$132+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Jul 11 — Jul 181
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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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 June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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.
Wed 9/238:11 am
MKE
- PWM
1 stop4h 43m
Delta
Wed 9/306:30 am
PWM
- MKE
1 stop7h 09m
Delta
Deal found 6/9![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:10 am
MKE
- PWM
1 stop6h 48m
Delta
Tue 9/14:47 pm
PWM
- MKE
1 stop4h 31m
Delta
Deal found 6/10![Delta logo]()
$273
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 pm
MKE
- PWM
1 stop4h 37m
American Airlines
Sat 8/156:46 pm
PWM
- MKE
1 stop5h 28m
American Airlines
Deal found 6/10![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:55 pm
MKE
- PWM
1 stop4h 48m
American Airlines
Sat 8/86:46 pm
PWM
- MKE
1 stop5h 28m
American Airlines
Deal found 6/10![American Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:00 am
MKE
- PWM
2 stops7h 55m
United Airlines
Tue 9/296:54 pm
PWM
- MKE
1 stop5h 43m
United Airlines
Deal found 6/10![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:05 am
MKE
- PWM
1 stop4h 05m
Delta
Tue 9/226:30 am
PWM
- MKE
1 stop7h 09m
Delta
Deal found 6/10![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:58 pm
MKE
- PWM
1 stop7h 23m
American Airlines
Mon 8/246:46 pm
PWM
- MKE
1 stop5h 28m
American Airlines
Deal found 6/10![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:30 pm
MKE
- PWM
1 stop7h 11m
United Airlines
Wed 8/55:00 pm
PWM
- MKE
1 stop6h 29m
United Airlines
Deal found 6/10![United Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:20 am
MKE
- PWM
1 stop7h 04m
American Airlines
Sun 9/66:00 am
PWM
- MKE
1 stop7h 10m
American Airlines
Deal found 6/10![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 6/9. 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 8/11:30 pm
MKE
- PWM
1 stop7h 11m
United Airlines
Tue 8/46:00 am
PWM
- MKE
1 stop7h 48m
United Airlines
Deal found 6/9![United Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 6/8. 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 9/110:19 am
MKE
- PWM
1 stop6h 23m
United Airlines
Wed 9/26:03 am
PWM
- MKE
1 stop7h 35m
United Airlines
Deal found 6/8![United Airlines logo]()
$343
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 June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/6. 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.
Sat 9/56:45 am
MKE
- PWM
1 stop6h 32m
Delta
Mon 9/145:29 pm
PWM
- MKE
1 stop5h 37m
Delta
Deal found 6/6![Delta logo]()
$391
This Southwest deal was found by Cheapflights users on 6/7. 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.
Thu 9/175:45 am
MKE
- PWM
2 stops8h 15m
Southwest
Tue 9/2210:30 am
PWM
- MKE
2 stops10h 25m
Southwest
Deal found 6/7![Southwest logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/8. 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 9/225:00 am
MKE
- PWM
2 stops7h 55m
United Airlines
Tue 9/296:54 pm
PWM
- MKE
1 stop5h 43m
United Airlines
Deal found 6/8![United Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 6/10. 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 8/15:40 pm
MKE
- PWM
1 stop5h 05m
Southwest
Sat 8/85:40 am
PWM
- MKE
1 stop7h 30m
Southwest
Deal found 6/10![Southwest logo]()
$420
This Southwest deal was found by Cheapflights users on 6/8. 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.
Thu 7/95:15 pm
MKE
- PWM
2 stops5h 55m
Southwest
Mon 7/135:35 am
PWM
- MKE
1 stop7h 15m
Southwest
Deal found 6/8![Southwest logo]()
$452
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 8/11:30 pm
MKE
- PWM
2 stops9h 21m
United Airlines
Tue 8/48:15 pm
PWM
- MKE
1 stop28h 19m
United Airlines
Deal found 6/6![United Airlines logo]()
$504
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:00 pm
MKE
- PWM
1 stop4h 25m
Southwest
Mon 9/285:55 am
PWM
- MKE
2 stops6h 05m
Southwest
Deal found 6/9![Southwest logo]()
$462
This Southwest deal was found by Cheapflights users on 6/8. 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 7/105:15 pm
MKE
- PWM
2 stops5h 55m
Southwest
Tue 7/143:45 pm
PWM
- MKE
2 stops7h 10m
Southwest
Deal found 6/8![Southwest logo]()
$478
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated June 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:55 pm
MKE
- PWM
1 stop4h 42m
American Airlines
Thu 7/96:00 am
PWM
- MKE
1 stop7h 45m
American Airlines
Deal found 6/9![American Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 7/48:50 am
MKE
- PWM
1 stop4h 41m
United Airlines
Sat 7/116:00 am
PWM
- MKE
2 stops10h 36m
United Airlines
Deal found 6/6![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:50 am
MKE
- PWM
1 stop5h 41m
United Airlines
Wed 7/156:00 am
PWM
- MKE
1 stop7h 48m
United Airlines
Deal found 6/10![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 6/8. 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 7/106:45 pm
MKE
- PWM
1 stop4h 25m
Southwest
