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

As of June 2025, 62 flights take off from Wisconsin and land in Portland, Maine each week. The most common flight departure day for this route is Sat, with 18% of weekly flights taking off on this day.

How long does it take to fly to Portland, Maine?

The flight from Wisconsin to Portland, Maine depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Milwaukee (a popular airport in Wisconsin) to Boston (the most popular airport in Portland, Maine), then the flight time is 2h 12m on average. If you fly from Madison (another popular airport in Wisconsin) to Boston, then the average flight time is 4h 24m.

What airlines fly to Portland, Maine?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Portland, Maine from Wisconsin according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 6 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

Sun Country Air, American Airlines, and United Airlines are the most popular carriers operating from Wisconsin to Portland

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

Prices for flights from Wisconsin to Portland Airport were last updated today.

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

There are 7 operators available for flights from Wisconsin to Portland Airport as of June 2025.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$79 Cheap Flights from Wisconsin to Portland in 2025

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Find the cheapest flights from Wisconsin to Portland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:00 am - 11:39 amMSP-PWM

2h 39mnonstop

11:16 am - 1:24 pmPWM-MSP

3h 08mnonstop

$158Sun Country Air

Find Deal

Sun, Jul 6 - Fri, Jul 11

8:00 am - 11:39 amMSP-PWM

2h 39mnonstop

11:16 am - 1:24 pmPWM-MSP

3h 08mnonstop

$168Sun Country Air

Find Deal

Sun, Jul 6 - Fri, Jul 11

6:10 am - 1:22 pmORD-PWM

6h 12m1 stop

2:17 pm - 6:24 pmPWM-ORD

5h 07m1 stop

$183JetBlue

Find Deal

Wed, Sep 3 - Sat, Sep 6

1:36 pm - 10:01 pmORD-PWM

7h 25m1 stop

7:09 am - 12:10 pmPWM-ORD

6h 01m1 stop

$198JetBlue

Find Deal

Wed, Oct 1 - Sun, Oct 5

10:58 am - 2:26 pmORD-PWM

2h 28mnonstop

4:56 pm - 6:47 pmPWM-ORD

2h 51mnonstop

$205United Airlines

Find Deal

Sun, Aug 31 - Sat, Sep 6

6:55 am - 10:35 amMSP-PWM

2h 40mnonstop

11:40 am - 1:45 pmPWM-MSP

3h 05mnonstop

$209Delta

Find Deal

Fri, Jul 18 - Wed, Jul 23

4:46 pm - 11:14 pmORD-PWM

5h 28m1 stop

6:10 am - 8:05 amPWM-ORD

2h 55mnonstop

$213United Airlines

Find Deal

Mon, Jun 30 - Fri, Jul 4

6:27 pm - 12:46 amORD-PWM

5h 19m1 stop

2:05 pm - 7:10 pmPWM-ORD

6h 05m1 stop

$217Delta

Find Deal

Mon, Jun 30 - Fri, Jul 4

6:03 am - 11:46 amMKE-PWM

4h 43m1 stop

6:00 am - 10:04 amPWM-MKE

5h 04m1 stop

$217American Airlines

Find Deal

Wed, Sep 17 - Tue, Sep 23

7:09 pm - 10:47 pmORD-PWM

2h 38mnonstop

6:00 am - 7:59 amPWM-ORD

2h 59mnonstop

$219American Airlines

Find Deal

Mon, Jun 30 - Tue, Jul 1

JetBlue flights from Wisconsin to Portland, Maine

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

JetBlue

Sep 3

ORD6:10 amChicago O'Hare Intl

6h 12m

1 stop

PWM1:22 pmPortland

Sep 6

PWM2:17 pmPortland

5h 07m

1 stop

ORD6:24 pmChicago O'Hare Intl

$183

Find similar

JetBlue

Oct 1

ORD1:36 pmChicago O'Hare Intl

7h 25m

1 stop

PWM10:01 pmPortland

Oct 5

PWM7:09 amPortland

6h 01m

1 stop

ORD12:10 pmChicago O'Hare Intl

$198

Find similar

JetBlue

Sep 9

ORD6:45 amChicago O'Hare Intl

5h 37m

1 stop

PWM1:22 pmPortland

Sep 11

PWM2:17 pmPortland

7h 33m

1 stop

ORD8:50 pmChicago O'Hare Intl

$208

Find similar

United Airlines flights from Wisconsin to Portland, Maine

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

United Airlines

Aug 31

ORD10:58 amChicago O'Hare Intl

2h 28m

PWM2:26 pmPortland

Sep 6

PWM4:56 pmPortland

2h 51m

ORD6:47 pmChicago O'Hare Intl

$205

Find similar

United Airlines

Jun 30

ORD4:46 pmChicago O'Hare Intl

5h 28m

1 stop

PWM11:14 pmPortland

Jul 4

PWM6:10 amPortland

2h 55m

ORD8:05 amChicago O'Hare Intl

$213

Find similar

United Airlines

Aug 31

ORD10:58 amChicago O'Hare Intl

2h 28m

PWM2:26 pmPortland

Sep 6

PWM7:25 amPortland

6h 42m

1 stop

ORD1:07 pmChicago O'Hare Intl

$215

Find similar

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

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 day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Wisconsin is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $361. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $472.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Wisconsin to Portland, Maine when you can find flight prices for as low as $376. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $426. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from Wisconsin when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $384 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Wisconsin for as low as $228 on momondo.

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

You could potentially save up to 54% on your flight if you consider stops on a Wisconsin to Portland, Maine flight.

Cheap Wisconsin to Portland, Maine flight deals and tips

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

Best Price Found	$79
Fastest flight time	2h 22m
Direct flights	Every day
Airports in Portland, Maine	1 airport

The best one-way flight to Portland, Maine from Wisconsin in the past 72 hours is $79. The best round-trip flight deal from Wisconsin to Portland, Maine found on momondo in the last 72 hours is $158.

The fastest flight from Wisconsin to Portland, Maine takes 2h 22m

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

There is 1 airport near Portland, Maine: Portland (PWM)

Search flight deals

When did momondo last update prices for flights from Wisconsin to Portland Airport?
Prices for flights from Wisconsin to Portland Airport were last updated today.
How many operators does momondo search for flights from Wisconsin to Portland Airport?
There are 7 operators available for flights from Wisconsin to Portland Airport as of June 2025.
How old do you have to be to fly from Wisconsin to Portland Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wisconsin to Portland, Maine

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

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $151	Free Cancellation	Rating 7.3 2,923 reviews	Search JetBlue flights
Southwest	PriceFrom $246	Free Cancellation	Rating 8.0 4,278 reviews	Search Southwest flights
American Airlines	PriceFrom $254	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $256	Free Cancellation	Rating 8.0 7,963 reviews	Search Delta flights
United Airlines	PriceFrom $267	Free Cancellation	Rating 7.4 8,809 reviews	Search United Airlines flights

North Conway

Jackson

Boothbay Harbor

Conway

Bartlett

Freeport

Lewiston

Gorham

Brunswick

Auburn

Intervale

Windham

Bath

Falmouth

Tamworth

Georgetown

Oxford

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from Wisconsin.

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

Yes. momondo allows you to filter the results for Wisconsin to Portland flights to just show those with flexible booking policies.

How can momondo help me find flights from Wisconsin to Portland?

Once all potential Wisconsin to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Wisconsin to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.