Cheap flights from Chicago to Oregon from $75
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 to Oregon departing on 5/29. 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 to Oregon
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Spirit Airlines flights from Chicago to Oregon
Our best Spirit Airlines deals on Chicago to Oregon flight tickets
Hawaiian Airlines flights from Chicago to Oregon
Our best Hawaiian Airlines deals on Chicago to Oregon flight tickets
See travel insights to Oregon from
How to get the cheapest flight ticket from Chicago 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 September is, on average, the cheapest month to fly to Oregon from Chicago, with most prices found around $267. The month of January is another great option to travel to Oregon, with average flight prices from Chicago averaging around $274.
What is the cheapest day to depart on your flight to Oregon?
On average, the least expensive day to fly to Oregon from Chicago is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $304. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Monday, with ticket prices averaging around $383.
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 evening. momondo users have found flights departing from Chicago to Oregon in the evening for as low as $212. 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 $385. 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 to Oregon flight route?
Fly from Chicago O'Hare Intl to Portland for the best Chicago - Oregon flight prices
How far in advance should I book a flight to Oregon?
You are more likely to see cheaper flights to Oregon from Chicago when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Oregon for around $336 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oregon from Chicago for as low as $283 on momondo.
What cabin class options are available on Chicago to Oregon flights?
There are 4 cabin classes available to choose from on Chicago to Oregon flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Oregon?
Frontier, Southwest, and United Airlines are the most popular carriers operating from Chicago to Oregon
What airlines fly to Oregon?
United Airlines, Alaska Airlines and American Airlines are the top three most popular airlines that fly to Oregon from Chicago according to our data. United Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Oregon. Keep in mind that there are 8 different airlines that fly to Oregon on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Oregon on average per day?
As of April 2025, there are 19 flights per day flying from Chicago to Oregon. The most common time of day flights depart is 4:00PM, with 79% of flights taking off in the afternoon.
How many flights depart from Chicago to Oregon on average per week?
134 flights are operational weekly from Chicago to Oregon as of April 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.
Cheap Chicago to Oregon flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Oregon
When did momondo last update prices for flights from Chicago to Oregon?
Prices for flights from Chicago to Oregon were last updated today.
How many operators does momondo search for flights from Chicago to Oregon?
The number of operators available for flights from Chicago to Oregon is 8 as of April 2025.
How old do you have to be to fly from Chicago 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 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 to Oregon?
Based on momondo bookings for flights between Chicago and Oregon, the leading plane model is Boeing 737-800, making up 22.00% of the total bookings. Other popular models include Boeing 737-900 with 15.98%, Boeing 737 MAX 8 with 13.14%, and Boeing 737-900 Passenger/BBJ3 (winglets) with 9.09%.
Best airlines flying from Chicago to Oregon
Compare and see reviews for airlines that fly from Chicago to Oregon with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $82 | Free Cancellation | Rating 6.3 7,889 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 5.9 3,276 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,897 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 9,827 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 7.4 8,616 reviews | |||
| PriceFrom $237 | Free Cancellation | Rating 8.0 4,274 reviews | |||
| PriceFrom $238 | Free Cancellation | Rating 7.9 2,344 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Oregon?
It is quick and easy to find Chicago to Oregon flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Oregon that suits you.
Can I find flights from Chicago to Oregon with flexible booking policies on momondo?
Flights from Chicago to Oregon with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Chicago to Oregon?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Oregon.
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.