HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$119+ Cheap flights from Milwaukee to Portland, ME (MKE - PWM)

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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in April or February, booked 6 days in advance, depart on a Tuesday or Sunday and return on a Wednesday

Cheap flight deals from Milwaukee to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 31, 2025.

Round-trip from

$236
(American Airlines)

One-way from

$119
(Delta)

Popular in

December

Cheapest in

April

Average price

$379
From Milwaukee-Mitchell to Portland
Search Deals
One-way flight from Milwaukee-Mitchell to Portland
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Milwaukee to Portland

Cheapest flights from Milwaukee to Portland
Explore the most affordable flight options available from Milwaukee to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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.
sáb. 8/234:20 pmMKE - PWM
1 stop5h 37mAmerican Airlines
sáb. 8/306:30 amPWM - MKE
1 stop7h 06mAmerican Airlines
Deal found 7/29$236
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/172:59 pmMKE - PWM
1 stop8h 12mDelta
mar. 9/236:00 amPWM - MKE
1 stop7h 23mDelta
Deal found 7/29$237
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/246:00 pmMKE - PWM
1 stop5h 05mSouthwest
dom. 10/265:30 amPWM - MKE
1 stop4h 55mSouthwest
Deal found 7/31$267
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/213:49 pmMKE - PWM
2 stops7h 10mUnited Airlines
dom. 11/239:45 amPWM - MKE
1 stop6h 22mUnited Airlines
Deal found 7/31$372

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Portland 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 julio 31, 2025.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.

Fly from

Milwaukee

Fly to

Portland

Route

Depart

Return

Price

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

sáb. 8/23

4:20 pm-10:57 pm

1 stop5h 37m

Portland

sáb. 8/30

6:30 am-12:36 pm

1 stop7h 06m

$236

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

mié. 9/17

2:59 pm-12:11 am

1 stop8h 12m

Portland

mar. 9/23

6:00 am-12:23 pm

1 stop7h 23m

$237

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

vie. 10/24

6:00 pm-12:05 am

1 stop5h 05m

Portland

dom. 10/26

5:30 am-9:25 am

1 stop4h 55m

$267

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

mié. 8/20

6:00 am-2:26 pm

1 stop7h 26m

Portland

lun. 8/25

4:56 pm-10:41 pm

1 stop6h 45m

$412

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

sáb. 8/23

2:54 pm-12:03 am

1 stop8h 09m

$119

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

jue. 8/21

5:13 pm-10:59 pm

1 stop4h 46m

$190

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

vie. 9/12

11:35 am-8:00 pm

2 stops7h 25m

$230

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

dom. 8/24

6:00 am-2:25 pm

2 stops7h 25m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Best time to book a flight from Milwaukee to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Milwaukee 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 Milwaukee to Portland

How far ahead should I book a flight from Milwaukee to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Portland. Price data was last updated on July 25, 2025.

The price you pay for your flight from Milwaukee to Portland, Maine may vary depending on when you book. For the best chance of a lower fare, look to book 6 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Portland, Maine (average of $296). Flying from Milwaukee to Portland, Maine in July is currently the most expensive (average of $394). 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.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated julio 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Milwaukee to Portland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Milwaukee to Portland, Maine round-trip?

    Flying on American Airlines is currently your cheapest option to Portland, Maine, with prices starting at $236. Additional round-trip tickets that might be worth considering are offered by Delta and Southwest, with the lowest prices starting at $237 and $267, respectively. American Airlines is 37% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $119. Users have also found prices from $190 and $230 on American Airlines and Southwest, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Portland 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 Milwaukee to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Portland, Maine (average of $296). Flying from Milwaukee to Portland, Maine in July is currently the most expensive (average of $394). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Brunswick
North Conway
Auburn
Conway
Lewiston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Portland

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Boston flights
Minneapolis to Boston flights
O'Hare Intl to Portland flights
Milwaukee to Boston flights
Minneapolis to Portland flights
O'Hare Intl to Bangor flights
Madison to Boston flights
Madison to Portland flights
Appleton to Portland flights
Appleton to Boston flights
Minneapolis to Bangor flights
Milwaukee to Bangor flights
Green Bay to Boston flights
Madison to Bangor flights
Duluth to Boston flights
Green Bay to Portland flights
Appleton to Bangor flights
O'Hare Intl to Bar Harbor flights
Rhinelander to Boston flights
Eau Claire to Boston flights
O'Hare Intl to Augusta flights
Minneapolis to Bar Harbor flights
O'Hare Intl to Rockland flights
La Crosse to Boston flights
Milwaukee to Bar Harbor flights
Duluth to Portland flights
Minneapolis to Augusta flights
Escanaba to Boston flights
Escanaba to Portland flights
La Crosse to Portland flights
Wausau to Portland flights
Minneapolis to Rockland flights
Dubuque to Portland flights
Dubuque to Boston flights
Wausau to Boston flights
Madison to Presque Isle flights
Madison to Bar Harbor flights

Top 4 airlines flying from Milwaukee to Portland

Discover the top 4 airlines that operate flights from Milwaukee to Portland. 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$246Average$389FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$359FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$260Average$379FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$290Average$376FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.