Cheap flights from Milwaukee to Portland from $156
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Portland departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Find the cheapest flights from Milwaukee to Portland
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Alaska Airlines flights from Milwaukee to Portland
Our best Alaska Airlines deals on Milwaukee to Portland flight tickets
Southwest flights from Milwaukee to Portland
Our best Southwest deals on Milwaukee to Portland flight tickets
momondo Fare Finder
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
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 10/30
7:35 pm-12:35 am
1 stop7h 00m
Portland
Sat 11/7
12:35 pm-9:20 pm
1 stop6h 45m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 10/30
6:30 pm-10:45 pm
1 stop6h 15m
Portland
Sat 11/7
11:40 am-10:20 pm
2 stops8h 40m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Thu 10/29
6:47 am-11:47 am
1 stop7h 00m
Portland
Wed 11/4
11:30 pm-8:36 am
1 stop7h 06m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/7
3:33 pm-10:27 pm
1 stop8h 54m
Portland
Sat 11/14
1:15 pm-8:59 pm
1 stop5h 44m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 11/7
1:24 pm-10:42 pm
2 stops11h 18m
Portland
Sat 11/14
5:30 am-4:23 pm
2 stops8h 53m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 11/13
10:53 am-9:57 pm
2 stops13h 04m
Portland
Mon 11/16
7:35 pm-8:50 am
2 stops11h 15m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 10/30
2:58 pm-7:41 pm
1 stop6h 43m
Portland
Mon 11/2
11:49 pm-11:30 am
1 stop9h 41m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Fri 12/25
7:05 am-1:12 pm
1 stop8h 07m
Portland
Thu 12/31
1:46 pm-10:22 pm
1 stop6h 36m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 2/6
9:09 am-4:51 pm
1 stop9h 42m
Portland
Tue 2/9
7:30 am-10:36 pm
2 stops13h 06m
MilwaukeePortland
MKE Milwaukee-Mitchell - PDX Portland
MKEPDX
Milwaukee-Mitchell
Sat 2/6
5:17 am-1:29 pm
2 stops10h 12m
Portland
Tue 2/9
6:25 am-7:32 pm
2 stops11h 07m
See travel insights to Portland from
How to get the cheapest flight ticket from Milwaukee to Portland
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Milwaukee and Portland?
Prices are currently low for flights on this route.
Typical prices usually range from $365 to $517.The lowest price recently found on this route was $298.
What is the cheapest month to fly to Portland?
The cheapest month to fly to Portland from Milwaukee is in May. Flight prices, which tend to average around $395, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in May, then you should wait until January to fly from Milwaukee, when ticket prices are also cheap, with an average price of $409.
How far in advance should I book a flight from Milwaukee to Portland?
You are more likely to see cheaper flights to Portland from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $461 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Milwaukee for as low as $378 on momondo.
Can stopping save me money on Milwaukee to Portland flights?
You could potentially save up to 3% on your flight if you consider stops on a Milwaukee to Portland flight.
How have Milwaukee to Portland flight prices changed over time?
As of October 2026, prices for Milwaukee to Portland flights are approximately 58% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Milwaukee-Mitchell to Portland?
Delta, Southwest, and United Airlines are the most popular carriers operating from Milwaukee-Mitchell to Portland
What airlines fly to Portland?
United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Portland from Milwaukee according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 7 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular layover for flights between Milwaukee and Portland?
Minneapolis (MSP) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.
Which layover airport offers the lowest fares from Milwaukee to Portland?
Flights via Minneapolis (MSP) offer the lowest average round-trip price of $541.
Which layover airport has the shortest travel time from Milwaukee to Portland?
Flights connecting via Minneapolis (MSP) have the shortest average one-way travel time: 6h 17m.
Which layover airport has the shortest connection time from Milwaukee to Portland?
Minneapolis (MSP) has the shortest average layover time for this route: 1h 14m.
When to book flights from Milwaukee to Portland
Cheap Milwaukee to Portland (MKE to PDX) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Portland
Frequently asked questions about flying from Milwaukee to Portland
How far is Milwaukee-Mitchell to Portland by plane?
The distance between Milwaukee-Mitchell and Portland is about 1713.7 mi. Typically, this will take 5h 40m by plane in normal conditions.
When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Portland Airport?
Prices for flights from Milwaukee-Mitchell Airport to Portland Airport refresh daily.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Portland Airport?
As of October 2026, there are 5 operators available to choose from for flights from Milwaukee-Mitchell Airport to Portland Airport.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Portland Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Milwaukee to Portland?
Based on momondo bookings for flights between Milwaukee and Portland, the leading airline is Delta, making up 28% of the total bookings. Other popular airlines include Southwest with 26%, United Airlines with 21%, and American Airlines with 16%.
Best airlines flying from Milwaukee to Portland
Compare and see reviews for airlines that fly from Milwaukee to Portland with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $254 | Free Cancellation | Rating 7.8 8,644 reviews | |||
| PriceFrom $305 | Free Cancellation | Rating 7.9 13,036 reviews | |||
| PriceFrom $306 | Free Cancellation | Rating 7.4 10,319 reviews | |||
| PriceFrom $316 | Free Cancellation | Rating 7.0 12,145 reviews | |||
| PriceFrom $320 | Free Cancellation | Rating 7.9 4,222 reviews |
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Milwaukee to Portland?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from Milwaukee.
Can I find flights from Milwaukee to Portland with flexible booking policies on momondo?
Flights from Milwaukee to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Milwaukee to Portland?
Once all potential Milwaukee to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Milwaukee to Portland right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Milwaukee to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.