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Cheap flights from Wisconsin to Portland from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Portland departing on 4/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Wisconsin to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Sun Country Air Logo
8:00 am - 11:39 am
MSP
-
PWM
2h 39mnonstop
Sun Country Air Logo
12:40 pm - 2:48 pm
PWM
-
MSP
3h 08mnonstop
$217Sun Country Air
Sun, Jul 5 - Thu, Jul 9
Sun Country Air Logo
8:20 am - 11:59 am
MSP
-
PWM
2h 39mnonstop
Sun Country Air Logo
12:40 pm - 2:48 pm
PWM
-
MSP
3h 08mnonstop
$224Sun Country Air
Sat, Jul 4 - Thu, Jul 9
Sun Country Air Logo
7:50 am - 11:36 am
MSP
-
PWM
2h 46mnonstop
Sun Country Air Logo
12:29 pm - 2:35 pm
PWM
-
MSP
3h 06mnonstop
$227Sun Country Air
Mon, Aug 24 - Fri, Aug 28
Delta Logo
6:31 pm - 12:43 am
ORD
-
PWM
5h 12m
1 stop
Delta Logo
4:48 pm - 8:14 pm
PWM
-
ORD
4h 26m
1 stop
$231Delta
Tue, May 12 - Fri, May 15
Delta Logo
1:36 pm - 11:24 pm
ORD
-
PWM
8h 48m
2 stops
Delta Logo
2:51 pm - 9:57 pm
PWM
-
ORD
8h 06m
1 stop
$233Delta
Mon, Apr 13 - Tue, Apr 21
Delta Logo
1:44 pm - 12:43 am
ORD
-
PWM
9h 59m
2 stops
Delta Logo
6:57 pm - 11:59 pm
PWM
-
ORD
6h 02m
1 stop
$234Delta
Sat, Jun 6 - Mon, Jun 8
JetBlue Logo
6:00 am - 1:29 pm
ORD
-
PWM
6h 29m
1 stop
JetBlue Logo
2:25 pm - 8:44 pm
PWM
-
ORD
7h 19m
1 stop
$239JetBlue
Sun, Jun 14 - Tue, Jun 16
Southwest Logo
2:40 pm - 11:25 pm
ORD
-
PWM
7h 45m
2 stops
Southwest Logo
1:00 pm - 9:55 pm
PWM
-
ORD
9h 55m
2 stops
$240Southwest
Fri, May 29 - Tue, Jun 2
Southwest Logo
6:00 pm - 12:05 am
MSP
-
PWM
5h 05m
1 stop
Southwest Logo
7:10 pm - 11:55 pm
PWM
-
MSP
5h 45m
1 stop
$259Southwest
Thu, Jun 4 - Wed, Jun 10
Multiple Airlines Logo
10:14 am - 4:16 pm
MSP
-
PWM
29h 02m
2 stops
Multiple Airlines Logo
12:47 pm - 2:51 pm
PWM
-
MSP
3h 04mnonstop
$265Multiple Airlines
Tue, May 19 - Thu, May 28

United Airlines flights from Wisconsin to Portland, Maine

Our best United Airlines deals on Wisconsin to Portland, Maine flight tickets
United Airlines
May 19
ORD10:48 amChicago O'Hare Intl
2h 26m
PWM2:14 pmPortland
May 23
PWM6:00 amPortland
7h 06m
1 stop
ORD12:06 pmChicago O'Hare Intl
$274
United Airlines
Jun 13
ORD6:18 pmChicago O'Hare Intl
2h 33m
PWM9:51 pmPortland
Jun 16
PWM4:51 pmPortland
3h 00m
ORD6:51 pmChicago O'Hare Intl
$291
United Airlines
Jun 11
ORD6:18 pmChicago O'Hare Intl
2h 33m
PWM9:51 pmPortland
Jun 14
PWM6:00 amPortland
3h 00m
ORD8:00 amChicago O'Hare Intl
$293

Delta flights from Wisconsin to Portland, Maine

Our best Delta deals on Wisconsin to Portland, Maine flight tickets
Delta
May 12
ORD6:31 pmChicago O'Hare Intl
5h 12m
1 stop
PWM12:43 amPortland
May 15
PWM4:48 pmPortland
4h 26m
1 stop
ORD8:14 pmChicago O'Hare Intl
$231
Delta
Apr 13
ORD1:36 pmChicago O'Hare Intl
8h 48m
2 stops
PWM11:24 pmPortland
Apr 21
PWM2:51 pmPortland
8h 06m
1 stop
ORD9:57 pmChicago O'Hare Intl
$233
Delta
Jun 6
ORD1:44 pmChicago O'Hare Intl
9h 59m
2 stops
PWM12:43 amPortland
Jun 8
PWM6:57 pmPortland
6h 02m
1 stop
ORD11:59 pmChicago O'Hare Intl
$234

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 27, 2026.
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

Cheapest round-trip
Quickest round-trip

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sun 7/5

8:00 am-11:39 am

Nonstop2h 39m

Portland

Thu 7/9

12:40 pm-2:48 pm

Nonstop3h 08m

$217

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sat 7/4

8:20 am-11:59 am

Nonstop2h 39m

Portland

Thu 7/9

12:40 pm-2:48 pm

Nonstop3h 08m

$224

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Mon 8/24

7:50 am-11:36 am

Nonstop2h 46m

Portland

Fri 8/28

12:29 pm-2:35 pm

Nonstop3h 06m

$227

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 5/12

6:31 pm-12:43 am

1 stop5h 12m

Portland

Fri 5/15

4:48 pm-8:14 pm

1 stop4h 26m

$231

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 4/13

1:36 pm-11:24 pm

2 stops8h 48m

Portland

Tue 4/21

2:51 pm-9:57 pm

1 stop8h 06m

$233

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 6/6

1:44 pm-12:43 am

2 stops9h 59m

Portland

Mon 6/8

6:57 pm-11:59 pm

1 stop6h 02m

$234

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sun 6/14

6:00 am-1:29 pm

1 stop6h 29m

Portland

Tue 6/16

2:25 pm-8:44 pm

1 stop7h 19m

$239

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 5/29

2:40 pm-11:25 pm

2 stops7h 45m

Portland

Tue 6/2

1:00 pm-9:55 pm

2 stops9h 55m

$240

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Thu 6/4

6:00 pm-12:05 am

1 stop5h 05m

Portland

Wed 6/10

7:10 pm-11:55 pm

1 stop5h 45m

$259

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Tue 5/19

10:14 am-4:16 pm

2 stops29h 02m

Portland

Thu 5/28

12:47 pm-2:51 pm

Nonstop3h 04m

$265

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

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

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 $334.

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 $403 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 28m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Wisconsin to Portland, Maine takes 2h 28m
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?

  • 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
DeltaPriceFrom $236Free CancellationRating
7.9
8,345 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,510 reviews
Search American Airlines flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
9,493 reviews
Search United Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,331 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
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.

An easier way to manage your Portland, Maine trip

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