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 38% 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.

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

Delta, Sun Country Air, 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?

12 flights are operational weekly from Portland, Maine to Wisconsin as of March 2026. The most popular departure day for this route is Fri, with 42% of flights per week taking off on this day.

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 March 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.

$99 Cheap Flights from Portland 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.

12:58 pm - 3:06 pm

PWM

MSP

3h 08mnonstop

8:40 am - 12:19 pm

MSP

PWM

2h 39mnonstop

$198Sun Country Air

Thu, Jul 16 - Mon, Jul 20

6:33 pm - 8:43 pm

PWM

ORD

3h 10mnonstop

1:55 pm - 5:32 pm

ORD

PWM

2h 37mnonstop

$209United Airlines

Tue, Apr 7 - Sat, Apr 11

6:33 pm - 8:43 pm

PWM

ORD

3h 10mnonstop

1:00 pm - 7:01 pm

ORD

PWM

5h 01m

1 stop

$219United Airlines

Tue, Apr 7 - Sat, Apr 11

3:39 pm - 7:57 pm

PWM

ORD

5h 18m

1 stop

7:49 pm - 11:27 pm

ORD

PWM

2h 38mnonstop

$230American Airlines

Tue, Apr 7 - Sun, Apr 12

5:23 am - 4:43 pm

PWM

ORD

12h 20m

2 stops

7:00 am - 1:50 pm

ORD

PWM

5h 50m

1 stop

$234Delta

Fri, Apr 3 - Sun, Apr 5

5:30 am - 12:50 pm

PWM

ORD

8h 20m

2 stops

7:35 pm - 12:20 pm

ORD

PWM

15h 45m

2 stops

$245Southwest

Mon, Apr 13 - Mon, Apr 13

6:01 pm - 8:14 pm

PWM

ORD

3h 13mnonstop

7:49 pm - 11:27 pm

ORD

PWM

2h 38mnonstop

$248American Airlines

Fri, Apr 24 - Mon, Apr 27

12:55 pm - 5:34 pm

PWM

ATW

5h 39m

1 stop

7:00 am - 12:00 pm

ATW

PWM

4h 00m

1 stop

$277Delta

Sat, May 9 - Sun, May 10

12:58 pm - 3:06 pm

PWM

MSP

3h 08mnonstop

4:20 pm - 10:38 pm

MSP

PWM

5h 18m

1 stop

$304Multiple Airlines

Thu, Jul 16 - Mon, Jul 20

5:30 am - 11:45 am

PWM

MKE

7h 15m

2 stops

6:50 am - 11:55 am

MKE

PWM

4h 05m

1 stop

$336Southwest

Tue, Mar 31 - Thu, Apr 2

United Airlines flights from Portland, Maine to Wisconsin

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

United Airlines

Apr 7

PWM6:33 pmPortland

3h 10m

ORD8:43 pmChicago O'Hare Intl

Apr 11

ORD1:55 pmChicago O'Hare Intl

2h 37m

PWM5:32 pmPortland

$209

United Airlines

Apr 7

PWM6:33 pmPortland

3h 10m

ORD8:43 pmChicago O'Hare Intl

Apr 11

ORD1:00 pmChicago O'Hare Intl

5h 01m

1 stop

PWM7:01 pmPortland

$219

United Airlines

Apr 7

PWM7:12 pmPortland

5h 25m

1 stop

ORD11:37 pmChicago O'Hare Intl

Apr 11

ORD1:00 pmChicago O'Hare Intl

5h 01m

1 stop

PWM7:01 pmPortland

$229

American Airlines flights from Portland, Maine to Wisconsin

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

American Airlines

Apr 7

PWM3:39 pmPortland

5h 18m

1 stop

ORD7:57 pmChicago O'Hare Intl

Apr 12

ORD7:49 pmChicago O'Hare Intl

2h 38m

PWM11:27 pmPortland

$230

American Airlines

Apr 24

PWM6:01 pmPortland

3h 13m

ORD8:14 pmChicago O'Hare Intl

Apr 27

ORD7:49 pmChicago O'Hare Intl

2h 38m

PWM11:27 pmPortland

$248

American Airlines

Apr 1

PWM12:44 pmPortland

5h 39m

1 stop

ORD5:23 pmChicago O'Hare Intl

Apr 5

ORD8:02 pmChicago O'Hare Intl

2h 32m

PWM11:34 pmPortland

$250

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Thu 7/16

12:58 pm-3:06 pm

Nonstop3h 08m

Minneapolis St Paul

Mon 7/20

8:40 am-12:19 pm

Nonstop2h 39m

$198

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 4/7

6:33 pm-8:43 pm

Nonstop3h 10m

Chicago O'Hare Intl

Sat 4/11

1:55 pm-5:32 pm

Nonstop2h 37m

$209

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 4/7

6:33 pm-8:43 pm

Nonstop3h 10m

Chicago O'Hare Intl

Sat 4/11

1:00 pm-7:01 pm

1 stop5h 01m

$219

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 4/7

3:39 pm-7:57 pm

1 stop5h 18m

Chicago O'Hare Intl

Sun 4/12

7:49 pm-11:27 pm

Nonstop2h 38m

$230

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 4/3

5:23 am-4:43 pm

2 stops12h 20m

Chicago O'Hare Intl

Sun 4/5

7:00 am-1:50 pm

1 stop5h 50m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 4/13

5:30 am-12:50 pm

2 stops8h 20m

Chicago O'Hare Intl

Mon 4/13

7:35 pm-12:20 pm

2 stops15h 45m

$245

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 4/24

6:01 pm-8:14 pm

Nonstop3h 13m

Chicago O'Hare Intl

Mon 4/27

7:49 pm-11:27 pm

Nonstop2h 38m

$248

PortlandAppleton

PWM - ATW

PWMATW

Portland

Sat 5/9

12:55 pm-5:34 pm

1 stop5h 39m

Appleton Intl

Sun 5/10

7:00 am-12:00 pm

1 stop4h 00m

$277

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Thu 7/16

12:58 pm-3:06 pm

Nonstop3h 08m

Minneapolis St Paul

Mon 7/20

4:20 pm-10:38 pm

1 stop5h 18m

$304

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Tue 3/31

5:30 am-11:45 am

2 stops7h 15m

Milwaukee-Mitchell

Thu 4/2

6:50 am-11:55 am

1 stop4h 05m

$336

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 $329.

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

You could potentially save up to 26% 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

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 March 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
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,403 reviews	Search United Airlines flights
American Airlines	PriceFrom $258	Free Cancellation	Rating 7.1 11,392 reviews	Search American Airlines flights
Delta	PriceFrom $258	Free Cancellation	Rating 7.9 8,258 reviews	Search Delta flights
Southwest	PriceFrom $296	Free Cancellation	Rating 8.0 4,309 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.