Book flights from Portland, ME, to Milwaukee with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.

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Cheap Flights from Portland (PWM) to Milwaukee (MKE) start at $76 for one-way and $140 for round trip. Earn your airline miles on top of our rewards!

Cheap Flights from Milwaukee (MKE) to Portland (PWM) start at $60 for one-way and $140 for round trip. Earn your airline miles on top of our rewards!

Find flights from Portland, Maine (PWM) to Milwaukee (MKE) $58+, FareCompare finds cheap flights, and sends email alerts

Our cheapest airline available from Portland, Maine to Milwaukee is Frontier. Our recent data shows that you can find tickets from as low as $140 on this airline. Additional options worth …

There are 8 ways to get from Maine to Milwaukee by plane, bus, train, or car. Select an option below to see step-by-step directions and to compare ticket prices and travel times in …

The journey from Milwaukee to Portland can take as little as 35 hours 30 minutes and starts from as little as $145.98. The earliest bus leaves at 3:20 am and the last bus leaves at 3:40 pm . …

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 January 16, 2025. …

Portland, Maine is more touristy than Milwaukee and is popular for its seafood restaurants, scenic lighthouse, and coastal walks. It is also home to The Portland Head Light. Milwaukee is …