What is the cheapest airline that flies from Portland to Wisconsin?

Delta, United Airlines, and Southwest are the most popular carriers operating from Portland to Wisconsin

How many flights depart from Portland, Maine to Wisconsin on average per week?

55 flights are operational weekly from Portland, Maine to Wisconsin as of April 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

What airlines fly to Wisconsin?

Delta, American Airlines and JetBlue are the top three most popular airlines that fly to Wisconsin from Portland, Maine according to our data. Delta is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 5 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Portland Airport to Wisconsin?

Prices for flights from Portland Airport to Wisconsin are updated daily.

How many operators does momondo search for flights from Portland Airport to Wisconsin?

There are 5 operators available for flights from Portland Airport to Wisconsin as of April 2026.

How old do you have to be to fly from Portland Airport to Wisconsin?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$98 Cheap Flights from Portland to Wisconsin in 2026

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Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:47 pm - 2:51 pm

PWM

MSP

3h 04mnonstop

7:55 am - 11:34 am

MSP

PWM

2h 39mnonstop

$177Sun Country Air

Thu, May 28 - Sun, May 31

12:54 pm - 3:00 pm

PWM

MSP

3h 06mnonstop

7:55 am - 11:41 am

MSP

PWM

2h 46mnonstop

$227Sun Country Air

Thu, Aug 27 - Mon, Aug 31

12:40 pm - 2:48 pm

PWM

MSP

3h 08mnonstop

8:20 am - 11:59 am

MSP

PWM

2h 39mnonstop

$238Sun Country Air

Fri, Jun 26 - Sat, Jul 4

6:00 am - 8:00 am

PWM

ORD

3h 00mnonstop

2:02 pm - 5:44 pm

ORD

PWM

2h 42mnonstop

$269United Airlines

Fri, May 22 - Mon, May 25

6:01 pm - 8:14 pm

PWM

ORD

3h 13mnonstop

7:44 pm - 11:22 pm

ORD

PWM

2h 38mnonstop

$270American Airlines

Wed, May 13 - Fri, May 15

6:01 pm - 8:14 pm

PWM

ORD

3h 13mnonstop

8:54 pm - 12:35 am

ORD

PWM

2h 41mnonstop

$276American Airlines

Tue, May 19 - Tue, May 26

6:00 am - 8:00 am

PWM

ORD

3h 00mnonstop

3:53 pm - 11:51 pm

ORD

PWM

6h 58m

1 stop

$279United Airlines

Fri, May 22 - Sun, May 24

4:52 pm - 8:59 pm

PWM

MSN

5h 07m

1 stop

7:00 am - 4:50 pm

MSN

PWM

8h 50m

2 stops

$333Delta

Thu, Jul 9 - Tue, Jul 14

2:38 pm - 10:52 pm

PWM

GRB

9h 14m

2 stops

7:00 am - 11:55 am

GRB

PWM

3h 55m

1 stop

$339Delta

Thu, May 7 - Sun, May 10

1:00 pm - 9:45 pm

PWM

MKE

9h 45m

2 stops

5:15 pm - 10:10 pm

MKE

PWM

3h 55m

1 stop

$387Southwest

Wed, Jun 3 - Mon, Jun 8

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Delta flights from Portland, Maine to Wisconsin

