$99+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Mar 6 — Mar 131
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 February 4, 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 February 4, 2026.
This Delta deal was found by Cheapflights users on 2/3. 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 4/712:16 pm
MKE
- PDX
1 stop7h 23m
Delta
Tue 4/146:15 am
PDX
- MKE
1 stop6h 48m
Delta
Deal found 2/3![Delta logo]()
$197
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Wed 3/117:05 am
PDX
- MKE
1 stop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/3. 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 4/71:15 pm
MKE
- PDX
2 stops12h 44m
Delta
Sat 4/1811:15 pm
PDX
- MKE
1 stop7h 35m
Delta
Deal found 2/3![Delta logo]()
$240
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:32 pm
MKE
- PDX
2 stops10h 22m
United Airlines
Tue 5/52:24 pm
PDX
- MKE
1 stop6h 21m
United Airlines
Deal found 2/2![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 2/3. 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 3/243:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Fri 3/2712:30 am
PDX
- MKE
1 stop7h 41m
Delta
Deal found 2/3![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 2/3. 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 4/73:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Mon 4/206:05 pm
PDX
- MKE
2 stops12h 45m
Delta
Deal found 2/3![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 2/3. 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 4/712:16 pm
MKE
- PDX
1 stop7h 23m
Delta
Fri 4/1711:15 pm
PDX
- MKE
1 stop7h 35m
Delta
Deal found 2/3![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 2/4. 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.
Wed 4/295:50 am
MKE
- PDX
1 stop8h 40m
Southwest
Tue 5/56:30 am
PDX
- MKE
2 stops13h 25m
Southwest
Deal found 2/4![Southwest logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Thu 3/56:00 am
PDX
- MKE
1 stop6h 51m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/3. 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.
Fri 4/31:15 pm
MKE
- PDX
2 stops9h 44m
Delta
Tue 4/711:15 pm
PDX
- MKE
1 stop7h 35m
Delta
Deal found 2/3![Delta logo]()
$290
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 February 4, 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 February 4, 2026.
This Delta deal was found by Cheapflights users on 2/3. 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 4/83:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Wed 4/156:15 am
PDX
- MKE
1 stop6h 48m
Delta
Deal found 2/3![Delta logo]()
$197
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Wed 3/117:05 am
PDX
- MKE
1 stop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:30 pm
MKE
- PDX
1 stop6h 59m
United Airlines
Tue 5/52:24 pm
PDX
- MKE
1 stop6h 21m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/3. 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 4/114:48 pm
MKE
- PDX
1 stop7h 05m
Delta
Tue 4/146:15 am
PDX
- MKE
1 stop8h 39m
Delta
Deal found 2/3![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:50 am
MKE
- PDX
1 stop6h 54m
United Airlines
Tue 4/2811:59 pm
PDX
- MKE
1 stop8h 01m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/243:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Fri 3/2712:30 am
PDX
- MKE
1 stop7h 41m
Delta
Deal found 2/1![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 2/3. 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 4/71:15 pm
MKE
- PDX
2 stops12h 44m
Delta
Tue 4/1412:30 am
PDX
- MKE
1 stop7h 43m
Delta
Deal found 2/3![Delta logo]()
$240
This Delta deal was found by Cheapflights users on 2/3. 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 4/73:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Fri 4/176:05 pm
PDX
- MKE
2 stops12h 45m
Delta
Deal found 2/3![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 2/3. 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 4/83:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Fri 4/176:05 pm
PDX
- MKE
2 stops12h 45m
Delta
Deal found 2/3![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 2/3. 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 4/114:48 pm
MKE
- PDX
1 stop7h 05m
Delta
Thu 4/166:15 am
PDX
- MKE
1 stop8h 39m
Delta
Deal found 2/3![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 2/3. 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 4/133:53 pm
MKE
- PDX
1 stop6h 12m
Delta
Mon 4/1312:30 am
PDX
- MKE
1 stop7h 43m
Delta
Deal found 2/3![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 4/283:53 pm
MKE
- PDX
1 stop6h 12m
Delta
Tue 5/57:32 pm
PDX
- MKE
2 stops11h 18m
Delta
Deal found 2/2![Delta logo]()
$280
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated February 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/245:03 pm
MKE
- PDX
2 stops9h 12m
Delta
Wed 3/46:00 am
PDX
- MKE
1 stop6h 17m
Delta
Deal found 2/2![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/245:03 pm
MKE
- PDX
2 stops9h 12m
Delta
Tue 3/107:05 am
PDX
- MKE
2 stops12h 10m
Delta
Deal found 2/2![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:44 am
MKE
- PDX
1 stop7h 43m
United Airlines
Tue 3/1011:59 pm
PDX
- MKE
1 stop8h 31m
United Airlines
Deal found 2/2![United Airlines logo]()
$327
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Wed 3/117:05 am
PDX
- MKE
1 stop5h 46m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Thu 3/126:00 am
PDX
- MKE
1 stop6h 51m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 2/253:47 pm
MKE
- PDX
1 stop8h 54m
Alaska Airlines
Tue 3/107:57 pm
PDX
- MKE
1 stop16h 54m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 2/2. 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.
