Cheap flights from Wisconsin to Portland, Maine from $79
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, Maine departing on 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights
These are some of the best round-trip flight deals from Wisconsin to Portland that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Wisconsin to Portland.
Cheap last minute flights
Planning a quick getaway from Wisconsin to Portland? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Portland, so you can enjoy a seamless trip without layovers.
Frontier flights from Wisconsin to Portland, Maine
Our best Frontier deals on Wisconsin to Portland, Maine flight tickets
Frontier![Frontier]()
Apr 9![Frontier]()
Apr 16
ORD11:45 amChicago O'Hare Intl
20h 42m
1 stop
PWM9:27 amPortland
PWM7:29 pmPortland
20h 37m
1 stop
ORD3:06 pmChicago O'Hare Intl
Frontier![Frontier]()
May 1![Frontier]()
May 5
ORD4:15 pmChicago O'Hare Intl
27h 25m
1 stop
PWM8:40 pmPortland
PWM9:30 pmPortland
27h 02m
1 stop
ORD11:32 pmChicago O'Hare Intl
American Airlines flights from Wisconsin to Portland, Maine
Our best American Airlines deals on Wisconsin to Portland, Maine flight tickets
American Airlines![American Airlines]()
Jul 5![American Airlines]()
Jul 9
ORD5:00 pmChicago O'Hare Intl
2h 30m
PWM8:30 pmPortland
PWM6:00 amPortland
3h 00m
ORD8:00 amChicago O'Hare Intl
American Airlines![American Airlines]()
Jun 14![American Airlines]()
Jun 17
ORD7:10 pmChicago O'Hare Intl
2h 31m
PWM10:41 pmPortland
PWM2:49 pmPortland
7h 36m
1 stop
ORD9:25 pmChicago O'Hare Intl
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
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Other information
What is the cheapest day to depart on your flight to Portland, Maine?
On average, the least expensive day to fly to Portland, Maine from Wisconsin is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $361. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $472.
What is the cheapest time of day to depart on your flight to Portland, Maine?
In the afternoon is the cheapest time of day to fly from Wisconsin to Portland, Maine when you can find flight prices for as low as $376. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $426. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest airline that flies from Wisconsin to Portland?
Sun Country Air, Frontier, and JetBlue are the most popular carriers operating from Wisconsin to Portland
What airlines fly to Portland, Maine?
American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Portland, Maine from Wisconsin according to our data. American Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 6 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.
How many flights depart from Wisconsin to Portland, Maine on average per week?
As of March 2025, 26 flights take off from Wisconsin and land in Portland, Maine each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.
How long does it take to fly to Portland, Maine?
The flight from Wisconsin to Portland, Maine depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Milwaukee (a popular airport in Wisconsin) to Boston (the most popular airport in Portland, Maine), then the flight time is 2h 15m on average. If you fly from Madison (another popular airport in Wisconsin) to Boston, then the average flight time is 4h 12m.
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
Best Price Found | $79 |
|---|---|
Fastest flight time | 2h 22m |
Direct flights | Every day |
Airports in Portland, Maine | 1 airport |
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?
There are 7 operators available for flights from Wisconsin to Portland Airport as of March 2025.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $151 | Free Cancellation | Rating 7.3 2,962 reviews | |||
| PriceFrom $217 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $251 | Free Cancellation | Rating 8.0 7,973 reviews | |||
| PriceFrom $290 | Free Cancellation | Rating 7.4 8,631 reviews | |||
| PriceFrom $352 | Free Cancellation | Rating 8.0 4,300 reviews |
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Jackson
Boothbay Harbor
Lewiston
Bartlett
Gorham
Freeport
Conway
Brunswick
Auburn
Intervale
Windham
Bath
Falmouth
Oxford
Tamworth
Georgetown
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.