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Cheap flights from Portland, Maine to Wisconsin from $78

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Wisconsin departing on 8/21. 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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0 bags

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Find the cheapest flights from Portland, Maine to Wisconsin

Cheap round-trip flights

Sun Country Air Logo
12:54 pm - 3:00 pmPWM-MSP
3h 06mnonstop
Sun Country Air Logo
7:54 am - 11:40 amMSP-PWM
2h 46mnonstop
$155Sun Country Air
Find Deal
jue., ago. 28 - lun., sep. 1
Sun Country Air Logo
11:42 am - 1:48 pmPWM-MSP
3h 06mnonstop
Sun Country Air Logo
7:48 am - 11:34 amMSP-PWM
2h 46mnonstop
$165Sun Country Air
Find Deal
jue., ago. 21 - lun., ago. 25
American Airlines Logo
6:30 am - 8:32 amPWM-ORD
3h 02mnonstop
American Airlines Logo
8:13 pm - 11:59 pmORD-PWM
2h 46mnonstop
$199American Airlines
Find Deal
sáb., ago. 30 - dom., ago. 31
American Airlines Logo
6:29 am - 8:23 amPWM-ORD
2h 54mnonstop
American Airlines Logo
11:30 am - 2:56 pmORD-PWM
2h 26mnonstop
$208American Airlines
Find Deal
vie., oct. 31 - sáb., nov. 1
United Airlines Logo
6:14 am - 8:05 amPWM-ORD
2h 51mnonstop
United Airlines Logo
10:58 am - 2:26 pmORD-PWM
2h 28mnonstop
$217United Airlines
Find Deal
mar., sep. 16 - sáb., sep. 20
Delta Logo
5:30 pm - 11:56 pmPWM-ORD
7h 26m1 stop
Delta Logo
5:45 am - 12:29 pmORD-PWM
5h 44m1 stop
$219Delta
Find Deal
sáb., ago. 30 - dom., ago. 31
Delta Logo
11:48 am - 8:23 pmPWM-ORD
9h 35m2 stops
Delta Logo
5:45 am - 12:29 pmORD-PWM
5h 44m1 stop
$224Delta
Find Deal
sáb., ago. 30 - dom., ago. 31
United Airlines Logo
7:26 pm - 11:15 pmPWM-ORD
4h 49m1 stop
United Airlines Logo
10:58 am - 2:26 pmORD-PWM
2h 28mnonstop
$227United Airlines
Find Deal
mar., sep. 16 - sáb., sep. 20
Southwest Logo
3:30 pm - 9:00 pmPWM-MKE
6h 30m1 stop
Southwest Logo
10:50 am - 10:00 pmMKE-PWM
10h 10m2 stops
$257Southwest
Find Deal
jue., sep. 18 - sáb., sep. 20
Southwest Logo
12:45 pm - 9:50 pmPWM-ORD
10h 05m2 stops
Southwest Logo
11:55 am - 10:15 pmORD-PWM
9h 20m2 stops
$268Southwest
Find Deal
mié., nov. 5 - mar., nov. 11

American Airlines flights from Portland, Maine to Wisconsin

Our best American Airlines deals on Portland, Maine to Wisconsin flight tickets
American Airlines
Aug 30
PWM6:30 amPortland
3h 02m
ORD8:32 amChicago O'Hare Intl
Aug 31
ORD8:13 pmChicago O'Hare Intl
2h 46m
PWM11:59 pmPortland
$199
Find similar
American Airlines
Oct 31
PWM6:29 amPortland
2h 54m
ORD8:23 amChicago O'Hare Intl
Nov 1
ORD11:30 amChicago O'Hare Intl
2h 26m
PWM2:56 pmPortland
$208
Find similar
American Airlines
Aug 30
PWM6:00 amPortland
5h 39m
1 stop
ORD10:39 amChicago O'Hare Intl
Aug 31
ORD8:13 pmChicago O'Hare Intl
2h 46m
PWM11:59 pmPortland
$223
Find similar

JetBlue flights from Portland, Maine to Wisconsin

Our best JetBlue deals on Portland, Maine to Wisconsin flight tickets
JetBlue
Aug 29
PWM2:19 pmPortland
9h 09m
1 stop
ORD10:28 pmChicago O'Hare Intl
Sep 5
ORD1:36 pmChicago O'Hare Intl
7h 26m
1 stop
PWM10:02 pmPortland
$183
Find similar
JetBlue
Sep 26
PWM2:17 pmPortland
7h 32m
1 stop
ORD8:49 pmChicago O'Hare Intl
Oct 1
ORD1:35 pmChicago O'Hare Intl
7h 31m
1 stop
PWM10:06 pmPortland
$185
Find similar
JetBlue
Aug 27
PWM2:19 pmPortland
9h 09m
1 stop
ORD10:28 pmChicago O'Hare Intl
Sep 4
ORD1:36 pmChicago O'Hare Intl
7h 26m
1 stop
PWM10:02 pmPortland
$193
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated julio 31, 2025.
Use the filters below to find and compare flights from Portland, Maine to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

