$173+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Apr 9 — Apr 161
Round-trip
1 adult, Economy
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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
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Best
Last-minute
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Cheapest flights from Milwaukee to PortlandExplore 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 March 10, 2026.
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 March 10, 2026.
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sat 4/45:04 am
MKE
- PWM
1 stop11h 23m
American Airlines
Tue 4/77:07 am
PWM
- MKE
1 stop11h 53m
American Airlines
Deal found 3/5![American Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 3/8. 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.
Wed 4/82:45 pm
MKE
- PWM
1 stop6h 50m
Southwest
Sat 4/114:35 pm
PWM
- MKE
1 stop7h 25m
Southwest
Deal found 3/8![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 3/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/42:32 pm
MKE
- PWM
2 stops7h 56m
United Airlines
Tue 4/76:04 am
PWM
- MKE
1 stop4h 56m
United Airlines
Deal found 3/5![United Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Mon 5/115:37 pm
MKE
- PWM
1 stop4h 45m
American Airlines
Sat 5/167:07 am
PWM
- MKE
1 stop15h 53m
American Airlines
Deal found 3/8![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 4/294:26 pm
MKE
- PWM
1 stop6h 01m
American Airlines
Mon 5/46:01 pm
PWM
- MKE
1 stop6h 39m
American Airlines
Deal found 3/8![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 3/7. 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 9/1911:34 am
MKE
- PWM
1 stop11h 39m
American Airlines
Sat 9/263:03 pm
PWM
- MKE
1 stop5h 02m
American Airlines
Deal found 3/7![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 3/9. 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.
Mon 6/14:18 pm
MKE
- PWM
1 stop5h 51m
Delta
Sun 6/76:00 am
PWM
- MKE
1 stop6h 15m
Delta
Deal found 3/9![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 3/8. 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.
Mon 5/113:30 pm
MKE
- PWM
1 stop6h 55m
Southwest
Sat 5/165:40 am
PWM
- MKE
2 stops9h 40m
Southwest
Deal found 3/8![Southwest logo]()
$371
This American Airlines deal was found by Cheapflights users on 3/8. 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 5/168:11 am
MKE
- PWM
1 stop14h 11m
American Airlines
Fri 5/227:19 pm
PWM
- MKE
1 stop13h 23m
American Airlines
Deal found 3/8![American Airlines logo]()
$373
This Southwest deal was found by Cheapflights users on 3/7. 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.
Sun 5/314:45 pm
MKE
- PWM
2 stops6h 20m
Southwest
Thu 6/43:10 pm
PWM
- MKE
2 stops9h 55m
Southwest
Deal found 3/7![Southwest logo]()
$376
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 4/175:41 pm
MKE
- PWM
1 stop4h 46m
American Airlines
Mon 4/206:01 pm
PWM
- MKE
1 stop14h 40m
American Airlines
Deal found 3/5![American Airlines logo]()
$381
Best flights from Milwaukee to PortlandDiscover carefully curated flight deals from Milwaukee to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
Discover carefully curated flight deals from Milwaukee to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/8. 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.
Mon 6/85:15 pm
MKE
- PWM
1 stop3h 55m
Southwest
Sat 6/135:35 am
PWM
- MKE
1 stop4h 50m
Southwest
Deal found 3/8![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 3/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:05 am
MKE
- PWM
1 stop7h 21m
United Airlines
Sat 5/306:00 am
PWM
- MKE
1 stop6h 08m
United Airlines
Deal found 3/6![United Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/84:20 pm
MKE
- PWM
1 stop6h 33m
Delta
Sat 6/136:00 am
PWM
- MKE
1 stop8h 44m
Delta
Deal found 3/6![Delta logo]()
$386
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 5/311:30 pm
MKE
- PWM
1 stop7h 21m
United Airlines
Thu 6/46:00 am
PWM
- MKE
1 stop7h 48m
United Airlines
Deal found 3/7![United Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sat 9/57:30 am
MKE
- PWM
1 stop6h 30m
Southwest
Fri 9/117:40 am
PWM
- MKE
2 stops9h 20m
Southwest
Deal found 3/10![Southwest logo]()
$402
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:55 pm
MKE
- PWM
1 stop7h 14m
Delta
Sun 6/76:00 am
PWM
- MKE
1 stop6h 15m
Delta
Deal found 3/5![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 3/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:46 pm
MKE
- PWM
2 stops9h 13m
United Airlines
Tue 5/56:00 am
PWM
- MKE
1 stop4h 45m
United Airlines
Deal found 3/5![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:55 pm
MKE
- PWM
1 stop7h 14m
Delta
Fri 5/2212:55 pm
PWM
- MKE
1 stop6h 00m
Delta
Deal found 3/6![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 4/49:43 am
MKE
- PWM
1 stop6h 49m
United Airlines
Wed 4/84:28 pm
PWM
- MKE
1 stop5h 55m
United Airlines
Deal found 3/9![United Airlines logo]()
$412
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated March 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:30 am
MKE
- PWM
1 stop5h 44m
United Airlines
Tue 3/314:23 pm
PWM
- MKE
1 stop6h 26m
United Airlines
Deal found 3/6![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Fri 4/34:47 pm
MKE
- PWM
1 stop5h 47m
American Airlines
Sun 4/55:40 pm
PWM
- MKE
1 stop15h 09m
American Airlines
Deal found 3/8![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Sat 4/45:04 am
MKE
- PWM
1 stop11h 23m
American Airlines
Tue 4/77:07 am
PWM
- MKE
1 stop11h 53m
American Airlines
Deal found 3/5![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 3/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/42:32 pm
MKE
- PWM
2 stops7h 56m
United Airlines
Tue 4/76:04 am
PWM
- MKE
1 stop4h 56m
United Airlines
Deal found 3/5![United Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Sat 4/49:43 am
MKE
- PWM
1 stop6h 49m
United Airlines
Wed 4/84:28 pm
PWM
- MKE
1 stop5h 55m
United Airlines
Deal found 3/9![United Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 3/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/52:32 pm
MKE
- PWM
1 stop6h 08m
United Airlines
Sun 4/126:33 pm
PWM
- MKE
1 stop6h 10m
United Airlines
Deal found 3/6![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 3/8. 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.
