Wisconsin

$85+ Cheap flights from Portland, ME (PWM) to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Jul 6 — Jul 131
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Cheap flight deals from Portland to Wisconsin

Cheapest flights from Portland to Wisconsin
Explore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 6, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:58 pm
PWM
-
MSP
Nonstop3h 09m
Sun Country Air
Sun 7/57:55 am
MSP
-
PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/4$227
This Super.com deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:05 pm
PWM
-
MSP
Nonstop3h 11m
Sun Country Air
Mon 6/297:40 am
MSP
-
PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/2$236
This Cheapflightsfares deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:15 pm
PWM
-
MSP
Nonstop3h 12m
Sun Country Air
Sun 7/57:55 am
MSP
-
PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/3$237
This Super.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:16 pm
PWM
-
MSP
Nonstop3h 03m
Sun Country Air
Sun 10/412:50 pm
MSP
-
PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/1$246
This Cheapflightsfares deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
-
MSP
Nonstop3h 12m
Sun Country Air
Sun 7/198:55 am
MSP
-
PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/4$257
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:34 pm
PWM
-
MSP
Nonstop3h 03m
Sun Country Air
Mon 10/198:25 am
MSP
-
PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/5$286
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:16 am
PWM
-
MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
-
PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/6$287
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:46 pm
PWM
-
MSN
1 stop5h 43m
American Airlines
Wed 8/193:54 pm
MSN
-
PWM
1 stop7h 05m
American Airlines
Deal found 6/4$291
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/172:40 pm
PWM
-
ORD
1 stop8h 18m
JetBlue
Mon 7/206:00 am
ORD
-
PWM
1 stop6h 45m
JetBlue
Deal found 6/6$292
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:05 pm
PWM
-
MSP
Nonstop3h 11m
Sun Country Air
Sat 6/278:20 am
MSP
-
PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/1$297
This Sun Country Air deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:58 pm
PWM
-
MSP
Nonstop3h 08m
Sun Country Air
Mon 6/297:40 am
MSP
-
PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/1$298
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:31 pm
PWM
-
MSN
2 stops8h 46m
American Airlines
Tue 9/297:39 am
MSN
-
PWM
2 stops7h 45m
American Airlines
Deal found 6/5$301

Find flight deals from Portland to Wisconsin

Keep the following information in mind while searching for Portland to Wisconsin flight deals. Data was last updated June 6, 2026.

Round-trip from

$227
(Cheapflightsfares)

One-way from

$85
(JetBlue)

Popular in

September

Cheapest in

November

Average price

$517
From Portland to Wisconsin
One-way flight from Portland to Wisconsin
Highest demand for flights based on searches. 19% potential increase in price ($122 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Wisconsin 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, Cheapflights users made 2,558,603 searches. Data last updated June 6, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 7/4

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Tue 7/7

6:08 pm-9:41 pm

Nonstop2h 33m

$307

PortlandAppleton

PWM - ATW

PWMATW

Portland

Fri 7/3

7:24 pm-12:10 am

1 stop5h 46m

Appleton Intl

Tue 7/7

6:48 pm-12:43 am

1 stop4h 55m

$319

PortlandAppleton

PWM - ATW

PWMATW

Portland

Wed 7/15

6:10 am-10:45 am

1 stop5h 35m

Appleton Intl

Tue 7/28

6:48 pm-12:43 am

1 stop4h 55m

$319

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Wed 7/22

11:47 am-1:49 pm

Nonstop3h 02m

Minneapolis St Paul

Sun 7/26

6:55 am-10:42 am

Nonstop2h 47m

$339

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Wed 9/23

11:35 am-4:57 pm

1 stop6h 22m

Minneapolis St Paul

Mon 9/28

7:00 am-10:45 am

Nonstop2h 45m

$349

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

Wed 8/26

6:53 pm-11:37 pm

1 stop5h 44m

Milwaukee-Mitchell

Sat 8/29

3:15 pm-9:23 pm

1 stop5h 08m

$351

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Fri 9/4

6:00 am-12:05 pm

1 stop7h 05m

Minneapolis St Paul

Tue 9/8

6:00 am-2:38 pm

2 stops7h 38m

$364

PortlandMadison

PWM - MSN

PWMMSN

Portland

Wed 7/1

5:00 pm-8:57 pm

1 stop4h 57m

Madison Truax Field

Sat 7/4

3:46 pm-9:41 pm

1 stop4h 55m

$371

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 8/6

5:00 pm-7:00 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 8/9

6:08 pm-9:41 pm

Nonstop2h 33m

$384

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 6/9

12:40 pm-4:26 pm

1 stop4h 46m

Chicago O'Hare Intl

Tue 6/16

7:01 am-4:49 pm

2 stops8h 48m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/1

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Portland to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Wisconsin

What is the cheapest month to book a flight from Portland, Maine to Wisconsin?

Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $193). Flying from Portland, Maine to Wisconsin in March is currently the most expensive (average of $329). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Portland, Maine to Wisconsin?

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated June 6, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Portland to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Portland to Wisconsin?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Wisconsin.

  • How long is the flight from Portland, Maine to Wisconsin?

    There are many flights that can get you from Portland, Maine to Wisconsin in 3h. Fly via United Airlines, American Airlines, or Delta to get the fastest option. There are 897 mi between Portland, Maine and Wisconsin. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Portland, Maine to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Portland, Maine to Wisconsin are American Airlines ($135), Delta ($135), and United Airlines ($158).

  • What are the most popular routes from Portland, Maine to Wisconsin?

  • Can I find deals for flights from Portland to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Portland to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Wisconsin.

  • Can I find deals for business class flights from Portland to Wisconsin?

    Yes. Cheapflights offers flight deals from Portland to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Wisconsin?

    Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $193). Flying from Portland, Maine to Wisconsin in March is currently the most expensive (average of $329). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portland to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Portland to Wisconsin

Discover the top 4 airlines that operate flights from Portland to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$170Average$415FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$198Average$440FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$270Average$441FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$311Average$477FlexibilityNo cancel feeOn-time63%

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