$163+ Cheap flights from Milwaukee to Portland, ME (MKE - PWM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Portland with Cheapflights
1. Tell us where you want to go
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Portland
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Best
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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 September 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 September 10, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/710:36 am -
1 stop5h 11m
Wed 10/146:28 am -
1 stop7h 10m
Deal found 9/8![Delta logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/2010:15 am -
1 stop21h 53m
Tue 10/275:09 pm -
2 stops41h 07m
Deal found 9/4![Multiple Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:49 pm -
1 stop5h 39m
Thu 10/1511:20 am -
1 stop6h 55m
Deal found 9/8![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 10/77:18 am -
1 stop6h 20m
Wed 10/145:15 am -
2 stops7h 15m
Deal found 9/8![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:00 am -
1 stop4h 51m
Thu 10/156:01 am -
1 stop8h 53m
Deal found 9/8![Delta logo]()
$371
This Southwest deal was found by Cheapflights users on 9/7. 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.
Wed 11/116:20 am -
2 stops7h 25m
Sun 11/155:10 pm -
1 stop7h 20m
Deal found 9/7![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:35 am -
1 stop5h 27m
Wed 10/146:28 am -
1 stop7h 10m
Deal found 9/8![Delta logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/2010:15 am -
1 stop21h 53m
Mon 10/269:48 am -
1 stop24h 28m
Deal found 9/4![Multiple Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/132:30 pm -
1 stop7h 10m
Fri 10/233:25 pm -
2 stops9h 55m
Deal found 9/9![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 9/6. 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.
Sat 10/174:35 pm -
1 stop4h 40m
Sat 10/245:35 am -
1 stop7h 45m
Deal found 9/6![Southwest logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:10 am -
1 stop7h 28m
Tue 10/65:30 am -
1 stop7h 44m
Deal found 9/6![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 9/5. 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 9/2610:42 am -
1 stop7h 01m
Fri 10/26:00 am -
1 stop5h 07m
Deal found 9/5![United Airlines logo]()
$395
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 September 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 September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/75:00 am -
1 stop4h 40m
Wed 10/146:55 pm -
1 stop5h 42m
Deal found 9/9![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 9/4. 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 11/96:55 am -
1 stop5h 10m
Sun 11/155:10 pm -
1 stop7h 20m
Deal found 9/4![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 9/9. 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 9/232:55 pm -
1 stop7h 33m
Wed 9/306:00 am -
1 stop6h 49m
Deal found 9/9![Delta logo]()
$421
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Mon 10/53:52 pm -
1 stop4h 54m
Tue 10/66:00 am -
1 stop5h 07m
Deal found 9/5![United Airlines logo]()
$395
This Southwest deal was found by Cheapflights users on 9/6. 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.
Tue 11/1710:45 am -
2 stops10h 00m
Tue 11/241:25 pm -
2 stops9h 30m
Deal found 9/6![Southwest logo]()
$414
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Sun 10/42:20 pm -
1 stop6h 26m
Tue 10/65:15 am -
2 stops7h 15m
Deal found 9/5![United Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 9/8. 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 9/222:20 pm -
1 stop6h 03m
Tue 9/295:15 am -
2 stops9h 28m
Deal found 9/8![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Sun 10/115:00 am -
1 stop4h 40m
Thu 10/155:15 am -
2 stops7h 15m
Deal found 9/8![United Airlines logo]()
$529
Last-minute flights from Milwaukee to PortlandDiscover last-minute flight deals from Milwaukee to Portland. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Portland. Data last updated September 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/5. 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 9/2610:42 am -
1 stop7h 01m
Fri 10/26:00 am -
1 stop5h 07m
Deal found 9/5![United Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 9/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:10 am -
1 stop7h 28m
Tue 10/65:30 am -
1 stop7h 44m
Deal found 9/6![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:49 pm -
1 stop5h 39m
Thu 10/1511:20 am -
1 stop6h 55m
Deal found 9/8![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/710:36 am -
1 stop5h 11m
Wed 10/146:28 am -
1 stop7h 10m
Deal found 9/8![Delta logo]()
$325
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 10/77:18 am -
1 stop6h 20m
Wed 10/145:15 am -
2 stops7h 15m
Deal found 9/8![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:00 am -
1 stop4h 51m
Thu 10/156:01 am -
1 stop8h 53m
Deal found 9/8![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:35 am -
1 stop5h 27m
Wed 10/146:28 am -
1 stop7h 10m
Deal found 9/8![Delta logo]()
$381
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/132:30 pm -
1 stop7h 10m
Fri 10/233:25 pm -
2 stops9h 55m
Deal found 9/9![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 9/7. 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.
Sat 10/174:35 pm -
1 stop4h 40m
Sat 10/245:35 am -
1 stop7h 45m
Deal found 9/7![Southwest logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/2010:15 am -
1 stop21h 53m
Tue 10/275:09 pm -
2 stops41h 07m
Deal found 9/4![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 10/2010:15 am -
1 stop21h 53m
Mon 10/269:48 am -
1 stop24h 28m
Deal found 9/4![Multiple Airlines logo]()
$382
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 September 10, 2026.
Search for one-way flight options from Milwaukee to Portland. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:10 am -
1 stop6h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$163
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Sat 11/149:23 am -
2 stops8h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$168
This Southwest deal was found by Cheapflights users on 9/7. 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.
Fri 11/66:55 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$191
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 11/62:23 pm -
2 stops7h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 9/216:00 am -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 9/9. 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.
Mon 9/215:45 am -
2 stops8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 9/6. 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 9/182:55 pm -
1 stop7h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Fri 9/183:52 pm -
2 stops7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$356
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (Delta) |
One-way from | $163 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $426 |
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 7,457,451 searches. Data last updated September 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
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Sat 11/14
9:23 am-7:02 pm
2 stops8h 39m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$168
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 11/6
6:55 am-4:30 pm
1 stop8h 35m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$191
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Wed 10/7
5:00 am-10:40 am
1 stop4h 40m
Portland
Wed 10/14
6:55 pm-11:37 pm
1 stop5h 42m
$325
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 9/21
6:00 am-2:34 pm
1 stop7h 34m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$341
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 9/21
5:45 am-3:00 pm
2 stops8h 15m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$346
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 9/18
2:55 pm-11:28 pm
1 stop7h 33m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$351
Quickest round-trip
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Fri 9/18
3:52 pm-11:59 pm
2 stops7h 07m
Portland
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$356
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 10/5
3:52 pm-9:46 pm
1 stop4h 54m
Portland
Tue 10/6
6:00 am-10:07 am
1 stop5h 07m
$395
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Mon 11/9
6:55 am-1:05 pm
1 stop5h 10m
Portland
Sun 11/15
5:10 pm-11:30 pm
1 stop7h 20m
$406
MilwaukeePortland
MKE Milwaukee-Mitchell - PWM Portland
MKEPWM
Milwaukee-Mitchell
Tue 11/17
10:45 am-9:45 pm
2 stops10h 00m
Portland
Tue 11/24
1:25 pm-9:55 pm
2 stops9h 30m
$414
Showing 1-10 of 14 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 September.
| 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 September 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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Milwaukee and Portland flights
Browse other Milwaukee and Portland flight options. Last updated on September 10, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$280 | Average$434 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$303 | Average$423 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$320 | Average$462 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$386 | Average$558 | FlexibilityNo cancel fee | On-time63% |