Tue 7/147:10 pm
PWM
- MKE
1 stop5h 05m
Southwest
Deal found 6/8![Southwest logo]()
$394
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:50 pm
MKE
- PWM
1 stop4h 40m
Delta
Fri 7/172:59 pm
PWM
- MKE
1 stop5h 25m
Delta
Deal found 6/10![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/1112:52 pm
MKE
- PWM
1 stop7h 30m
American Airlines
Tue 7/146:59 pm
PWM
- MKE
1 stop5h 09m
American Airlines
Deal found 6/7![American Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:50 am
MKE
- PWM
1 stop4h 41m
United Airlines
Tue 7/285:15 am
PWM
- MKE
2 stops8h 33m
United Airlines
Deal found 6/10![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:45 am
MKE
- PWM
1 stop6h 34m
Delta
Wed 8/512:47 pm
PWM
- MKE
1 stop6h 21m
Delta
Deal found 6/10![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:45 am
MKE
- PWM
1 stop6h 34m
Delta
Thu 8/64:47 pm
PWM
- MKE
1 stop4h 31m
Delta
Deal found 6/10![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:45 am
MKE
- PWM
1 stop17h 14m
Delta
Sat 8/86:00 am
PWM
- MKE
1 stop17h 02m
Delta
Deal found 6/10![Delta logo]()
$413
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 June 11, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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.
Wed 9/238:11 am
MKE
- PWM
1 stop4h 43m
Delta
Deal found 6/9![Delta logo]()
$132
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:45 am
MKE
- PWM
1 stop6h 28m
Delta
Deal found 6/10![Delta logo]()
$159
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 9/235:00 am
MKE
- PWM
2 stops7h 55m
United Airlines
Deal found 6/9![United Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 8/258:43 am
MKE
- PWM
1 stop24h 44m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:50 am
MKE
- PWM
1 stop4h 41m
United Airlines
Deal found 6/10![United Airlines logo]()
$178
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 7/286:20 am
MKE
- PWM
2 stops7h 14m
United Airlines
Deal found 6/9![United Airlines logo]()
$183
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:30 pm
MKE
- PWM
2 stops9h 21m
United Airlines
Deal found 6/10![United Airlines logo]()
$196
This Southwest deal was found by Cheapflights users on 6/10. 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 7/255:40 pm
MKE
- PWM
1 stop5h 05m
Southwest
Deal found 6/10![Southwest logo]()
$204
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Sat 7/251:30 pm
MKE
- PWM
2 stops9h 21m
United Airlines
Deal found 6/7![United Airlines logo]()
$209
This Expedia deal was found by Cheapflights users on 6/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:36 am
MKE
- PWM
2 stops13h 38m
JetBlue
Deal found 6/10![JetBlue logo]()
$223
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (Delta) |
One-way from | $132 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $467 |
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 June 11, 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
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 9/5
6:45 am-2:17 pm
1 stop6h 32m
Portland
Mon 9/14
5:29 pm-10:06 pm
1 stop5h 37m
$391
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Thu 9/17
5:45 am-3:00 pm
2 stops8h 15m
Portland
Tue 9/22
10:30 am-7:55 pm
2 stops10h 25m
$414
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 8/1
5:40 pm-11:45 pm
1 stop5h 05m
Portland
Sat 8/8
5:40 am-12:10 pm
1 stop7h 30m
$420
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Thu 7/9
5:15 pm-12:10 am
2 stops5h 55m
Portland
Mon 7/13
5:35 am-11:50 am
1 stop7h 15m
$452
Quickest round-trip
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Fri 9/25
5:00 pm-10:25 pm
1 stop4h 25m
Portland
Mon 9/28
5:55 am-11:00 am
2 stops6h 05m
$462
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Tue 9/22
5:00 am-1:55 pm
2 stops7h 55m
Portland
Tue 9/29
6:54 pm-11:37 pm
1 stop5h 43m
$466
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Fri 7/10
5:15 pm-12:10 am
2 stops5h 55m
Portland
Tue 7/14
3:45 pm-9:55 pm
2 stops7h 10m
$478
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 8/1
1:30 pm-11:51 pm
2 stops9h 21m
Portland
Tue 8/4
8:15 pm-11:34 pm
1 stop28h 19m
$504
Cheapest one-way
Quickest one-way
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Sat 9/12
3:25 pm-9:00 pm
1 stop4h 35m
$159
MilwaukeePortland
MKE - PWM
MKEPWM
Milwaukee-Mitchell
Wed 9/23
5:00 am-1:55 pm
2 stops7h 55m
$164
Showing 1-10 of 17 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 June.
| 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
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 June 11, 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.
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
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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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$416 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$441 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$436 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$351 | Average$444 | FlexibilityNo cancel fee | On-time69% |