$128 Cheap Flights from Portland (PWM) to Milwaukee (MKE)
Popular airlines from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)
American AirlinesAmerican Airlines
DeltaDelta
UnitedUnited
Southwest AirlinesSouthwest Airlines
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Cheap Flights from Portland to Milwaukee (PWM-MKE)
Alternative airports near Milwaukee
Prices were available within the past 7 days. Prices and availability are subject to change.
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Portland (PWM) to Milwaukee (MKE) at a glance
Explore a range of options for Milwaukee flights from Portland (PWM) to Milwaukee (MKE) on this convenient domestic short-haul route. Whether you’re looking for full-service airlines or cheap flights from Portland, you can easily compare itineraries to find one that aligns with your budget and schedule. Experience the vibrant sights and neighborhoods of Milwaukee as you plan your travel. Get all the essential details for your journey from Portland International Jetport Airport to General Mitchell International Airport.
- Fastest flight duration: around 4 hours in-flight, plus roughly 1h 15m layover with one stop
- Route distance: roughly 900 miles (1,450 km)
- Flights per week: around 10 departures on average
- Typical fares (one-way): economy tickets often range from $120–$420, depending on seasonality and how far ahead you book
Flights from Portland International Jetport Airport (PWM) to General Mitchell International Airport (MKE)
Based on the latest traveler bookings, here are the top airlines favored for one-stop flights from Portland to Milwaukee. Common layover points include O'Hare International Airport (ORD) with a layover of about 1 hour and 15 minutes, Baltimore Washington International Thurgood Marshall Airport (BWI) with a layover of around 1 hour, and LaGuardia Airport (LGA) also at approximately 1 hour and 15 minutes. These options provide the flexibility to balance price, total travel time, and cabin class to secure the best itinerary.
- Delta: This comprehensive airline provides one-stop service, with one-way ticket prices generally falling between $120 and $470. Delta represents about 35% of the departures on this route, featuring an in-flight duration of 4 hours and an overall travel time near 5 hours and 15 minutes, including layover.
- American Airlines: Known for its full-service offerings, American Airlines provides one-stop flights with typical one-way fares ranging from $125 to $385. It accounts for around 28% of departures for this route, with a 4-hour flight time and total journey duration of approximately 5 hours and 15 minutes, including the layover.
- United: As a full-service option, United Airlines features one-stop service with one-way fares usually between $130 and $440. This carrier makes up about 19% of the departures on this route, boasting a flight time of 4 hours and a total travel duration of roughly 5 hours and 15 minutes, including layovers.
- Southwest Airlines: This budget-friendly carrier offers one-stop service, with one-way fares typically ranging from $120 to $335. Southwest Airlines represents about 15% of departures on this route, with an in-flight time of 4 hours and a complete journey time of around 5 hours and 15 minutes, factoring in the layover.
- Sun Country Airlines: A low-cost option, Sun Country Airlines provides one-stop service, with one-way fares usually priced between $150 and $230. It accounts for roughly 2% of departures along this route, featuring a flight duration of 4 hours and a total travel time of about 5 hours and 15 minutes, including layover.
Travelers flying from Portland to Milwaukee can opt for an upgrade, with Delta providing both first-class and premium economy service on this route for a more comfortable experience.
Best time to fly from Portland (PWM) to Milwaukee (MKE)
The most popular months for travelers flying from Portland to Milwaukee are April, June, and September, when peak temperatures in Milwaukee reach up to 64.9°F in June. If you prefer quieter travel, consider November, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 39.2°F. For better deals, May usually offers the lowest average one-way fare around $182. Flight availability peaks in October, with approximately 12 flights per week, making it easier to find convenient departure times. January, February, March, and May have the fewest flights, with approximately 8 flights per week.
- Cheapest time to fly: May usually offers good deals with average one-way fare around $182, roughly 25% cheaper than the yearly average.
- Another budget-friendly time to fly: November typically offers an average one-way fare of around $191.
- Most flight options: October has the highest number of flights from Portland to Milwaukee, with approximately 12 flights per week, giving you more flexibility in scheduling your trip.
| Month | Temperature | Demand | Weekly Flights | Average one-way Fare |
| January | 22.1°F (-5.5°C) | Average | 8 | $216 |
| February | 23.5°F (-4.7°C) | Low | 8 | $300 |
| March | 34.7°F (1.5°C) | Average | 8 | $307 |
| April | 43.7°F (6.5°C) | High | 10 | $250 |
| May | 54.9°F (12.7°C) | Average | 8 | $182 |
| June | 64.9°F (18.3°C) | High | 10 | $226 |
| July | 71.4°F (21.9°C) | Average | 11 | $237 |
| August | 70.7°F (21.5°C) | Average | 10 | $251 |
| September | 64.2°F (17.9°C) | High | 10 | $204 |
| October | 52.0°F (11.1°C) | Average | 12 | $225 |
| November | 39.2°F (4.0°C) | Low | 9 | $191 |
| December | 29.7°F (-1.3°C) | Low | 10 | $326 |
*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.
