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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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
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

Cheap flight deals from Oshkosh to Portland

Best flights from Oshkosh to Portland
Discover carefully curated flight deals from Oshkosh to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 31, 2025.

This Delta deal was found by Cheapflights users on 12/30. 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 2/116:45 amATW - PDX
2 stops12h 50mDelta
Wed 2/186:00 amPDX - ATW
1 stop7h 40mDelta
Deal found 12/30$256
This American Airlines deal was found by Cheapflights users on 12/30. 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 3/46:00 amATW - PDX
1 stop6h 58mAmerican Airlines
Wed 3/1111:59 pmPDX - ATW
1 stop7h 07mAmerican Airlines
Deal found 12/30$280
This United Airlines deal was found by Cheapflights users on 12/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/276:15 amATW - PDX
1 stop7h 42mUnited Airlines
Sat 1/317:00 amPDX - ATW
1 stop7h 48mUnited Airlines
Deal found 12/28$341
This Delta deal was found by Cheapflights users on 12/31. 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 1/244:20 pmATW - PDX
2 stops8h 34mDelta
Sat 1/311:53 pmPDX - ATW
1 stop5h 45mDelta
Deal found 12/31$256
This Delta deal was found by Cheapflights users on 12/31. 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 5/14:20 pmATW - PDX
1 stop5h 47mDelta
Tue 5/57:05 amPDX - ATW
2 stops11h 25mDelta
Deal found 12/31$314
This Delta deal was found by Cheapflights users on 12/31. 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 3/174:24 pmATW - PDX
2 stops9h 30mDelta
Tue 3/2411:15 pmPDX - ATW
2 stops10h 10mDelta
Deal found 12/31$319
This Delta deal was found by Cheapflights users on 12/30. 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 6/234:05 pmATW - PDX
2 stops9h 36mDelta
Sat 7/411:39 amPDX - ATW
1 stop7h 48mDelta
Deal found 12/30$334

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 December 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$483
Provider with most accurate pricing for Appleton Intl-Portland flight deals.
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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. 22% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 31, 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

Wed 2/11

6:45 am-5:35 pm

2 stops12h 50m

Portland

Wed 2/18

6:00 am-3:40 pm

1 stop7h 40m

$256

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 1/24

4:20 pm-10:54 pm

2 stops8h 34m

Portland

Sat 1/31

1:53 pm-9:38 pm

1 stop5h 45m

$256

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 3/4

6:00 am-10:58 am

1 stop6h 58m

Portland

Wed 3/11

11:59 pm-9:06 am

1 stop7h 07m

$280

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 5/1

4:20 pm-8:07 pm

1 stop5h 47m

Portland

Tue 5/5

7:05 am-8:30 pm

2 stops11h 25m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Tue 3/17

4:24 pm-11:54 pm

2 stops9h 30m

Portland

Tue 3/24

11:15 pm-11:25 am

2 stops10h 10m

$319

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Tue 6/23

4:05 pm-11:41 pm

2 stops9h 36m

Portland

Sat 7/4

11:39 am-9:27 pm

1 stop7h 48m

$334

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Tue 1/27

6:15 am-11:57 am

1 stop7h 42m

Portland

Sat 1/31

7:00 am-4:48 pm

1 stop7h 48m

$341

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 6/10

12:39 pm-9:31 pm

1 stop10h 52m

$269

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 6/11

12:39 pm-9:31 pm

1 stop10h 52m

$269

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 6/11

4:05 pm-11:41 pm

2 stops9h 36m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 12 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 December 26, 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 November is currently the most expensive (average of $288). 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.

How much does it cost to fly round-trip from Oshkosh 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 December 31, 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
8,013 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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
8,013 reviews
Delta
7.9
Good
8,013 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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
9,124 reviews
Delta
7.9
Good
8,013 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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
11,074 reviews
Delta
7.9
Good
8,013 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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
701 reviews
Delta
7.9
Good
8,013 reviews

Overall

7.9

Comfort

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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 58m. 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 November is currently the most expensive (average of $288). 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
McMinnville
Hillsboro
Troutdale
Cannon Beach
Long Beach
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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$275FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$128Average$213FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$228Average$463FlexibilityNo cancel feeOn-time69%
DeltaCheapest$269Average$458FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$442FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$276Average$435FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$278Average$287FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$328Average$437FlexibilityNo cancel feeOn-time63%

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