Cheap Flights from Portland, ME to Milwaukee, WI from $52

Return flight: Milwaukee – Portland

On Cheapflightsplus.com you will find 129 connecting flights from Portland to Milwaukee. You can compare airfare deals from 5 airlines and multiple travel sites from $52, book and save on cheap plane tickets and last minute offers. Also check out PWM-MKE flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Portland to Milwaukee Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $52 (one-way), $89 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Portland to Milwaukee. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
05:30 — 09:57
05:30 — 07:09 AA1935 American Airlines
Portland — Philadelphia
1h 16m stop
08:25 — 09:57 AA4883 American Airlines
Philadelphia — Milwaukee
5h 27m
including layover
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from$89
06:15 — 09:55
06:15 — 08:11 UA3642 United Airlines
Portland — Chicago
59m stop
09:10 — 09:55 UA3903 United Airlines
Chicago — Milwaukee
4h 40m
including layover
Find flight
from$52
06:15 — 11:59
06:15 — 08:11 UA3642 United Airlines
Portland — Chicago
3h 4m stop
11:15 — 11:59 UA3745 United Airlines
Chicago — Milwaukee
6h 44m
including layover
Find flight
from$52
07:51 — 11:40
07:51 — 09:29 AA4568 American Airlines
Portland — Philadelphia
51m stop
10:20 — 11:40 AA4821 American Airlines
Philadelphia — Milwaukee
4h 49m
including layover
Find flight
from$68
07:51 — 14:20
07:51 — 09:29 AA4568 American Airlines
Portland — Philadelphia
3h 31m stop
13:00 — 14:20 AA4776 American Airlines
Philadelphia — Milwaukee
7h 29m
including layover
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from$68
08:40 — 15:10
08:40 — 10:15 WN3364 Southwest Airlines
Portland — Baltimore
3h 55m stop
14:10 — 15:10 WN489 Southwest Airlines
Baltimore — Milwaukee
7h 30m
including layover
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from$95
10:30 — 15:10
10:30 — 12:00 WN291 Southwest Airlines
Portland — Baltimore
2h 10m stop
14:10 — 15:10 WN489 Southwest Airlines
Baltimore — Milwaukee
5h 40m
including layover
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from$95
12:32 — 16:02
12:32 — 14:12 AA4133 American Airlines
Portland — Chicago
52m stop
15:04 — 16:02 AA3109 American Airlines
Chicago — Milwaukee
4h 30m
including layover
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from$68
12:46 — 17:32
12:46 — 15:15 AA591 American Airlines
Portland — Charlotte
1h 9m stop
16:24 — 17:32 AA5227 American Airlines
Charlotte — Milwaukee
5h 46m
including layover
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from$88
13:05 — 18:45
13:05 — 14:40 WN1339 Southwest Airlines
Portland — Baltimore
3h 5m stop
17:45 — 18:45 WN292 Southwest Airlines
Baltimore — Milwaukee
6h 40m
including layover
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from$95
13:18 — 19:59
13:18 — 14:56 AA4660 American Airlines
Portland — Philadelphia
3h 29m stop
18:25 — 19:59 AA4826 American Airlines
Philadelphia — Milwaukee
7h 41m
including layover
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from$68
15:11 — 19:59
15:11 — 16:52 AA4353 American Airlines
Portland — Philadelphia
1h 33m stop
18:25 — 19:59 AA4826 American Airlines
Philadelphia — Milwaukee
5h 48m
including layover
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from$68
16:42 — 21:05
16:42 — 19:01 AA591 American Airlines
Portland — Charlotte
59m stop
20:00 — 21:05 AA5422 American Airlines
Charlotte — Milwaukee
5h 23m
including layover
Find flight
from$67
16:45 — 20:36
16:45 — 18:23 UA5539 United Airlines
Portland — Chicago
1h 27m stop
19:50 — 20:36 UA3774 United Airlines
Chicago — Milwaukee
4h 51m
including layover
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from$52
17:38 — 20:43
17:38 — 19:41 DL4983 Delta Air Lines Inc.
Portland — Detroit
49m stop
20:30 — 20:43 DL3578 Delta Air Lines Inc.
Detroit — Milwaukee
4h 5m
including layover
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from$96
08:10 — 15:03
08:10 — 09:50 UA6161 United Airlines
Portland — Washington D.C.
1h 35m stop
11:25 — 12:35 UA484 United Airlines
Washington D.C. — Chicago
1h 43m stop
14:18 — 15:03 UA3789 United Airlines
Chicago — Milwaukee
7h 53m
including layover
Find flight
from$100
14:16 — 21:12
14:16 — 16:10 AA4739 American Airlines
Portland — Washington D.C.
2h 10m stop
18:20 — 19:40 AA158 American Airlines
Washington D.C. — Chicago
39m stop
20:19 — 21:12 AA3259 American Airlines
Chicago — Milwaukee
7h 56m
including layover
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from$119
14:26 — 21:12
14:26 — 16:45 AA591 American Airlines
Portland — Charlotte
1h 15m stop
18:00 — 19:11 AA2488 American Airlines
Charlotte — Chicago
1h 8m stop
20:19 — 21:12 AA3259 American Airlines
Chicago — Milwaukee
7h 46m
including layover
Find flight
from$118
15:00 — 20:36
15:00 — 16:26 UA3645 United Airlines
Portland — Newark
39m stop
17:05 — 18:40 UA1180 United Airlines
Newark — Chicago
1h 10m stop
19:50 — 20:36 UA3774 United Airlines
Chicago — Milwaukee
6h 36m
including layover
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from$119
19:15 — 14:41
+2 days
19:15 — 21:14 SY228 Sun Country Airlines
Portland — Minneapolis
18h 5m stop
15:19 — 16:34 F9463 Frontier Airlines
Minneapolis — Denver
18h 46m stop
11:20 — 14:41 F9434 Frontier Airlines
Denver — Milwaukee
44h 26m
including layover
Find flight
from$105
19:15 — 23:55
+1 day
19:15 — 21:14 SY228 Sun Country Airlines
Portland — Minneapolis
18h 5m stop
15:19 — 16:34 F9463 Frontier Airlines
Minneapolis — Denver
4h 6m stop
20:40 — 23:55 WN193 Southwest Airlines
Denver — Milwaukee
29h 40m
including layover
Find flight
from$115
*Departure and arrival times - local. Updated on May 2, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Portland to Milwaukee depends on and how to choose the most interesting flight option for you.