Alternative routes from Portland (PWM) to Milwaukee (MKE)
- Portland to Racine (PWM-RAC): John H. Batten Airport (RAC) is located approximately 14 miles from General Mitchell International Airport (MKE), making it a convenient choice for travelers.
- Portland to Kenosha (PWM-ENW): Kenosha Regional Airport (ENW) lies about 24 miles away from General Mitchell International Airport (MKE), offering easy access for passengers heading to the area.
- Sanford to Milwaukee (SFM-MKE): Sanford Seacoast Regional Airport (SFM) is roughly 26 miles from Portland International Jetport Airport (PWM), providing a practical option for those traveling to Milwaukee.
How to find the best prices for flights from Portland (PWM) to Milwaukee (MKE)
Getting some of the best deals on flights from Portland to Milwaukee is all about timing and flexibility. Here are some key tips to help you save:
- Best times to book and fly: cheaper fares are usually found when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Morning departures between 5 a.m. and 12 p.m. tend to offer lower prices and are also the most popular times to fly. Additionally, flying on Wednesday generally provides cheaper options, although Thursday is the most popular travel day.
- Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
- Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
- Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
- Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
- Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.
*Members only. Savings vary and are not available on all bundles. Select hotels.
Arriving at General Mitchell International Airport from Portland International Jetport Airport
Milwaukee welcomes travelers from Portland with a range of transport options based on price, convenience, and proximity. Here's how to reach Milwaukee efficiently:
- Hotel transfer: Transfers offer a convenient way to reach your hotel in Milwaukee, with private rides that can be arranged in advance.
- Car rental: Renting a car from General Mitchell International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at General Mitchell International Airport on Expedia.
- Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
- Public transportation: From General Mitchell International Airport, travelers will find the Milwaukee Airport Bus Station, a bus station, just 0.1 miles away on foot, while the Milwaukee Airport Station, a train station, is located about 1.8 miles from the airport and best accessed by car. Additionally, the Michigan & Jackson Tram Stop, a metro station, is approximately 7.8 miles away by car.
Portland to Milwaukee Flights
The cheapest times to fly from Portland to Milwaukee
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Milwaukee are during the month of December. You can find some of the cheapest flights from Portland to Milwaukee with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Portland to Milwaukee
Sunday is one of the best days to book for cheap flights from Portland to Milwaukee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Portland to Milwaukee
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Milwaukee in 2026. You can also book with separate airlines for your outbound and return journeys, from $128 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Milwaukee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Milwaukee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Frequently Asked Questions
How much does a flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) cost?
You can find cheap one-way flights from $128 and cheap return flights $255 Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) with Expedia. One-way flights typically cost between $134 and $620, and return flights often range between $347 and $1008. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) ticket fares go up or down.
*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
January is typically the cheapest month to fly from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.), with average return fares around $344. This price is about 16% lower than the average throughout the year, as January tends to have less travel activity after the holiday season. Other affordable months to consider are February and September.
*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
Enter PWM to MKE and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
Southwest is one of the cheapest airlines offering connecting flights from Portland (PWM) to Milwaukee (MKE), with round-trip tickets starting from around $222 with a layover in Baltimore Washington Intl. Thurgood Marshall (BWI). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
To find a cheap flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
For flights from Portland, ME (PWM) to Milwaukee, WI (MKE), January and September are the best months to travel. You can expect average return flight prices around $344 during these months. January is great for lower fares after the holiday rush, while September offers pleasant weather and fewer crowds, making it a wonderful time to visit.
*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
The earliest flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) typically departs at around 5:05 AM, operated by American Airlines. This seasonal service is available in June and July, giving you a head start on your day in Milwaukee. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
The most popular departure times for flights from Portland (PWM) to Milwaukee (MKE) are in the early morning, from 6am to 9am. About 29% of passengers prefer this time window. Many major carriers, including United Airlines and American Airlines, offer flights during this window. This timing works well because it allows you to start your day early and arrive in Milwaukee with time to spare.
How long does it take to fly from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
A flight from PWM to MKE with a layover takes around 5 hours, with the route covering approximately 884 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
You can fly first class between PWM and MKE. First class cabins are available on:
- Delta Air Lines
- American Airlines
- United Airlines
How do I earn miles on a Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) flight with Expedia?
It's easy to earn miles on a Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.
*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Milwaukee from Portland Intl. Jetport (PWM)?
If you're planning to travel to Milwaukee from Portland Intl. Jetport (PWM), you can fly into General Mitchell Intl. (MKE) Some flights may connect through major hubs like Washington Dulles Intl. (IAD), Liberty Intl. (EWR), Baltimore Washington Intl. Thurgood Marshall (BWI) before reaching Milwaukee. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) at the last minute?
Typically, booking a last minute flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) flight and hotel package?
Securing a Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) Milwaukee Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.)?
If you booked your Portland, ME (PWM-Portland Intl. Jetport) to Milwaukee, WI (MKE-General Mitchell Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.
Travel information
Origin airport | Portland Intl. Jetport Airport |
|---|---|
Destination airport | General Mitchell Intl. Airport |
Distance | 884 miles away |
Airlines serving | American Airlines, Delta, United, Southwest Airlines |
Popular airline | American Airlines |
Roundtrip price | $255 |