Fri 2/2711:02 am
MKE
- PDX
1 stop8h 31m
Delta
Tue 3/312:40 am
PDX
- MKE
1 stop7h 41m
Delta
Deal found 2/2![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:00 am
MKE
- PDX
1 stop7h 51m
United Airlines
Tue 3/2410:54 pm
PDX
- MKE
1 stop9h 14m
United Airlines
Deal found 2/2![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 2/3. 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 3/243:59 pm
MKE
- PDX
1 stop6h 26m
Delta
Fri 3/2712:30 am
PDX
- MKE
1 stop7h 41m
Delta
Deal found 2/3![Delta logo]()
$248
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 3/243:10 pm
MKE
- PDX
1 stop8h 28m
Alaska Airlines
Thu 4/26:00 am
PDX
- MKE
1 stop6h 14m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$322
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 February 4, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated February 4, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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.
Tue 3/36:15 am
MKE
- PDX
1 stop8h 29m
Delta
Deal found 2/4![Delta logo]()
$99
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:00 am
MKE
- PDX
1 stop8h 55m
United Airlines
Deal found 2/2![United Airlines logo]()
$119
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Tue 3/35:00 am
MKE
- PDX
2 stops10h 44m
United Airlines
Deal found 2/4![United Airlines logo]()
$124
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:00 am
MKE
- PDX
1 stop8h 55m
United Airlines
Deal found 2/2![United Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 2/3. 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.
Sun 3/156:30 am
MKE
- PDX
1 stop8h 18m
Delta
Deal found 2/3![Delta logo]()
$174
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 4/178:15 am
MKE
- PDX
2 stops11h 52m
United Airlines
Deal found 2/3![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 2/2. 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 4/277:20 am
MKE
- PDX
2 stops11h 50m
Delta
Deal found 2/2![Delta logo]()
$188
This Southwest deal was found by Cheapflights users on 2/2. 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 4/66:20 pm
MKE
- PDX
2 stops9h 05m
Southwest
Deal found 2/2![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 2/2. 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.
Thu 3/267:35 am
MKE
- PDX
1 stop7h 00m
Delta
Deal found 2/2![Delta logo]()
$210
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 2/235:00 am
MKE
- PDX
1 stop7h 58m
American Airlines
Deal found 2/2![American Airlines logo]()
$214
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 February 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $99 (Delta) |
Popular in | March |
Cheapest in | September |
Average price | $431 |
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 February 4, 2026.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.
Fly from
Milwaukee
Fly to
Portland
Route
Depart
Return
Price
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 4/8
3:59 pm-8:25 pm
1 stop6h 26m
Portland
Wed 4/15
6:15 am-3:03 pm
1 stop6h 48m
$197
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 4/11
4:48 pm-9:53 pm
1 stop7h 05m
Portland
Tue 4/14
6:15 am-4:54 pm
1 stop8h 39m
$197
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 2/25
3:47 pm-10:41 pm
1 stop8h 54m
Portland
Wed 3/11
7:05 am-2:51 pm
1 stop5h 46m
$237
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 4/22
5:30 pm-10:29 pm
1 stop6h 59m
Portland
Tue 5/5
2:24 pm-10:45 pm
1 stop6h 21m
$237
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 4/25
6:50 am-11:44 am
1 stop6h 54m
Portland
Tue 4/28
11:59 pm-10:00 am
1 stop8h 01m
$237
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 3/24
3:59 pm-8:25 pm
1 stop6h 26m
Portland
Fri 3/27
12:30 am-10:11 am
1 stop7h 41m
$237
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 4/7
1:15 pm-11:59 pm
2 stops12h 44m
Portland
Tue 4/14
12:30 am-10:13 am
1 stop7h 43m
$240
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Tue 4/7
3:59 pm-8:25 pm
1 stop6h 26m
Portland
Fri 4/17
6:05 pm-8:50 am
2 stops12h 45m
$270
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Wed 4/8
3:59 pm-8:25 pm
1 stop6h 26m
Portland
Fri 4/17
6:05 pm-8:50 am
2 stops12h 45m
$270
MilwaukeePortland
MKE - PDX
MKEPDX
Milwaukee-Mitchell
Sat 4/11
4:48 pm-9:53 pm
1 stop7h 05m
Portland
Thu 4/16
6:15 am-4:54 pm
1 stop8h 39m
$272
Showing 1-10 of 20 results
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 February.
| 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?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Portland. Price data was last updated on January 30, 2026.
The best time to book flights from Milwaukee to Portland is 90 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, March is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $122). Flying from Milwaukee to Portland in December is currently the most expensive (average of $207). 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.
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 February 4, 2026.
Read through reviews of airlines operating flights from Milwaukee to Portland, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Crew
8.5
Overall
8.0
Entertainment
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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 locationsVancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Gresham
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Milwaukee and Portland flights
Browse other Milwaukee and Portland flight options. Last updated on February 4, 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 February 4, 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 February 4, 2026.
Top 7 airlines flying from Milwaukee to Portland
Discover the top 7 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 February 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$287 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$165 | Average$251 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$435 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$286 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$463 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$319 | Average$435 | FlexibilityNo cancel fee | On-time63% |