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$251+ Cheap flights from Oshkosh, WI to Portland (PDX)

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 Sunday or Thursday and return on a Tuesday

Find 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 November 3, 2025.

This United Airlines deal was found by Cheapflights users on 11/3. 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 12/66:30 amATW - PDX
1 stop7h 18mUnited Airlines
Tue 12/97:00 amPDX - ATW
1 stop7h 42mUnited Airlines
Deal found 11/3$251
This Delta deal was found by Cheapflights users on 11/3. 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 12/611:13 amATW - PDX
2 stops13h 06mDelta
Tue 12/96:15 amPDX - ATW
2 stops8h 59mDelta
Deal found 11/3$261
This Delta deal was found by Cheapflights users on 11/3. 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 11/2712:17 pmATW - PDX
2 stops12h 23mDelta
Wed 12/36:15 amPDX - ATW
1 stop7h 23mDelta
Deal found 11/3$300
This Delta deal was found by Cheapflights users on 11/3. 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 11/234:18 pmATW - PDX
1 stop6h 29mDelta
Tue 12/27:30 pmPDX - ATW
2 stops13h 03mDelta
Deal found 11/3$310
This Delta deal was found by Cheapflights users on 11/3. 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 11/2312:20 pmATW - PDX
2 stops8h 07mDelta
Wed 12/310:10 pmPDX - ATW
2 stops10h 23mDelta
Deal found 11/3$315
This Delta deal was found by Cheapflights users on 11/3. 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 11/2712:17 pmATW - PDX
2 stops12h 23mDelta
Fri 11/286:00 amPDX - ATW
1 stop7h 38mDelta
Deal found 11/3$319
This Delta deal was found by Cheapflights users on 11/3. 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 11/236:24 amATW - PDX
1 stop8h 24mDelta
Fri 11/286:00 amPDX - ATW
1 stop7h 38mDelta
Deal found 11/3$324
This Delta deal was found by Cheapflights users on 11/3. 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 11/2312:20 pmATW - PDX
2 stops8h 07mDelta
Thu 12/46:15 amPDX - ATW
1 stop7h 23mDelta
Deal found 11/3$329
This Delta deal was found by Cheapflights users on 11/3. 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 11/184:18 pmATW - PDX
1 stop6h 29mDelta
Sat 11/2211:15 pmPDX - ATW
1 stop9h 13mDelta
Deal found 11/3$359

Cheap flight deals from Oshkosh to Portland

Keep the following information in mind while searching for Oshkosh to Portland flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$464
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
Highest demand for flights based on searches. 23% potential increase in price ($102 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 November 2025
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 November 3, 2025.
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

Sat 12/6

12:30 pm-6:45 pm

1 stop8h 15m

Portland

Tue 12/9

7:00 am-3:07 pm

1 stop6h 07m

$251

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sun 11/23

6:24 am-12:48 pm

1 stop8h 24m

Portland

Wed 12/3

6:15 am-3:38 pm

1 stop7h 23m

$305

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 11/27

12:17 pm-10:40 pm

2 stops12h 23m

Portland

Wed 12/3

10:10 pm-10:33 am

2 stops10h 23m

$305

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 1/31

4:20 pm-8:32 pm

1 stop6h 12m

Portland

Thu 2/5

12:40 am-11:23 am

1 stop8h 43m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 11/27

12:17 pm-10:40 pm

2 stops12h 23m

Portland

Fri 11/28

6:00 am-3:38 pm

1 stop7h 38m

$319

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 1/31

12:35 pm-6:56 pm

1 stop8h 21m

Portland

Fri 2/6

7:00 am-4:48 pm

1 stop7h 48m

$337

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 11/26

12:20 pm-5:43 pm

1 stop7h 23m

$270

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 1/1

6:07 am-12:50 pm

1 stop8h 43m

$319

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 1/2

7:54 pm-11:43 am

2 stops41h 49m

$325

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 12/31

6:00 am-11:05 am

1 stop7h 05m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 15 results
1
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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 October 31, 2025.

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 $281). 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.

What is the cheapest time of day to fly from OS9 to PDX?

Find hourly flight availability from Oshkosh to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s typically best to fly out from Oshkosh to Portland in the evening. Doing so could potentially save you 47% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Oshkosh to Portland?

Use this chart to determine the cheapest time to fly round-trip from Oshkosh to Portland. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Oshkosh to Portland flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 3, 2025.
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
8,002 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

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
8,002 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

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
8,997 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

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
11,038 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

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
694 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

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 8h 15m. Fly via United Airlines to get the fastest option. Oshkosh and Portland are separated by a distance of 1656 mi.

  • 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 $281). 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
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$274FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$128Average$213FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$262Average$471FlexibilityNo cancel feeOn-time69%
DeltaCheapest$264Average$464FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$443FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$278Average$287FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$291Average$421FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$328Average$446FlexibilityNo cancel feeOn-time63%

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