
Popular airlines to Oregon
- Delta
Delta
- American Airlines
American Airlines
- United
United
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
- Spirit Airlines
Spirit Airlines
- JetBlue Airways
JetBlue Airways
- Plan, book, fly with confidence
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Today's featured flight deals to Oregon
- Columbus (CMH) to Chicago (ORD).American Airlines, nonstop.Departing on Sun, Aug 10 at 8:45pm from Columbus, arriving at 9:15pm in Chicago.Returning on Thu, Aug 14 at 8:15am from Chicago, arriving at 10:41am in Columbus.Select American Airlines flight departing on Sun, Aug 10 at 8:45pm from Columbus, returning on Thu, Aug 14 at 8:15am from Chicago priced at $15550% less than typical$155
- Columbus (CMH) to Chicago (ORD).American Airlines, nonstop.Departing on Fri, Aug 29 at 5:30am from Columbus, arriving at 6:03am in Chicago.Returning on Mon, Sep 1 at 9:07pm from Chicago, arriving at 11:35pm in Columbus.Select American Airlines flight departing on Fri, Aug 29 at 5:30am from Columbus, returning on Mon, Sep 1 at 9:07pm from Chicago priced at $15550% less than typical$155
- Columbus (CMH) to Chicago (ORD).American Airlines, nonstop.Departing on Sat, Aug 9 at 6:34am from Columbus, arriving at 7:08am in Chicago.Returning on Fri, Aug 22 at 11:30am from Chicago, arriving at 1:59pm in Columbus.Select American Airlines flight departing on Sat, Aug 9 at 6:34am from Columbus, returning on Fri, Aug 22 at 11:30am from Chicago priced at $15545% less than typical$155
- Columbus (CMH) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Aug 8 at 6:15am from Columbus, arriving at 6:30am in Chicago.Returning on Mon, Aug 11 at 6:17pm from Chicago, arriving at 11:56pm in Columbus.Select Southwest Airlines flight departing on Fri, Aug 8 at 6:15am from Columbus, returning on Mon, Aug 11 at 6:17pm from Chicago priced at $28435% less than typical$284
- Columbus (CMH) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Aug 8 at 6:15am from Columbus, arriving at 6:30am in Chicago.Returning on Mon, Aug 11 at 7:00pm from Chicago, arriving at 11:56pm in Columbus.Select Southwest Airlines flight departing on Fri, Aug 8 at 6:15am from Columbus, returning on Mon, Aug 11 at 7:00pm from Chicago priced at $28435% less than typical$284
- Columbus (CMH) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Sat, Aug 9 at 3:35pm from Columbus, arriving at 3:50pm in Chicago.Returning on Wed, Aug 13 at 6:10pm from Chicago, arriving at 8:30pm in Columbus.Select Southwest Airlines flight departing on Sat, Aug 9 at 3:35pm from Columbus, returning on Wed, Aug 13 at 6:10pm from Chicago priced at $12750% less than typical$127
How much is the cheapest flight to Oregon?
Prices were available within the past 7 days and start at $64 for one-way flights and $128 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.




Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)
June is typically the cheapest month to fly
Graph displaying average flight prices per month
Alternative airports near Oregon
Prices were available within the past 7 days. Prices and availability are subject to change.
Tips to find the cheapest flights to Oregon
The cheapest day to fly
Get started finding a cheap flight to Oregon on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.
The cheapest month to fly
September is the cheapest month to fly to Oregon. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Oregon. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.
The most affordable time to book a flight
Typically, a Sunday can be the cheapest time to book a flight to Oregon, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.
The cheapest round-trip tickets to Oregon
The lowest price for round-trip flights to Oregon in 2025 starts from from $128, while one-way tickets start from from $64. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Oregon. If you have a preferred departure time or airline, you can use the handy filters to customize your search.
The cheapest airlines flying to Oregon
Frontier Airlines, Sun Country Airlines, Breeze Airways, American Airlines, United are just some of the airlines that can typically offer cheap tickets to Oregon. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Oregon and countless more destinations worldwide.
The most affordable airports to fly into
To view the cheapest airports to fly into for Oregon, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Oregon. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.
Save with a package
With Expedia's amazing package deals, you could save hundreds of dollars by booking your Oregon plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.
Date flexibility for the cheapest flights to Oregon
If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Oregon.
Stopover savings
The cheapest tickets to Oregon are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Oregon. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.
Get Expedia's Price Drop Protection
Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Oregon for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.
*Terms apply.
Use our Price Tracking feature
Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Oregon. Simply download the free Expedia app to your smart device and activate Oregon flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.
Book with Expedia
As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Oregon. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Frequently asked questions
Destination airport | Dane County Regional |
Destination airport IATA code | MSN |
Destination city name | Madison |
Roundtrip price | $128 |
Get up to 100% off your flight to Oregon when booking a Flight + Hotel
Trending flights to Oregon
Prices were available within the past 7 days and start at $64 for one-way flights and $128 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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