jue. 8/28

12:54 pm-3:00 pm

Nonstop3h 06m

Minneapolis St Paul

lun. 9/1

7:54 am-11:40 am

Nonstop2h 46m

$155

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

jue. 8/21

11:42 am-1:48 pm

Nonstop3h 06m

Minneapolis St Paul

lun. 8/25

7:48 am-11:34 am

Nonstop2h 46m

$165

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb. 8/30

6:30 am-8:32 am

Nonstop3h 02m

Chicago O'Hare Intl

dom. 8/31

8:13 pm-11:59 pm

Nonstop2h 46m

$199

PortlandChicago

PWM - ORD

PWMORD

Portland

vie. 10/31

6:29 am-8:23 am

Nonstop2h 54m

Chicago O'Hare Intl

sáb. 11/1

11:30 am-2:56 pm

Nonstop2h 26m

$208

PortlandChicago

PWM - ORD

PWMORD

Portland

mar. 9/16

6:14 am-8:05 am

Nonstop2h 51m

Chicago O'Hare Intl

sáb. 9/20

10:58 am-2:26 pm

Nonstop2h 28m

$217

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb. 8/30

5:30 pm-11:56 pm

1 stop7h 26m

Chicago O'Hare Intl

dom. 8/31

5:45 am-12:29 pm

1 stop5h 44m

$219

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb. 8/30

11:48 am-8:23 pm

2 stops9h 35m

Chicago O'Hare Intl

dom. 8/31

5:45 am-12:29 pm

1 stop5h 44m

$224

PortlandChicago

PWM - ORD

PWMORD

Portland

mar. 9/16

7:26 pm-11:15 pm

1 stop4h 49m

Chicago O'Hare Intl

sáb. 9/20

10:58 am-2:26 pm

Nonstop2h 28m

$227

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

jue. 9/18

3:30 pm-9:00 pm

1 stop6h 30m

Milwaukee-Mitchell

sáb. 9/20

10:50 am-10:00 pm

2 stops10h 10m

$257

PortlandChicago

PWM - ORD

PWMORD

Portland

mié. 11/5

12:45 pm-9:50 pm

2 stops10h 05m

Chicago O'Hare Intl

mar. 11/11

11:55 am-10:15 pm

2 stops9h 20m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Wisconsin from

How to get the cheapest flight ticket from Portland, Maine to Wisconsin

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 Wisconsin?

If you aren’t able to travel during the month of January, then book flights to Wisconsin from Portland, Maine during February instead. Flights to Wisconsin in February, while not as cheap as those in January, still average around $366.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Portland, Maine to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $356. The most expensive day to fly to Wisconsin is Saturday, with ticket prices averaging around $530.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the evening. Flights from Portland, Maine to Wisconsin during this time can be as low as $173. Flights in the afternoon are often more expensive with an average ticket price of $398.

How far in advance should I book a flight to Wisconsin?

You are more likely to see cheaper flights to Wisconsin from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Wisconsin for around $419 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wisconsin from Portland, Maine for as low as $302 on momondo.

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

You could potentially save up to 28% on your flight if you consider stops on a Portland, Maine to Wisconsin flight.

Cheap Portland, Maine to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Wisconsin

Best Price Found

$78

Fastest flight time

2h 51m

Direct flights

Every day

Airports in Wisconsin

3 airports
The best one-way flight to Wisconsin from Portland, Maine in the past 72 hours is $78. The best round-trip flight deal from Portland, Maine to Wisconsin found on momondo in the last 72 hours is $155.
The fastest flight from Portland, Maine to Wisconsin takes 2h 51m
Direct flights go from Portland, Maine to Wisconsin every day.
There are 3 airports near Wisconsin: Chicago O'Hare Intl (ORD), Milwaukee-Mitchell (MKE), Minneapolis St Paul (MSP)
Search flight deals

  • When did momondo last update prices for flights from Portland Airport to Wisconsin?

    Prices for flights from Portland Airport to Wisconsin are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Wisconsin?

  • How old do you have to be to fly from Portland Airport to Wisconsin?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Wisconsin.

  • What documentation or ID do you need to fly to Wisconsin?

    The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Portland, Maine to Wisconsin

Compare and see reviews for airlines that fly from Portland, Maine to Wisconsin with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $218Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $258Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $268Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $274Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Wisconsin?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Wisconsin. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Wisconsin with flexible booking policies on momondo?

Flights from Portland to Wisconsin with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Wisconsin?

momondo provides multiple filters to help you find the best flight to Wisconsin from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Wisconsin right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Portland and alert you when they change.

An easier way to manage your Wisconsin trip

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