$51 Cheap Flights to Oregon, WI

View $51 flight on Fri, Aug 28, 2026Opens in a new window

Popular airlines to Oregon

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How much is the cheapest flight to Oregon?

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh
MSN
Madison
$102 Roundtrip, found 8 hours ago
$102
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Raleigh to Madison, returning Mon, Aug 31, priced at $102 found 8 hours ago
Frontier Airlines
Thu, May 14 - Sat, May 23
DFW
Dallas
MSN
Madison
$140 Roundtrip, found 7 hours ago
$140
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, May 14 from Dallas to Madison, returning Sat, May 23, priced at $140 found 7 hours ago
Sun Country Airlines
Thu, Oct 29 - Mon, Nov 2
PHX
Phoenix
MSN
Madison
$158 Roundtrip, found 12 hours ago
$158
Roundtrip
found 12 hours ago
Select Sun Country Airlines flight, departing Thu, Oct 29 from Phoenix to Madison, returning Mon, Nov 2, priced at $158 found 12 hours ago
United
Tue, Jul 21 - Tue, Jul 28
RDU
Raleigh
MSN
Madison
$226 Roundtrip, found 3 days ago
$226
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jul 21 from Raleigh to Madison, returning Tue, Jul 28, priced at $226 found 3 days ago
American Airlines
Wed, May 13 - Wed, May 20
RDU
Raleigh
MSN
Madison
$231 Roundtrip, found 3 hours ago
$231
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, May 13 from Raleigh to Madison, returning Wed, May 20, priced at $231 found 3 hours ago

Alternative airports near Oregon

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Dane County Regional MSN. Cheapest and Closest option available. Average driving time to city center is 26 minutes. Flights from $334
MSN
Dane County Regional
CheapestClosest
Average driving time to city center26 min
Flights from $334

Frequently asked questions

What month is the cheapest to fly to Oregon?
The cheapest month to fly to Oregon is August when demand is low. Off-peak months are typically when you'll find cheap flights. To keep costs down, steer clear of flying during school breaks and public holidays.
Which US cities have the cheapest flights to Oregon?
Typically, you'll find that Chicago, Atlanta and Denver have cheap flights to Oregon. Flexibility, however, is key to scoring yourself the best fares. Head off during the off-peak season or midweek to keep costs down.
Which US cities fly direct to Oregon?
Take your pick of 25 US destinations providing direct flights to Oregon. While booking on Expedia, check "Direct flights only" to compare nonstop routes. Fly to Oregon from any of these leading cities:

  • Chicago
  • Atlanta
  • Denver
  • New York
  • Orlando

How to find a cheap flight to Oregon?
Book early for the best chance of scoring cheap flights to Oregon. Also, consider visiting during off-season months like January and July. If you fly on a Thursday, you can save an average of 16% compared to those departing on a Sunday.* Save time checking every day and track your flight prices using the Expedia app. We'll notify you when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oregon?
It's possible to get awesome deals on last-minute flights to Oregon, especially if your travel arrangements are flexible. Consider flying from a different hub, tweaking your trip dates or picking another airline to get a cheap flight to Oregon.
How far in advance should I book a flight to Oregon?
Lock in your flight to Oregon two to four months ahead if you're jetting in from an international destination. For domestic travel, the general guideline is 28 days in advance. Lower prices and a wider variety of travel dates, times and seating options are some of the great reasons to book early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oregon?
Sundays are generally the best day to book a cheap flight to Oregon, with savings of around 8% on average compared to a Friday. If you choose to purchase on a Friday, be ready to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oregon?
There are 5 carriers connecting Oregon with 14 airports worldwide. The major entry point to this city is Dane County Regional Airport (MSN). Book a fare with any of these well-known airlines to Oregon:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines

Where do you fly into Oregon?
The main airport to fly to Oregon is Dane County Regional Airport (MSN). You also have the option to land at Rockford, IL (RFD-Greater Rockford) when flying to Oregon.
How far is the airport from central Oregon?
If you're arriving at Dane County Regional Airport (MSN), you'll be roughly 15 mi north of central Oregon.
Can I save money by booking an Oregon trip package?
Bundle your flight and hotel and you could save hundreds of dollars. What's more, you can add extras like activities and car rentals to your Oregon flight and hotel package deal. With Expedia, it's a breeze to manage all your Oregon travel arrangements in one place.
Can I change or cancel my flight to Oregon?
If you bought your flight to Oregon within the last 24 hours, you can usually change or cancel it without fees. After that, extra charges may apply depending on the airline's terms of service. For more information, check out our Customer Service Portal. Bear in mind that some flights are non-refundable, so you may be offered a credit toward a future flight in place of a direct refund. When searching on Expedia, use the "No cancel fee" or "Changes included" filters to find fares with flexible change policies.

*Flight schedules are subject to change.

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Travel information

Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Roundtrip price
$101

Trending flights to Oregon

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh
MSN
Madison
$102 Roundtrip, found 8 hours ago
$102
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Raleigh to Madison, returning Mon, Aug 31, priced at $102 found 8 hours ago

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