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.

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

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

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

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 June 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.

$85 Cheap Flights from Portland, Maine to Wisconsin in 2026

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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.

1:05 pm - 3:16 pm

PWM

MSP

3h 11mnonstop

7:55 am - 11:37 am

MSP

PWM

2h 42mnonstop

$217Sun Country Air

Fri, Jun 26 - Sun, Jul 5

12:58 pm - 3:07 pm

PWM

MSP

3h 09mnonstop

7:55 am - 11:37 am

MSP

PWM

2h 42mnonstop

$227Sun Country Air

Sat, Jul 4 - Sun, Jul 5

4:52 pm - 8:59 pm

PWM

MSN

5h 07m

1 stop

3:05 pm - 11:30 pm

MSN

PWM

7h 25m

1 stop

$291Delta

Tue, Jul 28 - Tue, Aug 4

4:52 pm - 8:59 pm

PWM

MSN

5h 07m

1 stop

1:35 pm - 11:30 pm

MSN

PWM

8h 55m

2 stops

$296Delta

Tue, Jul 28 - Wed, Aug 5

12:16 pm - 2:22 pm

PWM

ORD

3h 06mnonstop

9:09 pm - 12:43 am

ORD

PWM

2h 34mnonstop

$307American Airlines

Wed, Jul 22 - Tue, Jul 28

6:09 pm - 12:16 am

PWM

GRB

7h 07m

1 stop

5:45 am - 11:38 am

GRB

PWM

4h 53m

1 stop

$309American Airlines

Fri, Aug 21 - Tue, Aug 25

6:53 pm - 11:37 pm

PWM

MKE

5h 44m

1 stop

3:15 pm - 9:23 pm

MKE

PWM

5h 08m

1 stop

$351United Airlines

Wed, Aug 26 - Sat, Aug 29

6:53 pm - 11:37 pm

PWM

MKE

5h 44m

1 stop

6:15 am - 7:17 pm

MKE

PWM

12h 02m

2 stops

$356United Airlines

Wed, Aug 26 - Sat, Aug 29

7:10 pm - 11:15 pm

PWM

MKE

5h 05m

1 stop

5:15 pm - 12:10 am

MKE

PWM

5h 55m

2 stops

$386Southwest

Wed, Jul 8 - Fri, Jul 10

5:20 pm - 12:15 am

PWM

MKE

7h 55m

2 stops

5:25 pm - 11:00 pm

MKE

PWM

4h 35m

1 stop

$396Southwest

Thu, Jul 2 - Wed, Jul 8

JetBlue flights from Portland, Maine to Wisconsin

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

JetBlue

Jul 4

PWM2:30 pmPortland

8h 00m

1 stop

ORD9:30 pmChicago O'Hare Intl

Jul 8

ORD6:00 amChicago O'Hare Intl

6h 45m

1 stop

PWM1:45 pmPortland

$343

JetBlue

Jul 15

PWM2:40 pmPortland

8h 18m

1 stop

ORD9:58 pmChicago O'Hare Intl

Jul 19

ORD6:00 amChicago O'Hare Intl

5h 30m

1 stop

PWM12:30 pmPortland

$344

JetBlue

Aug 14

PWM2:49 pmPortland

8h 06m

1 stop

ORD9:55 pmChicago O'Hare Intl

Aug 18

ORD6:00 amChicago O'Hare Intl

5h 21m

1 stop

PWM12:21 pmPortland

$351

American Airlines flights from Portland, Maine to Wisconsin

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

American Airlines

Jul 22

PWM12:16 pmPortland

3h 06m

ORD2:22 pmChicago O'Hare Intl

Jul 28

ORD9:09 pmChicago O'Hare Intl

2h 34m

PWM12:43 amPortland

$307

American Airlines

Aug 21

PWM6:09 pmPortland

7h 07m

1 stop

GRB12:16 amGreen Bay Austin-Straubel

Aug 25

GRB5:45 amGreen Bay Austin-Straubel

4h 53m

1 stop

PWM11:38 amPortland

$309

American Airlines

Jun 23

PWM7:28 pmPortland

3h 09m

ORD9:37 pmChicago O'Hare Intl

Jun 30

ORD8:59 pmChicago O'Hare Intl

2h 43m

PWM12:42 amPortland

$312

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Fri 6/26

1:05 pm-3:16 pm

Nonstop3h 11m

Minneapolis St Paul

Sun 7/5

7:55 am-11:37 am

Nonstop2h 42m

$217

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Sat 7/4

12:58 pm-3:07 pm

Nonstop3h 09m

Minneapolis St Paul

Sun 7/5

7:55 am-11:37 am

Nonstop2h 42m

$227

PortlandMadison

PWM - MSN

PWMMSN

Portland

Tue 7/28

4:52 pm-8:59 pm

1 stop5h 07m

Madison Truax Field

Tue 8/4

3:05 pm-11:30 pm

1 stop7h 25m

$291

PortlandMadison

PWM - MSN

PWMMSN

Portland

Tue 7/28

4:52 pm-8:59 pm

1 stop5h 07m

Madison Truax Field

Wed 8/5

1:35 pm-11:30 pm

2 stops8h 55m

$296

Quickest round-trip

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 7/22

12:16 pm-2:22 pm

Nonstop3h 06m

Chicago O'Hare Intl

Tue 7/28

9:09 pm-12:43 am

Nonstop2h 34m

$307

PortlandGreen Bay

PWM - GRB

PWMGRB

Portland

Fri 8/21

6:09 pm-12:16 am

1 stop7h 07m

Green Bay Austin-Straubel

Tue 8/25

5:45 am-11:38 am

1 stop4h 53m

$309

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 8/26

6:53 pm-11:37 pm

1 stop5h 44m

Milwaukee-Mitchell

Sat 8/29

3:15 pm-9:23 pm

1 stop5h 08m

$351

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 8/26

6:53 pm-11:37 pm

1 stop5h 44m

Milwaukee-Mitchell

Sat 8/29

6:15 am-7:17 pm

2 stops12h 02m

$356

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 7/8

7:10 pm-11:15 pm

1 stop5h 05m

Milwaukee-Mitchell

Fri 7/10

5:15 pm-12:10 am

2 stops5h 55m

$386

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Thu 7/2

5:20 pm-12:15 am

2 stops7h 55m

Milwaukee-Mitchell

Wed 7/8

5:25 pm-11:00 pm

1 stop4h 35m

$396

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 December, then book flights to Wisconsin from Portland, Maine during August instead. Flights to Wisconsin in August, while not as cheap as those in December, still average around $229.

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

You could potentially save up to 6% 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 57m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Portland, Maine to Wisconsin takes 2h 57m

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 June 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
Delta	PriceFrom $170	Free Cancellation	Rating 7.8 8,395 reviews	Search Delta flights
United Airlines	PriceFrom $198	Free Cancellation	Rating 7.4 9,775 reviews	Search United Airlines flights
American Airlines	PriceFrom $270	Free Cancellation	Rating 7.1 11,643 reviews	Search American Airlines flights
Southwest	PriceFrom $311	Free Cancellation	Rating 8.0 4,255 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.