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Cheap flights from Wisconsin to Portland from $109

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 8/28. 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

Discover deals from 900+ travel sites with momondo.

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
8:25 am - 12:06 pm
MSP
-
PWM
2h 41mnonstop
Sun Country Air Logo
12:28 pm - 2:31 pm
PWM
-
MSP
3h 03mnonstop
$226Sun Country Air
Mon, Oct 19 - Thu, Oct 22
Sun Country Air Logo
7:55 am - 11:37 am
MSP
-
PWM
2h 42mnonstop
Sun Country Air Logo
11:09 am - 1:18 pm
PWM
-
MSP
3h 09mnonstop
$266Sun Country Air
Mon, Jul 13 - Thu, Jul 23
American Airlines Logo
1:25 pm - 9:21 pm
MSN
-
PWM
6h 56m
1 stop
American Airlines Logo
6:46 pm - 11:29 pm
PWM
-
MSN
5h 43m
1 stop
$291American Airlines
Tue, Aug 18 - Sat, Aug 22
American Airlines Logo
5:47 pm - 11:37 pm
MSN
-
PWM
4h 50m
1 stop
American Airlines Logo
6:46 pm - 11:29 pm
PWM
-
MSN
5h 43m
1 stop
$292American Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
11:10 am - 11:49 pm
ORD
-
PWM
11h 39m
2 stops
Delta Logo
4:50 pm - 8:24 pm
PWM
-
ORD
4h 34m
1 stop
$296Delta
Tue, Dec 1 - Sat, Dec 12
JetBlue Logo
6:00 am - 1:45 pm
ORD
-
PWM
6h 45m
1 stop
JetBlue Logo
6:00 am - 7:27 pm
PWM
-
ORD
14h 27m
2 stops
$297JetBlue
Sat, Aug 15 - Mon, Aug 17
United Airlines Logo
5:50 pm - 9:15 pm
ORD
-
PWM
2h 25mnonstop
United Airlines Logo
4:48 pm - 6:45 pm
PWM
-
ORD
2h 57mnonstop
$298United Airlines
Wed, Oct 28 - Tue, Dec 1
JetBlue Logo
6:00 am - 1:54 pm
ORD
-
PWM
6h 54m
1 stop
JetBlue Logo
6:00 am - 8:52 am
PWM
-
ORD
27h 52m
1 stop
$299JetBlue
Wed, Aug 5 - Sun, Aug 9
Delta Logo
11:30 am - 10:23 pm
ORD
-
PWM
9h 53m
2 stops
Delta Logo
2:35 pm - 11:50 pm
PWM
-
ORD
10h 15m
2 stops
$301Delta
Tue, Dec 1 - Sat, Dec 12
United Airlines Logo
12:30 pm - 11:51 pm
MSN
-
PWM
10h 21m
2 stops
United Airlines Logo
6:00 am - 9:47 am
PWM
-
MSN
4h 47m
1 stop
$306United Airlines
Wed, Jul 29 - Wed, Aug 5

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Delta flights from Wisconsin to Portland, Maine

Our best Delta deals on Wisconsin to Portland, Maine flight tickets
Delta
Dec 1
ORD12:15 pmChicago O'Hare Intl
6h 14m
1 stop
PWM7:29 pmPortland
Dec 9
PWM6:00 amPortland
11h 37m
2 stops
ORD4:37 pmChicago O'Hare Intl
$296
Delta
Dec 1
ORD11:30 amChicago O'Hare Intl
9h 53m
2 stops
PWM10:23 pmPortland
Dec 12
PWM2:35 pmPortland
10h 15m
2 stops
ORD11:50 pmChicago O'Hare Intl
$301
Delta
Aug 17
ORD8:48 amChicago O'Hare Intl
6h 13m
1 stop
PWM4:01 pmPortland
Aug 24
PWM12:47 pmPortland
12h 10m
2 stops
ORD11:57 pmChicago O'Hare Intl
$306

JetBlue flights from Wisconsin to Portland, Maine

Our best JetBlue deals on Wisconsin to Portland, Maine flight tickets
JetBlue
Aug 15
ORD6:00 amChicago O'Hare Intl
6h 45m
1 stop
PWM1:45 pmPortland
Aug 17
PWM6:00 amPortland
14h 27m
2 stops
ORD7:27 pmChicago O'Hare Intl
$297
JetBlue
Aug 5
ORD6:00 amChicago O'Hare Intl
6h 54m
1 stop
PWM1:54 pmPortland
Aug 9
PWM6:00 amPortland
27h 52m
1 stop
ORD8:52 amChicago O'Hare Intl
$299
JetBlue
Sep 18
ORD1:00 pmChicago O'Hare Intl
9h 52m
1 stop
PWM11:52 pmPortland
Sep 21
PWM6:00 amPortland
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl
$302

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 July 1, 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

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Mon 10/19

8:25 am-12:06 pm

Nonstop2h 41m

Portland

Thu 10/22

12:28 pm-2:31 pm

Nonstop3h 03m

$226

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Mon 7/13

7:55 am-11:37 am

Nonstop2h 42m

Portland

Thu 7/23

11:09 am-1:18 pm

Nonstop3h 09m

$266

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Tue 8/18

1:25 pm-9:21 pm

1 stop6h 56m

Portland

Sat 8/22

6:46 pm-11:29 pm

1 stop5h 43m

$291

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Sat 8/15

5:47 pm-11:37 pm

1 stop4h 50m

Portland

Sat 8/22

6:46 pm-11:29 pm

1 stop5h 43m

$292

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 12/1

11:10 am-11:49 pm

2 stops11h 39m

Portland

Sat 12/12

4:50 pm-8:24 pm

1 stop4h 34m

$296

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 8/15

6:00 am-1:45 pm

1 stop6h 45m

Portland

Mon 8/17

6:00 am-7:27 pm

2 stops14h 27m

$297
Quickest round-trip

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10/28

5:50 pm-9:15 pm

Nonstop2h 25m

Portland

Tue 12/1

4:48 pm-6:45 pm

Nonstop2h 57m

$298

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 8/5

6:00 am-1:54 pm

1 stop6h 54m

Portland

Sun 8/9

6:00 am-8:52 am

1 stop27h 52m

$299

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 12/1

11:30 am-10:23 pm

2 stops9h 53m

Portland

Sat 12/12

2:35 pm-11:50 pm

2 stops10h 15m

$301

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 7/29

12:30 pm-11:51 pm

2 stops10h 21m

Portland

Wed 8/5

6:00 am-9:47 am

1 stop4h 47m

$306

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 August. Flight prices, which tend to average around $198, 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 August, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $236.

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

You could potentially save up to 34% 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 25m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Wisconsin to Portland, Maine takes 2h 25m
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

Frequently asked questions about flying from Wisconsin to Portland, Maine

  • 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
7.8
8,452 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,766 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
7.9
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,909 reviews
Search United Airlines 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
Lewiston
Brunswick
Conway
Freeport
Bartlett
Auburn
Gorham
Windham
Intervale
Bath
Oxford
Falmouth
Georgetown
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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