Latest deals
Insights
FAQs
Reviews
Price Alerts

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 6/14. 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
8:20 am - 11:59 am
MSP
-
PWM
2h 39mnonstop
Sun Country Air Logo
12:40 pm - 2:48 pm
PWM
-
MSP
3h 08mnonstop
$178Sun Country Air
Sat, Jul 4 - Thu, Jul 9
Sun Country Air Logo
8:35 am - 12:14 pm
MSP
-
PWM
2h 39mnonstop
Sun Country Air Logo
12:40 pm - 2:48 pm
PWM
-
MSP
3h 08mnonstop
$197Sun Country Air
Sat, Jul 18 - Fri, Jul 24
United Airlines Logo
6:25 pm - 9:58 pm
ORD
-
PWM
2h 33mnonstop
United Airlines Logo
4:58 pm - 6:58 pm
PWM
-
ORD
3h 00mnonstop
$209United Airlines
Wed, Jun 17 - Wed, Jun 24
American Airlines Logo
8:02 pm - 11:34 pm
ORD
-
PWM
2h 32mnonstop
American Airlines Logo
6:17 am - 8:34 am
PWM
-
ORD
3h 17mnonstop
$210American Airlines
Fri, Mar 20 - Fri, Mar 27
United Airlines Logo
3:47 pm - 11:50 pm
ORD
-
PWM
7h 03m
1 stop
United Airlines Logo
6:00 am - 8:00 am
PWM
-
ORD
3h 00mnonstop
$219United Airlines
Wed, Jun 17 - Wed, Jun 24
Delta Logo
9:25 am - 3:37 pm
ORD
-
PWM
5h 12m
1 stop
Delta Logo
12:52 pm - 6:13 pm
PWM
-
ORD
6h 21m
1 stop
$229Delta
Sat, May 9 - Sun, May 10
Delta Logo
1:44 pm - 12:34 am
ORD
-
PWM
9h 50m
2 stops
Delta Logo
12:52 pm - 4:25 pm
PWM
-
ORD
4h 33m
1 stop
$234Delta
Sat, May 9 - Mon, May 11
American Airlines Logo
3:20 pm - 6:51 pm
ORD
-
PWM
2h 31mnonstop
American Airlines Logo
5:52 pm - 11:59 pm
PWM
-
ORD
7h 07m
1 stop
$239American Airlines
Mon, Jun 8 - Tue, Jun 16
Southwest Logo
3:30 pm - 11:25 pm
MKE
-
PWM
6h 55m
1 stop
Southwest Logo
4:50 pm - 11:10 pm
PWM
-
MKE
7h 20m
1 stop
$364Southwest
Fri, May 1 - Mon, May 4
Southwest Logo
3:30 pm - 11:25 pm
MKE
-
PWM
6h 55m
1 stop
Southwest Logo
3:55 pm - 9:45 pm
PWM
-
MKE
6h 50m
2 stops
$369Southwest
Thu, May 14 - Tue, May 19

American Airlines flights from Wisconsin to Portland, Maine

Our best American Airlines deals on Wisconsin to Portland, Maine flight tickets
American Airlines
Mar 20
ORD8:02 pmChicago O'Hare Intl
2h 32m
PWM11:34 pmPortland
Mar 27
PWM6:17 amPortland
3h 17m
ORD8:34 amChicago O'Hare Intl
$210
American Airlines
Mar 12
ORD4:04 pmChicago O'Hare Intl
6h 51m
1 stop
PWM11:55 pmPortland
Mar 16
PWM6:00 pmPortland
3h 10m
ORD8:10 pmChicago O'Hare Intl
$239
American Airlines
May 8
ORD7:49 pmChicago O'Hare Intl
2h 38m
PWM11:27 pmPortland
May 10
PWM5:51 pmPortland
3h 13m
ORD8:04 pmChicago O'Hare Intl
$254

Delta flights from Wisconsin to Portland, Maine

Our best Delta deals on Wisconsin to Portland, Maine flight tickets
Delta
May 8
ORD7:00 amChicago O'Hare Intl
3h 57m
1 stop
PWM11:57 amPortland
May 10
PWM12:52 pmPortland
6h 21m
1 stop
ORD6:13 pmChicago O'Hare Intl
$229
Delta
May 9
ORD1:44 pmChicago O'Hare Intl
9h 50m
2 stops
PWM12:34 amPortland
May 11
PWM12:52 pmPortland
4h 33m
1 stop
ORD4:25 pmChicago O'Hare Intl
$234
Delta
Feb 17
ATW12:12 pmAppleton Intl
10h 08m
2 stops
PWM11:20 pmPortland
Feb 21
PWM12:45 pmPortland
6h 00m
1 stop
ATW5:45 pmAppleton Intl
$262

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 February 5, 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

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

$178

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sat 7/18

8:35 am-12:14 pm

Nonstop2h 39m

Portland

Fri 7/24

12:40 pm-2:48 pm

Nonstop3h 08m

$197

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 6/17

6:25 pm-9:58 pm

Nonstop2h 33m

Portland

Wed 6/24

4:58 pm-6:58 pm

Nonstop3h 00m

$209

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 3/20

8:02 pm-11:34 pm

Nonstop2h 32m

Portland

Fri 3/27

6:17 am-8:34 am

Nonstop3h 17m

$210

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 6/17

3:47 pm-11:50 pm

1 stop7h 03m

Portland

Wed 6/24

6:00 am-8:00 am

Nonstop3h 00m

$219

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 5/9

9:25 am-3:37 pm

1 stop5h 12m

Portland

Sun 5/10

12:52 pm-6:13 pm

1 stop6h 21m

$229

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 5/9

1:44 pm-12:34 am

2 stops9h 50m

Portland

Mon 5/11

12:52 pm-4:25 pm

1 stop4h 33m

$234

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 6/8

3:20 pm-6:51 pm

Nonstop2h 31m

Portland

Tue 6/16

5:52 pm-11:59 pm

1 stop7h 07m

$239

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Fri 5/1

3:30 pm-11:25 pm

1 stop6h 55m

Portland

Mon 5/4

4:50 pm-11:10 pm

1 stop7h 20m

$364

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Thu 5/14

3:30 pm-11:25 pm

1 stop6h 55m

Portland

Tue 5/19

3:55 pm-9:45 pm

2 stops6h 50m

$369

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 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 $394 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 23m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Wisconsin to Portland, Maine takes 2h 23m
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
American AirlinesPriceFrom $238Free CancellationRating
7.2
11,222 reviews
Search American Airlines flights
DeltaPriceFrom $238Free CancellationRating
7.9
8,144 reviews
Search Delta flights
SouthwestPriceFrom $246Free CancellationRating
8.0
4,274 reviews
Search Southwest flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
9,236 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 3/7
Sat 3/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States