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

As of December 2025, 32 flights take off from Wisconsin and land in Portland, Maine each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

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

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

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 14m on average. If you fly from Appleton (another popular airport in Wisconsin) to Boston, then the average flight time is 4h 01m.

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 39% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 5 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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 5 operators available for flights from Wisconsin to Portland Airport as of December 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.

$99 Cheap Flights from Wisconsin to Portland in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Wisconsin to Boston

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:20 am - 11:59 am

MSP

PWM

2h 39mnonstop

12:58 pm - 3:06 pm

PWM

MSP

3h 08mnonstop

$195Sun Country Air

Sat, Jun 13 - Sat, Jun 20

8:06 am - 11:43 am

MSP

PWM

2h 37mnonstop

12:35 pm - 2:39 pm

PWM

MSP

3h 04mnonstop

$208Sun Country Air

Thu, May 28 - Sun, May 31

1:29 pm - 4:54 pm

ORD

PWM

2h 25mnonstop

5:57 pm - 8:10 pm

PWM

ORD

3h 13mnonstop

$209American Airlines

Tue, Mar 24 - Sat, Mar 28

4:15 pm - 11:30 pm

ORD

PWM

6h 15m1 stop

4:10 pm - 6:18 pm

PWM

ORD

3h 08mnonstop

$219United Airlines

Fri, Jan 23 - Tue, Jan 27

8:55 am - 4:15 pm

ORD

PWM

6h 20m1 stop

12:50 pm - 6:41 pm

PWM

ORD

6h 51m1 stop

$229Delta

Sat, May 9 - Sun, May 10

6:00 pm - 9:27 pm

ORD

PWM

2h 27mnonstop

6:00 am - 7:57 am

PWM

ORD

2h 57mnonstop

$233United Airlines

Mon, Jun 1 - Sun, Jun 7

11:10 am - 11:12 pm

ORD

PWM

11h 02m2 stops

4:48 pm - 8:14 pm

PWM

ORD

4h 26m1 stop

$234Delta

Tue, Mar 24 - Sat, Mar 28

6:40 am - 12:19 pm

ORD

PWM

4h 39m1 stop

5:57 pm - 8:10 pm

PWM

ORD

3h 13mnonstop

$239American Airlines

Tue, Mar 24 - Sat, Mar 28

11:00 am - 2:39 pm

ORD

PWM

2h 39mnonstop

6:00 am - 10:53 am

PWM

ORD

5h 53m1 stop

$243United Airlines

Sun, Jan 18 - Sun, Jan 25

7:21 pm - 10:21 am

ORD

PWM

14h 00m1 stop

6:18 pm - 11:59 pm

PWM

ORD

30h 41m1 stop

$246Multiple Airlines

Sat, Jan 17 - Sat, Jan 24

Sun Country Air flights from Wisconsin to Portland, Maine

Our best Sun Country Air deals on Wisconsin to Portland, Maine flight tickets

Sun Country Air

Jun 13

MSP8:20 amMinneapolis St Paul

2h 39m

PWM11:59 amPortland

Jun 20

PWM12:58 pmPortland

3h 08m

MSP3:06 pmMinneapolis St Paul

$195

Find similar

Sun Country Air

May 28

MSP8:06 amMinneapolis St Paul

2h 37m

PWM11:43 amPortland

May 31

PWM12:35 pmPortland

3h 04m

MSP2:39 pmMinneapolis St Paul

$208

Find similar

American Airlines flights from Wisconsin to Portland, Maine

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

American Airlines

Mar 24

ORD1:29 pmChicago O'Hare Intl

2h 25m

PWM4:54 pmPortland

Mar 28

PWM5:57 pmPortland

3h 13m

ORD8:10 pmChicago O'Hare Intl

$209

Find similar

American Airlines

Mar 24

ORD4:00 pmChicago O'Hare Intl

6h 50m

1 stop

PWM11:50 pmPortland

Mar 28

PWM5:57 pmPortland

3h 13m

ORD8:10 pmChicago O'Hare Intl

$239

Find similar

American Airlines

Feb 25

MSP6:00 amMinneapolis St Paul

8h 08m

1 stop

PWM3:08 pmPortland

Mar 3

PWM5:31 amPortland

8h 11m

1 stop

MSP12:42 pmMinneapolis St Paul

$259

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Wisconsin to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sat 6/13

8:20 am-11:59 am

Nonstop2h 39m

Portland

Sat 6/20

12:58 pm-3:06 pm

Nonstop3h 08m

$195

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Thu 5/28

8:06 am-11:43 am

Nonstop2h 37m

Portland

Sun 5/31

12:35 pm-2:39 pm

Nonstop3h 04m

$208

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 3/24

1:29 pm-4:54 pm

Nonstop2h 25m

Portland

Sat 3/28

5:57 pm-8:10 pm

Nonstop3h 13m

$209

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 1/23

4:15 pm-11:30 pm

1 stop6h 15m

Portland

Tue 1/27

4:10 pm-6:18 pm

Nonstop3h 08m

$219

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 5/9

8:55 am-4:15 pm

1 stop6h 20m

Portland

Sun 5/10

12:50 pm-6:41 pm

1 stop6h 51m

$229

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 6/1

6:00 pm-9:27 pm

Nonstop2h 27m

Portland

Sun 6/7

6:00 am-7:57 am

Nonstop2h 57m

$233

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 3/24

11:10 am-11:12 pm

2 stops11h 02m

Portland

Sat 3/28

4:48 pm-8:14 pm

1 stop4h 26m

$234

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 3/24

6:40 am-12:19 pm

1 stop4h 39m

Portland

Sat 3/28

5:57 pm-8:10 pm

Nonstop3h 13m

$239

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sun 1/18

11:00 am-2:39 pm

Nonstop2h 39m

Portland

Sun 1/25

6:00 am-10:53 am

1 stop5h 53m

$243

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 1/17

7:21 pm-10:21 am

1 stop14h 00m

Portland

Sat 1/24

6:18 pm-11:59 pm

1 stop30h 41m

$246

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 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 month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Wisconsin is in April. Flight prices, which tend to average around $297, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of April, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $340.

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 weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $378 when searching 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 37% 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

Fastest flight time	2h 24m
Direct flights	Every day
Airports in Portland, Maine	1 airport

The fastest flight from Wisconsin to Portland, Maine takes 2h 24m

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

There is 1 airport in Portland, Maine. From Wisconsin there are direct flights to 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 5 operators available for flights from Wisconsin to Portland Airport as of December 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
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.2 11,051 reviews	Search American Airlines flights
Southwest	PriceFrom $246	Free Cancellation	Rating 8.0 4,254 reviews	Search Southwest flights
Delta	PriceFrom $251	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
United Airlines	PriceFrom $267	Free Cancellation	Rating 7.4 9,102 reviews	Search United Airlines flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Bartlett

Brunswick

Auburn

Gorham

Windham

Intervale

Oxford

Bath

Georgetown

Falmouth

Tamworth

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.