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$126+ Cheap flights from Oshkosh, WI to Portland (PDX)

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Portland are usually found in September or October, booked 87 days in advance, depart on a Saturday or Thursday and return on a Tuesday

Cheap flight deals from Oshkosh to Portland

Cheapest flights from Oshkosh to Portland
Explore the most affordable flight options available from Oshkosh to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 5/257:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Mon 6/110:31 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Deal found 1/27$238
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/256:39 pm
ATW
-
PDX
1 stop7h 38m
American Airlines
Wed 3/411:35 pm
PDX
-
ATW
1 stop7h 31m
American Airlines
Deal found 1/27$251
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 2/244:22 pm
ATW
-
PDX
2 stops9h 31m
Delta
Tue 3/36:00 am
PDX
-
ATW
2 stops9h 45m
Delta
Deal found 1/28$262
This Delta deal was found by Cheapflights users on 1/27. 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 3/44:22 pm
ATW
-
PDX
1 stop6h 08m
Delta
Wed 3/1111:15 pm
PDX
-
ATW
1 stop9h 17m
Delta
Deal found 1/27$280
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 5/103:17 pm
ATW
-
PDX
3 stops47h 45m
Multiple Airlines
Fri 5/2210:41 am
PDX
-
ATW
Nonstop3h 44m
Multiple Airlines
Deal found 1/27$284
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/256:39 pm
ATW
-
PDX
1 stop7h 38m
American Airlines
Mon 3/211:40 pm
PDX
-
ATW
2 stops11h 15m
American Airlines
Deal found 1/27$285
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 5/227:40 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Fri 5/2910:31 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Deal found 1/28$292
This Delta deal was found by Cheapflights users on 1/27. 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 2/1112:08 pm
ATW
-
PDX
1 stop7h 27m
Delta
Wed 2/181:53 pm
PDX
-
ATW
1 stop5h 34m
Delta
Deal found 1/27$305

Find flight deals from Oshkosh to Portland

Keep the following information in mind while searching for Oshkosh to Portland flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$238
(Kiwi.com)

One-way from

$126
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$388
Provider with most accurate pricing for Appleton Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Appleton Intl-Portland flights.
Search Deals
From Oshkosh to Portland
Search Deals
One-way flight from Oshkosh to Portland
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh 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 January 29, 2026.
Use the filters below to find and compare flights from Oshkosh to Portland that are best for you.

Fly from

Oshkosh

Fly to

Portland

Route

Depart

Return

Price

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 3/4

4:22 pm-8:30 pm

1 stop6h 08m

Portland

Wed 3/11

11:15 pm-10:32 am

1 stop9h 17m

$280

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 3/4

6:39 pm-12:17 am

1 stop7h 38m

Portland

Wed 3/11

11:59 pm-9:06 am

1 stop7h 07m

$280

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 2/25

12:12 pm-6:16 pm

2 stops8h 04m

Portland

Wed 3/4

7:15 am-9:27 pm

2 stops12h 12m

$305

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 2/11

12:08 pm-5:35 pm

1 stop7h 27m

Portland

Wed 2/18

1:53 pm-9:27 pm

1 stop5h 34m

$305

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 4/8

2:54 pm-10:29 pm

1 stop9h 35m

Portland

Sat 4/11

7:00 am-4:48 pm

1 stop7h 48m

$309

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 5/30

3:47 pm-10:23 pm

1 stop8h 36m

Portland

Sat 6/6

10:35 am-9:05 pm

1 stop8h 30m

$309

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 4/9

6:20 pm-11:41 pm

1 stop7h 21m

Portland

Mon 4/13

11:59 pm-10:14 am

1 stop8h 15m

$309

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 3/11

12:06 pm-5:39 pm

1 stop7h 33m

Portland

Sun 3/15

11:15 pm-10:32 am

1 stop9h 17m

$309

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 5/1

4:20 pm-8:05 pm

1 stop5h 45m

Portland

Tue 5/5

11:06 pm-10:30 am

2 stops9h 24m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 2/25

6:39 pm-12:17 am

1 stop7h 38m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 19 results
1
2

Best time to book a flight from Oshkosh to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Oshkosh with our price prediction graph.
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 Oshkosh to Portland

How far ahead should I book a flight from Oshkosh to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to Portland. Price data was last updated on January 23, 2026.

The price you pay for your flight from Oshkosh to Portland may vary depending on when you book. For the best chance of a lower fare, look to book 87 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 Oshkosh to Portland?

Currently, September is the cheapest month in which you can book a flight from Oshkosh to Portland (average of $128). Flying from Oshkosh to Portland in March is currently the most expensive (average of $292). 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 January 29, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Oshkosh to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,127 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,206 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Allegiant Air
7.2
Good
706 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Oshkosh to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Oshkosh?

    For a flight from Oshkosh to Portland, you will be flying into Portland. Portland (PDX) is just 6.0 mi from the center of the city. Portland is the only Portland airport and it handles 0 inbound flights from Oshkosh per day. 8 airlines have flights to Portland from Oshkosh on a regular basis.

  • How long is the flight from Oshkosh to Portland?

    There are many flights that can get you from Oshkosh to Portland in 6h 08m. Fly via Delta or American Airlines to get the fastest option. Oshkosh and Portland are separated by a distance of 1656 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oshkosh to Portland one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $64. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Oshkosh to Portland for a low price.

  • Can I find deals for flights from Oshkosh to Portland that include hotel bookings?

    Yes. In addition to deals on Oshkosh to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oshkosh to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oshkosh to Portland.

  • Can I find deals for business class flights from Oshkosh to Portland?

    Yes. Cheapflights offers flight deals from Oshkosh to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oshkosh to Portland?

    Currently, September is the cheapest month in which you can book a flight from Oshkosh to Portland (average of $128). Flying from Oshkosh to Portland in March is currently the most expensive (average of $292). 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Tillamook
Pacific City
Gresham

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Top 8 airlines flying from Oshkosh to Portland

Discover the top 8 airlines that operate flights from Oshkosh 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$128Average$209FlexibilityNo cancel feeOn-time88%
Hawaiian AirlinesCheapest$139Average$287FlexibilityNo cancel feeOn-time85%
FrontierCheapest$165Average$275FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$228Average$462FlexibilityNo cancel feeOn-time69%
DeltaCheapest$258Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$434FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$276Average$435FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$319Average$434FlexibilityNo cancel feeOn-time63%

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