Cheap Flights from Chicago (ORD) to Troutdale (TTD)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Troutdale, OR (TTD-Portland - Troutdale)

Flights from Chicago (ORD) to Troutdale (TTD)
Origin airport
O'Hare Intl.
Destination airport
Portland - Troutdale
Distance
1725 mi

Chicago to Troutdale Flights

The cheapest times to fly from Chicago to Troutdale

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Troutdale are during the month of . You can find some of the cheapest flights from Chicago to Troutdale with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Troutdale

Sunday is one of the best days to book for cheap flights from Chicago to Troutdale: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Troutdale

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Troutdale in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Troutdale flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Troutdale airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

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

How much does a flight from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD)?
Planning your getaway for can help you save, as it's the cheapest month for flights between ORD and TTD. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest ORD to TTD flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD)?
Nonstop flights from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to TTD?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary based on various factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD) route, fly before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Troutdale from O'Hare Intl. Airport (ORD)?
Portland Intl. Airport (PDX) is the only airport in Troutdale with direct flights from O'Hare Intl. Airport (ORD). Check out the options and discover cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD) last-minute?
Waiting until right before your break to book your flight from ORD to TTD generally means paying more. Although you may find some last-minute offers, they're not always guaranteed. Be flexible with your travel plans for the best chance of scoring a bargain.
Is it cheaper to book an ORD to TTD flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to TTD flight and hotel package with Expedia could result in significant savings. Better yet, managing everything in one place will take the stress out of planning your trip. Just secure your flights and choose from our extensive range of hotels, then tailor your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Portland - Troutdale Airport (TTD)?
Typically, you can reschedule or cancel your ORD to TTD flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need more details, visit our Customer Service portal.

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*Available to One Key members.