Distance between Portland and Milwaukee is 1423 miles. Time difference between the cities is 1h. Airplanes depart 05:30 to 20:45 from 1 Portland airport and arrive 05:30 to 20:45 to 3 Milwaukee airports. Average flight time is 9h 11m.

  • The fastest flight 4h 5m
  • Average flight time 9h 11m
  • The earliest flight 05:30
  • The latest flight 20:45
  • Distance 885 ml

What is the lowest airfare Portland to Milwaukee?

The cheapest plane ticket found by our users is $52. This airfare is for economy class on one-way UA5539 flight by United Airlines for August 27, 2020 which leaves Portland Intl Jetport in Portland at 16:45 am and arrives at Milwaukee General Mitchell at 20:36.

Economy class
$52
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Business class
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First class
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Popular Airlines on the Route

The flight Portland — Milwaukee is served by 5 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by American Airlines - 50 departures per week at the price of from $ 67 . And the most expensive tickets are offered by American Airlines airline - from $ 677.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 129 flights with layovers on the route. The fastest connecting flight is DL4983 by Delta Air Lines Inc. takes 4h 5m and the cheapest is UA5539 by United Airlines for $52.

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Airports

You can fly from Portland to Milwaukee from 1 airports (Portland Intl Jetport).

Portland airports

  • Portland Intl Jetport-PWM
    from $52
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Milwaukee airports

  • Lawrence J Timmerman-MWC
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  • Milwaukee General Mitchell-ZML
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  • General Mitchell-MKE
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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