Wed 4/82:45 pm
MKE
- PWM
1 stop6h 50m
Southwest
Sat 4/114:35 pm
PWM
- MKE
1 stop7h 25m
Southwest
Deal found 3/8![Southwest logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 4/175:41 pm
MKE
- PWM
1 stop4h 46m
American Airlines
Mon 4/206:01 pm
PWM
- MKE
1 stop14h 40m
American Airlines
Deal found 3/5![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 4/294:26 pm
MKE
- PWM
1 stop6h 01m
American Airlines
Mon 5/46:01 pm
PWM
- MKE
1 stop6h 39m
American Airlines
Deal found 3/8![American Airlines logo]()
$341
One-way flights from Milwaukee to PortlandSearch for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Mon 5/45:41 pm
MKE
- PWM
1 stop4h 46m
American Airlines
Deal found 3/8![American Airlines logo]()
$173
This United Airlines deal was found by Cheapflights users on 3/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:30 pm
MKE
- PWM
2 stops9h 21m
United Airlines
Deal found 3/6![United Airlines logo]()
$178
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/124:20 pm
MKE
- PWM
1 stop6h 33m
Delta
Deal found 3/6![Delta logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 3/8. 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.
Mon 5/412:21 pm
MKE
- PWM
2 stops50h 55m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$199
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:15 pm
MKE
- PWM
2 stops5h 50m
Southwest
Deal found 3/6![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 3/8. 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.
Fri 7/312:25 pm
MKE
- PWM
2 stops8h 45m
Southwest
Deal found 3/8![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 3/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/412:05 pm
MKE
- PWM
3 stops10h 25m
United Airlines
Deal found 3/6![United Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Tue 7/2112:05 pm
MKE
- PWM
3 stops10h 25m
United Airlines
Deal found 3/8![United Airlines logo]()
$612
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/52:34 pm
MKE
- PWM
3 stops28h 08m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$640
Find 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 March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (American Airlines) |
One-way from | $173 (American Airlines) |
Popular in | December |
Cheapest in | April |
Average price | $416 |
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 March 10, 2026.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Mon 6/8
5:15 pm-10:10 pm
1 stop3h 55m
Portland
Sat 6/13
5:35 am-9:25 am
1 stop4h 50m
$366
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Tue 5/26
6:05 am-2:26 pm
1 stop7h 21m
Portland
Sat 5/30
6:00 am-11:08 am
1 stop6h 08m
$366
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sun 5/31
1:30 pm-9:51 pm
1 stop7h 21m
Portland
Thu 6/4
6:00 am-12:48 pm
1 stop7h 48m
$366
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Mon 6/8
4:20 pm-11:53 pm
1 stop6h 33m
Portland
Sat 6/13
6:00 am-1:44 pm
1 stop8h 44m
$386
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 9/5
7:30 am-3:00 pm
1 stop6h 30m
Portland
Fri 9/11
7:40 am-4:00 pm
2 stops9h 20m
$402
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 5/2
1:46 pm-11:59 pm
2 stops9h 13m
Portland
Tue 5/5
6:00 am-9:45 am
1 stop4h 45m
$405
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Mon 6/1
2:55 pm-11:09 pm
1 stop7h 14m
Portland
Sun 6/7
6:00 am-11:15 am
1 stop6h 15m
$407
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Fri 5/15
2:55 pm-11:09 pm
1 stop7h 14m
Portland
Fri 5/22
12:55 pm-5:55 pm
1 stop6h 00m
$407
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 4/4
9:43 am-5:32 pm
1 stop6h 49m
Portland
Wed 4/8
4:28 pm-9:23 pm
1 stop5h 55m
$412
Cheapest one-way
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Tue 6/2
5:53 pm-11:51 pm
1 stop4h 58m
$173
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Milwaukee to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Portland in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Milwaukee-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
MKE-PWM
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 March 6, 2026.
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 55 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, September is the cheapest month in which you can book a flight from Milwaukee to Portland, Maine (average of $91). Flying from Milwaukee to Portland, Maine in January is currently the most expensive (average of $117). 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 March 10, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
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Milwaukee and Portland flights
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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 March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$386 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$309 | Average$407 | FlexibilityNo cancel fee | On-time69% |