Our best Delta deals on Portland, Maine to Wisconsin flight tickets

Delta

May 9

PWM2:38 pmPortland

7h 58m

1 stop

ORD9:36 pmChicago O'Hare Intl

May 10

ORD5:30 amChicago O'Hare Intl

6h 40m

1 stop

PWM1:10 pmPortland

$289

Delta

May 9

PWM12:50 pmPortland

8h 34m

2 stops

ORD8:24 pmChicago O'Hare Intl

May 11

ORD6:31 pmChicago O'Hare Intl

5h 12m

1 stop

PWM12:43 amPortland

$294

Delta

May 9

PWM6:02 amPortland

11h 49m

2 stops

ORD4:51 pmChicago O'Hare Intl

May 16

ORD1:44 pmChicago O'Hare Intl

9h 59m

2 stops

PWM12:43 amPortland

$300

American Airlines flights from Portland, Maine to Wisconsin

Our best American Airlines deals on Portland, Maine to Wisconsin flight tickets

American Airlines

May 13

PWM6:01 pmPortland

3h 13m

ORD8:14 pmChicago O'Hare Intl

May 15

ORD7:44 pmChicago O'Hare Intl

2h 38m

PWM11:22 pmPortland

$270

American Airlines

May 19

PWM6:01 pmPortland

3h 13m

ORD8:14 pmChicago O'Hare Intl

May 26

ORD8:54 pmChicago O'Hare Intl

2h 41m

PWM12:35 amPortland

$276

American Airlines

Jun 6

PWM7:23 pmPortland

3h 09m

ORD9:32 pmChicago O'Hare Intl

Jun 7

ORD8:54 pmChicago O'Hare Intl

2h 43m

PWM12:37 amPortland

$278

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Thu 5/28

12:47 pm-2:51 pm

Nonstop3h 04m

Minneapolis St Paul

Sun 5/31

7:55 am-11:34 am

Nonstop2h 39m

$177

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Thu 8/27

12:54 pm-3:00 pm

Nonstop3h 06m

Minneapolis St Paul

Mon 8/31

7:55 am-11:41 am

Nonstop2h 46m

$227

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Fri 6/26

12:40 pm-2:48 pm

Nonstop3h 08m

Minneapolis St Paul

Sat 7/4

8:20 am-11:59 am

Nonstop2h 39m

$238

Quickest round-trip

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 5/22

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 5/25

2:02 pm-5:44 pm

Nonstop2h 42m

$269

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 5/13

6:01 pm-8:14 pm

Nonstop3h 13m

Chicago O'Hare Intl

Fri 5/15

7:44 pm-11:22 pm

Nonstop2h 38m

$270

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 5/19

6:01 pm-8:14 pm

Nonstop3h 13m

Chicago O'Hare Intl

Tue 5/26

8:54 pm-12:35 am

Nonstop2h 41m

$276

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 5/22

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 5/24

3:53 pm-11:51 pm

1 stop6h 58m

$279

PortlandMadison

PWM - MSN

PWMMSN

Portland

Thu 7/9

4:52 pm-8:59 pm

1 stop5h 07m

Madison Truax Field

Tue 7/14

7:00 am-4:50 pm

2 stops8h 50m

$333

PortlandGreen Bay

PWM - GRB

PWMGRB

Portland

Thu 5/7

2:38 pm-10:52 pm

2 stops9h 14m

Green Bay Austin-Straubel

Sun 5/10

7:00 am-11:55 am

1 stop3h 55m

$339

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 6/3

1:00 pm-9:45 pm

2 stops9h 45m

Milwaukee-Mitchell

Mon 6/8

5:15 pm-10:10 pm

1 stop3h 55m

$387

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland, Maine to Wisconsin

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

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of November, then book flights to Wisconsin from Portland, Maine during February instead. Flights to Wisconsin in February, while not as cheap as those in November, still average around $342.

Can stopping save me money on Portland, Maine to Wisconsin flights?

You could potentially save up to 12% on your flight if you consider stops on a Portland, Maine to Wisconsin flight.

Cheap Portland, Maine to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Wisconsin

Fastest flight time	2h 55m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Portland, Maine to Wisconsin takes 2h 55m

Direct flights go from Portland, Maine to Wisconsin every day.

There are 80 airports in Wisconsin. From Portland, Maine there are direct flights to Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP).

Search flight deals

Frequently asked questions about flying from Portland, Maine to Wisconsin

When did momondo last update prices for flights from Portland Airport to Wisconsin?
Prices for flights from Portland Airport to Wisconsin are updated daily.
How many operators does momondo search for flights from Portland Airport to Wisconsin?
There are 5 operators available for flights from Portland Airport to Wisconsin as of April 2026.
How old do you have to be to fly from Portland Airport to Wisconsin?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland, Maine to Wisconsin

Compare and see reviews for airlines that fly from Portland, Maine to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $258	Free Cancellation	Rating 7.1 11,625 reviews	Search American Airlines flights
Delta	PriceFrom $258	Free Cancellation	Rating 7.9 8,422 reviews	Search Delta flights
United Airlines	PriceFrom $262	Free Cancellation	Rating 7.4 9,607 reviews	Search United Airlines flights
Southwest	PriceFrom $296	Free Cancellation	Rating 8.0 4,330 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Wisconsin?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Wisconsin. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Wisconsin with flexible booking policies on momondo?

Flights from Portland to Wisconsin 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 Portland to Wisconsin?

momondo provides multiple filters to help you find the best flight to Wisconsin from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Wisconsin right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Portland and alert you when they change.