Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Wisconsin to Portland from $98

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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
7:55 am - 11:34 am
MSP
-
PWM
2h 39mnonstop
Sun Country Air Logo
12:58 pm - 3:06 pm
PWM
-
MSP
3h 08mnonstop
$217Sun Country Air
Sun, May 31 - Sat, Jun 13
Sun Country Air Logo
12:50 pm - 4:31 pm
MSP
-
PWM
2h 41mnonstop
Sun Country Air Logo
12:35 pm - 2:38 pm
PWM
-
MSP
3h 03mnonstop
$237Sun Country Air
Sun, Oct 4 - Thu, Oct 8
American Airlines Logo
6:45 pm - 12:37 am
MSN
-
PWM
4h 52m
1 stop
American Airlines Logo
6:00 pm - 11:42 pm
PWM
-
MSN
6h 42m
1 stop
$291American Airlines
Fri, Jul 3 - Tue, Jul 7
United Airlines Logo
5:00 am - 1:54 pm
MSN
-
PWM
7h 54m
2 stops
United Airlines Logo
4:48 pm - 8:54 pm
PWM
-
MSN
5h 06m
1 stop
$296United Airlines
Wed, Oct 21 - Tue, Oct 27
American Airlines Logo
9:03 pm - 12:37 am
ORD
-
PWM
2h 34mnonstop
American Airlines Logo
7:39 pm - 9:45 pm
PWM
-
ORD
3h 06mnonstop
$297American Airlines
Fri, Jul 3 - Wed, Jul 8
Delta Logo
7:00 am - 1:21 pm
MSN
-
PWM
5h 21m
1 stop
Delta Logo
4:50 pm - 8:40 pm
PWM
-
MSN
4h 50m
1 stop
$303Delta
Tue, Sep 22 - Tue, Sep 29
Multiple Airlines Logo
8:00 am - 11:41 am
MSP
-
PWM
2h 41mnonstop
Multiple Airlines Logo
6:38 pm - 2:18 pm
PWM
-
MSP
20h 40m
1 stop
$304Multiple Airlines
Sun, Aug 23 - Wed, Aug 26
Delta Logo
11:11 am - 11:59 pm
MSN
-
PWM
11h 48m
2 stops
Delta Logo
4:50 pm - 8:40 pm
PWM
-
MSN
4h 50m
1 stop
$308Delta
Wed, Sep 16 - Tue, Sep 29
United Airlines Logo
6:18 pm - 9:51 pm
ORD
-
PWM
2h 33mnonstop
United Airlines Logo
6:00 am - 8:00 am
PWM
-
ORD
3h 00mnonstop
$309United Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
5:30 pm - 10:27 am
ORD
-
PWM
15h 57m
1 stop
Multiple Airlines Logo
11:07 am - 11:14 pm
PWM
-
ORD
13h 07m
1 stop
$311Multiple Airlines
Tue, Aug 18 - Wed, Aug 26

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
May 31
MSP7:55 amMinneapolis St Paul
2h 39m
PWM11:34 amPortland
Jun 13
PWM12:58 pmPortland
3h 08m
MSP3:06 pmMinneapolis St Paul
$217
Sun Country Air
Oct 4
MSP12:50 pmMinneapolis St Paul
2h 41m
PWM4:31 pmPortland
Oct 8
PWM12:35 pmPortland
3h 03m
MSP2:38 pmMinneapolis St Paul
$237
Sun Country Air
Sep 27
MSP12:15 pmMinneapolis St Paul
2h 41m
PWM3:56 pmPortland
Oct 1
PWM12:16 pmPortland
3h 03m
MSP2:19 pmMinneapolis St Paul
$258

American Airlines flights from Wisconsin to Portland, Maine

Our best American Airlines deals on Wisconsin to Portland, Maine flight tickets
American Airlines
Jul 3
MSN6:45 pmMadison Truax Field
4h 52m
1 stop
PWM12:37 amPortland
Jul 7
PWM6:00 pmPortland
6h 42m
1 stop
MSN11:42 pmMadison Truax Field
$291
American Airlines
Jul 3
ORD9:03 pmChicago O'Hare Intl
2h 34m
PWM12:37 amPortland
Jul 8
PWM7:39 pmPortland
3h 06m
ORD9:45 pmChicago O'Hare Intl
$297
American Airlines
Jul 20
MSN6:43 pmMadison Truax Field
4h 54m
1 stop
PWM12:37 amPortland
Aug 4
PWM6:00 pmPortland
6h 42m
1 stop
MSN11:42 pmMadison Truax Field
$305

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 May 14, 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

Sun 5/31

7:55 am-11:34 am

Nonstop2h 39m

Portland

Sat 6/13

12:58 pm-3:06 pm

Nonstop3h 08m

$217

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sun 10/4

12:50 pm-4:31 pm

Nonstop2h 41m

Portland

Thu 10/8

12:35 pm-2:38 pm

Nonstop3h 03m

$237

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Fri 7/3

6:45 pm-12:37 am

1 stop4h 52m

Portland

Tue 7/7

6:00 pm-11:42 pm

1 stop6h 42m

$291

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 10/21

5:00 am-1:54 pm

2 stops7h 54m

Portland

Tue 10/27

4:48 pm-8:54 pm

1 stop5h 06m

$296

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 7/3

9:03 pm-12:37 am

Nonstop2h 34m

Portland

Wed 7/8

7:39 pm-9:45 pm

Nonstop3h 06m

$297

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Tue 9/22

7:00 am-1:21 pm

1 stop5h 21m

Portland

Tue 9/29

4:50 pm-8:40 pm

1 stop4h 50m

$303

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sun 8/23

8:00 am-11:41 am

Nonstop2h 41m

Portland

Wed 8/26

6:38 pm-2:18 pm

1 stop20h 40m

$304

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Wed 9/16

11:11 am-11:59 pm

2 stops11h 48m

Portland

Tue 9/29

4:50 pm-8:40 pm

1 stop4h 50m

$308
Quickest round-trip

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 5/28

6:18 pm-9:51 pm

Nonstop2h 33m

Portland

Mon 6/1

6:00 am-8:00 am

Nonstop3h 00m

$309

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 8/18

5:30 pm-10:27 am

1 stop15h 57m

Portland

Wed 8/26

11:07 am-11:14 pm

1 stop13h 07m

$311

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 July. Flight prices, which tend to average around $135, 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 July, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $198.

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

You could potentially save up to 46% 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 17m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Wisconsin to Portland, Maine takes 2h 17m
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
7.9
8,454 reviews
Search Delta flights
American AirlinesPriceFrom $238Free CancellationRating
7.1
11,664 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,299 reviews
Search Southwest flights
United AirlinesPriceFrom $272Free CancellationRating
7.4
9,711 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
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 6/13
Sat 6/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States