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.

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

As of May 2025, 36 flights take off from Wisconsin and land in Portland, Maine each week. The most common flight departure day for this route is Mon, with 19% 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 Madison (a popular airport in Wisconsin) to Boston (the most popular airport in Portland, Maine), then the flight time is 2h 15m on average. If you fly from Milwaukee (another popular airport in Wisconsin) to Boston, then the average flight time is 2h 16m.

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 May 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.

$88 Cheap Flights from Wisconsin to Portland, Maine - Save in Minutes

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Find the cheapest flights from Wisconsin to Portland

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Cheap round-trip flights

These are some of the best round-trip flight deals from Wisconsin to Portland that have been recently found on momondo from popular airlines, departing in the coming months.

7:54 am - 11:35 amMSP-PWM

2h 41mnonstop

12:58 pm - 3:06 pmPWM-MSP

3h 08mnonstop

$155Sun Country Air

Find Deal

Sun, Jun 1 - Sat, Jun 14

7:54 am - 11:35 amMSP-PWM

2h 41mnonstop

12:40 pm - 2:48 pmPWM-MSP

3h 08mnonstop

$158Sun Country Air

Find Deal

Sun, Jun 1 - Thu, Jun 12

4:03 pm - 10:59 pmORD-PWM

5h 56m1 stop

3:06 pm - 9:54 pmPWM-ORD

7h 48m1 stop

$183JetBlue

Find Deal

Fri, May 30 - Tue, Jun 3

6:15 am - 1:50 pmORD-PWM

6h 35m1 stop

2:15 pm - 9:54 pmPWM-ORD

8h 39m1 stop

$193JetBlue

Find Deal

Tue, Jun 3 - Sat, Jun 7

11:05 am - 2:31 pmORD-PWM

2h 26mnonstop

6:00 am - 7:53 amPWM-ORD

2h 53mnonstop

$194United Airlines

Find Deal

Wed, May 28 - Tue, Jun 3

7:10 am - 10:49 amORD-PWM

2h 39mnonstop

12:15 pm - 4:48 pmPWM-ORD

5h 33m1 stop

$204United Airlines

Find Deal

Wed, May 28 - Tue, Jun 3

8:00 am - 11:32 amORD-PWM

2h 32mnonstop

4:01 pm - 8:33 pmPWM-ORD

5h 32m1 stop

$215American Airlines

Find Deal

Fri, May 30 - Tue, Jun 3

6:27 pm - 12:49 amORD-PWM

5h 22m1 stop

11:30 am - 4:40 pmPWM-ORD

6h 10m1 stop

$217Delta

Find Deal

Tue, Jul 1 - Fri, Jul 4

6:00 am - 12:57 pmORD-PWM

5h 57m1 stop

5:30 am - 10:03 amPWM-ORD

5h 33m1 stop

$223Delta

Find Deal

Thu, May 29 - Mon, Jun 2

7:09 pm - 10:47 pmORD-PWM

2h 38mnonstop

5:08 am - 11:48 amPWM-ORD

7h 40m1 stop

$244American Airlines

Find Deal

Sun, Jun 15 - Fri, Jun 20

United Airlines flights from Wisconsin to Portland, Maine

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

United Airlines

May 28

ORD11:05 amChicago O'Hare Intl

2h 26m

PWM2:31 pmPortland

Jun 3

PWM6:00 amPortland

2h 53m

ORD7:53 amChicago O'Hare Intl

$194

Find similar

United Airlines

May 28

ORD7:10 amChicago O'Hare Intl

2h 39m

PWM10:49 amPortland

Jun 3

PWM12:15 pmPortland

5h 33m

1 stop

ORD4:48 pmChicago O'Hare Intl

$204

Find similar

United Airlines

Jul 8

ORD10:58 amChicago O'Hare Intl

2h 26m

PWM2:24 pmPortland

Jul 14

PWM4:56 pmPortland

2h 57m

ORD6:53 pmChicago O'Hare Intl

$209

Find similar

American Airlines flights from Wisconsin to Portland, Maine

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

American Airlines

May 30

ORD8:00 amChicago O'Hare Intl

2h 32m

PWM11:32 amPortland

Jun 3

PWM4:01 pmPortland

5h 32m

1 stop

ORD8:33 pmChicago O'Hare Intl

$215

Find similar

American Airlines

Jun 15

ORD7:09 pmChicago O'Hare Intl

2h 38m

PWM10:47 pmPortland

Jun 20

PWM5:08 amPortland

7h 40m

1 stop

ORD11:48 amChicago O'Hare Intl

$244

Find similar

American Airlines

Jun 18

ORD7:01 amChicago O'Hare Intl

7h 17m

1 stop

PWM3:18 pmPortland

Jun 25

PWM6:00 amPortland

2h 57m

ORD7:57 amChicago O'Hare Intl

$246

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 $393 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 $222 on momondo.

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	$88
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 $88. The best round-trip flight deal from Wisconsin to Portland, Maine found on momondo in the last 72 hours is $155.

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)

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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 May 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 2,921 reviews	Search JetBlue flights
American Airlines	PriceFrom $222	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $243	Free Cancellation	Rating 8.0 7,939 reviews	Search Delta flights
Southwest	PriceFrom $246	Free Cancellation	Rating 8.0 4,292 reviews	Search Southwest flights
United Airlines	PriceFrom $260	Free Cancellation	Rating 7.4 8,702 reviews	Search United Airlines flights

North Conway

Jackson

Boothbay Harbor

Conway

Bartlett

Lewiston

Gorham

Freeport

Brunswick

Auburn

Intervale

Bath

Windham

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.