To save up to 202% on this flight, we recommend booking at least 59 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Portland, Maine to Wisconsin from $491 1-2 weeks out and tickets from $566 for flights departing within the next 72 hours.
Our data shows that February tends to be the cheapest month to fly to Wisconsin from Portland, Maine. Users have commonly found prices around $425 for the month, but tickets can be as low as $267. Due to multiple factors, prepare for potentially higher prices in October.
When flying from Portland, Maine to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$198 - $264
Route
Depart
Return
Price
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Wed 8/21
1 stop5h 30m
Madison Truax Field
Tue 8/27
1 stop6h 50m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Thu 8/22
1 stop7h 21m
Madison Truax Field
Tue 8/27
1 stop7h 16m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Tue 8/20
1 stop5h 25m
Madison Truax Field
Tue 8/27
1 stop6h 44m
PortlandGreen Bay Austin-Straubel
PWM - GRB
PWMGRB
Portland
Wed 9/4
2 stops11h 32m
Green Bay Austin-Straubel
Sat 9/7
1 stop6h 54m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Tue 8/20
2 stops6h 46m
Madison Truax Field
Tue 8/27
1 stop6h 25m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Tue 8/20
2 stops6h 46m
Madison Truax Field
Tue 8/27
2 stops9h 18m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Fri 8/23
1 stop7h 21m
Madison Truax Field
Mon 8/26
1 stop7h 18m
PortlandMadison Truax Field
PWM - MSN
PWMMSN
Portland
Wed 8/21
2 stops11h 14m
Madison Truax Field
Tue 8/27
2 stops9h 18m
PortlandMilwaukee-Mitchell
PWM - MKE
PWMMKE
Portland
Tue 6/4
1 stop4h 30m
Milwaukee-Mitchell
Tue 6/11
1 stop5h 22m
No data available for this route at this time. Please check back soon.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Overall
Entertainment
Boarding
Crew
Food
Comfort
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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