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$86+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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

Keep the following information in mind while searching for Oshkosh to Portland flight deals. Data was last updated September 15, 2025.

Round-trip from

$132
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$150
From Oshkosh to Portland
Search Deals
One-way flight from Oshkosh to Portland
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/282:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Thu 10/25:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/15$132
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/282:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Sun 10/55:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/15$152
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/212:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Sun 9/285:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Deal found 9/14$154
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 9/252:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Thu 10/25:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/14$158
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/212:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Thu 9/255:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Deal found 9/14$159
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/212:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Thu 10/95:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/14$160
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Thu 9/255:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Deal found 9/13$161
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/122:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Thu 10/165:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/14$166
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/212:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Sun 10/125:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/14$176
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Sun 10/55:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Deal found 9/14$180

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 September 15, 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

Sun 10/5

2:42 pm-5:03 pm

Nonstop4h 21m

Portland

Thu 10/16

5:53 pm-11:30 pm

Nonstop3h 37m

$183

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 10/25

4:17 pm-8:26 pm

1 stop6h 09m

Portland

Tue 10/28

12:06 pm-9:15 pm

1 stop7h 09m

$309

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 10/24

4:17 pm-8:26 pm

1 stop6h 09m

Portland

Sat 10/25

6:20 am-3:37 pm

1 stop7h 17m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 10/25

4:17 pm-8:26 pm

1 stop6h 09m

Portland

Mon 10/27

10:58 pm-10:31 am

1 stop9h 33m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Wed 3/4

12:06 pm-4:51 pm

1 stop6h 45m

Portland

Tue 3/10

12:55 am-11:21 am

1 stop8h 26m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 10/24

4:17 pm-8:26 pm

1 stop6h 09m

Portland

Tue 10/28

6:20 am-3:37 pm

1 stop7h 17m

$314

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 10/24

4:17 pm-8:26 pm

1 stop6h 09m

Portland

Mon 10/27

10:58 pm-10:31 am

1 stop9h 33m

$319

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Thu 10/2

5:35 am-12:38 pm

1 stop9h 03m

Portland

Tue 10/14

6:20 am-3:37 pm

1 stop7h 17m

$341

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Tue 9/30

4:16 pm-11:52 pm

2 stops9h 36m

Portland

Tue 10/14

6:20 am-3:37 pm

1 stop7h 17m

$346

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Sat 10/25

11:11 am-10:40 pm

2 stops13h 29m

Portland

Wed 10/29

6:20 am-3:37 pm

1 stop7h 17m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 21 results
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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 September 12, 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 12 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, November is the cheapest month in which you can book a flight from Oshkosh to Portland (average of $277). Flying from Oshkosh to Portland in March is currently the most expensive (average of $368). 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 September 15, 2025.

When flying from Oshkosh to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 14, 2025.

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

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 September 15, 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
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.2
Good
699 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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. 9 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 4h 21m. Fly via Allegiant Air or Delta to get the fastest option. Oshkosh and Portland are separated by a distance of 1656 mi. This flight may include one or multiple stops.

  • 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, November is the cheapest month in which you can book a flight from Oshkosh to Portland (average of $277). Flying from Oshkosh to Portland in March is currently the most expensive (average of $368). 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
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Troutdale
Gresham
Silverton

Browse thousands of different options on Cheapflights for your next trip

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Top 9 airlines flying from Oshkosh to Portland

Discover the top 9 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$244FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$124Average$233FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$128Average$209FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$207Average$453FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$471FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$269Average$473FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$278Average$278FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$420FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$334Average$450FlexibilityNo cancel feeOn-time63%

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