
American Airlines
Deal found 7/2![American Airlines logo]()
$184
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 10/214:00 pm
MKE
- PDX
2 stops8h 10m
Southwest
Deal found 7/1![Southwest logo]()
$196
This Alaska Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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.
Mon 9/285:03 am
MKE
- PDX
2 stops10h 45m
Alaska Airlines
Deal found 7/2![Alaska Airlines logo]()
$209
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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $307 (American Airlines) |
One-way from | $154 (Delta) |
Popular in | July |
Cheapest in | September |
Average price | $563 |
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 July 6, 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
Quickest round-trip
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 7/23
5:00 am-9:34 am
1 stop6h 34m
Portland
Mon 7/27
10:40 pm-7:00 am
1 stop6h 20m
$329
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Mon 8/17
5:00 am-9:29 am
1 stop6h 29m
Portland
Sat 8/22
7:16 am-3:47 pm
1 stop6h 31m
$331
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 8/13
4:20 pm-11:05 pm
1 stop8h 45m
Portland
Thu 8/20
6:05 am-5:45 pm
1 stop9h 40m
$364
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 8/13
4:20 pm-11:15 pm
2 stops8h 55m
Portland
Mon 8/17
9:20 am-9:25 pm
2 stops10h 05m
$388
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 8/13
4:20 pm-11:05 pm
1 stop8h 45m
Portland
Sun 8/16
2:00 pm-10:25 pm
1 stop6h 25m
$394
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 9/29
12:05 pm-10:57 pm
2 stops12h 52m
Portland
Wed 9/30
10:58 am-11:37 pm
1 stop10h 39m
$412
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Thu 9/24
5:45 am-3:00 pm
2 stops11h 15m
Portland
Sun 9/27
6:25 am-5:20 pm
2 stops8h 55m
$417
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Fri 9/25
5:45 am-3:00 pm
2 stops11h 15m
Portland
Mon 9/28
11:30 pm-11:05 am
1 stop9h 35m
$418
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Mon 9/14
6:58 pm-11:10 pm
1 stop6h 12m
Portland
Sat 9/19
6:00 am-3:07 pm
1 stop7h 07m
$477
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 8/5
12:51 pm-9:44 pm
1 stop10h 53m
Portland
Wed 8/12
10:55 pm-9:16 am
1 stop8h 21m
$477
Showing 1-10 of 19 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 July.
| 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 $563). 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 July 6, 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.
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Comfort
7.8
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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
Kelso
Troutdale
Cannon Beach
Long Beach
McMinnville
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham
Browse thousands of different options on Cheapflights for your next trip
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Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Milwaukee to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Portland flights
Browse other Milwaukee and Portland flight options. Last updated on July 6, 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 July 6, 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 July 6, 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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$186 | Average$410 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$486 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$426 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$412 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$306 | Average$494 | FlexibilityNo cancel fee | On-time63% |