Cheap flights from Chicago Midway Airport to Oregon from $65
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Oregon departing on 7/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago Midway Airport to Oregon
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from Chicago Midway Airport to Oregon
Our best Delta deals on Chicago Midway Airport to Oregon flight tickets
Frontier flights from Chicago Midway Airport to Oregon
Our best Frontier deals on Chicago Midway Airport to Oregon flight tickets
See travel insights to Oregon from
How to get the cheapest flight ticket from Chicago Midway Airport to Oregon
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Oregon?
The month of January is, on average, the cheapest month to fly to Oregon from Chicago Midway Airport, with most prices found around $266. The month of February is another great option to travel to Oregon, with average flight prices from Chicago Midway Airport averaging around $288.
What is the cheapest day to depart on your flight to Oregon?
On average, the least expensive day to fly to Oregon from Chicago Midway Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as $323. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Sunday, with ticket prices averaging around $500.
What is the cheapest time of day to depart on your flight to Oregon?
According to our data, the cheapest time of day to fly to Oregon is in the morning. momondo users have found flights departing from Chicago Midway Airport to Oregon in the morning for as low as $318. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Oregon are more costly in the afternoon, with an average ticket price of $419. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago Midway to Oregon flight route?
Fly from Chicago Midway to Portland for the best Chicago Midway - Oregon flight prices
How many flights depart from Chicago Midway Airport to Oregon on average per day?
2 flights are operational daily from Chicago Midway Airport to Oregon as of May 2025. The most popular departure time for this route is 4:00PM, with 50% of flights per day taking off in the afternoon.
How many flights depart from Chicago Midway Airport to Oregon on average per week?
15 flights are operational weekly from Chicago Midway Airport to Oregon as of May 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.
Cheap Chicago Midway Airport to Oregon flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Oregon
When did momondo last update prices for flights from Chicago Midway Airport to Oregon?
Prices for flights from Chicago Midway Airport to Oregon are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Oregon?
As of May 2025, there are 3 operators available to choose from for flights from Chicago Midway Airport to Oregon.
How old do you have to be to fly from Chicago Midway Airport to Oregon?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Oregon.
What documentation or ID do you need to fly to Oregon?
The travel and health documents required for your trip to Oregon can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oregon. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Oregon?
Based on momondo bookings for flights between Chicago Midway Airport and Oregon, the leading plane model is Boeing 737-800, making up 17.82% of the total bookings. Other popular models include Boeing 737 MAX 8 with 15.57%, Boeing 737-900 with 15.20%, and Boeing 737-900 Passenger/BBJ3 (winglets) with 10.88%.
Best airlines flying from Chicago Midway Airport to Oregon
Compare and see reviews for airlines that fly from Chicago Midway Airport to Oregon with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $108 | Free Cancellation | Rating 5.9 3,289 reviews | |||
| PriceFrom $238 | Free Cancellation | Rating 8.0 4,292 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Oregon?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Oregon. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Oregon with flexible booking policies on momondo?
Yes. All flights to Oregon from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Oregon?
Once you have performed a search for Chicago to Oregon flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Oregon right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Oregon from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.