Cheap Flights from Chicago (ORD) to Eastsound (ESD)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island)

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Alternative airports near Eastsound

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

Select flight to Victoria Intl. YYJ. Cheapest option available. Flights from $370
YYJ
Victoria Intl.
Cheapest
Flights from $370
Select flight to Bellingham Intl. BLI. Flights from $410
BLI
Bellingham Intl.
Flights from $410
Flights from Chicago (ORD) to Eastsound (ESD)
Origin airport
O'Hare Intl.
Destination airport
Orcas Island
Distance
1745 mi

Chicago to Eastsound Flights

The cheapest times to fly from Chicago to Eastsound

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 Eastsound are during the month of . You can find some of the cheapest flights from Chicago to Eastsound with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Eastsound

Sunday is one of the best days to book for cheap flights from Chicago to Eastsound: 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 Eastsound

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 Eastsound 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 Eastsound 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 Eastsound 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 Eastsound, WA (ESD-Orcas Island) cost?
Snag a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island)?
The cheapest month to fly from ORD to ESD is , when demand is low. Off-peak season is usually when you'll find lower airfares between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find the carrier with the cheapest ORD to ESD flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island)?
There aren't any daily direct flights departing from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from ORD to ESD?
Generally you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the airline, time of year and other factors.*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 Eastsound, WA (ESD-Orcas Island)?
Book a flight from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island) that takes off before 3 PM to reduce the risk of cancellations. Departures after this hour are on average 22% more likely to be canceled.**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.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island) last-minute?
Booking your ticket from ORD to ESD shortly before your trip is generally more expensive. However, if you're flexible with your travel times and dates, you could bag a cheap last-minute fare.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Eastsound, WA (ESD-Orcas Island)?
In most cases, you can cancel or modify your ORD to ESD flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you need more details, head to our Customer Service portal.

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*Available to One Key members.