Southwest® flights from Milwaukee to Portland, ME from $168
expand_more
1 Passenger
expand_morePromo Code
expand_moretoday
today
Low fares from Milwaukee to Portland, ME
$
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 09/02/2026
One-way
Basic
From
$168
Seen: 8 hrs ago
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 09/01/2026
One-way
Basic
From
$168
Seen: 43 minutes ago
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 08/18/2026
One-way
Basic
From
$168
Seen: 19 hrs ago
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 08/29/2026
One-way
Basic
From
$168
Seen: 6 hrs ago
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 09/15/2026
One-way
Basic
From
$176
Seen: 5 hrs ago
Milwaukee (MKE)to
Portland, ME (PWM)
Depart: 09/14/2026
One-way
Basic
From
$176
Seen: 7 hrs ago
Explore flights from Milwaukee to Portland, ME
location_on
location_on
Flight Details
Departing from:
General Mitchell Airport
Arriving at:
Portland International Jetport
Distance:
887 miles
Route Information
61† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
There are 61 weekly flights from Milwaukee to Portland, ME on Southwest Airlines.
To find the lowest fares by day and time to fly Milwaukee to Portland, ME with Southwest, check out our Low Fare Calendar.
You can rent a car at Portland International Jetport book yours with your flight.
Yes! Flights from Milwaukee to Portland, ME—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.
Explore Flights from Other Popular Origins
Popular Flights from Milwaukee