$974 Cheap Flights from Islay (ILY) to Chicago (ORD)

View $974 flight on Tue, Nov 11, 2025Opens in a new window

Popular airlines from Islay (ILY) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Islay to Chicago (ILY-ORD)

Prices were available within the past 7 days and start at $974 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How much does a flight from Islay Airport (ILY) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $974 or cheap return flight from Islay Airport (ILY) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Islay Airport (ILY) to O'Hare Intl. Airport (ORD)?
is the least expensive month to fly from ILY to ORD. Planning your trip for the off-season is often the key to scoring lower fares.
What is the cheapest airline that flies from Islay Airport (ILY) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest ILY to ORD flight.
How many flights per day from Islay Airport (ILY) to O'Hare Intl. Airport (ORD)?
There aren't any daily nonstop flights from Islay Airport (ILY) to O'Hare Intl. Airport (ORD). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from ILY to ORD?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Islay Airport (ILY) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Islay Airport (ILY) to O'Hare Intl. Airport (ORD) route, aim to travel before 3 PM. Later departures are 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 Islay Airport (ILY) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book a ticket from ILY to ORD often results in higher prices. While you may find some last-minute discounts, they aren't always guaranteed. Be flexible with your itinerary to maximize your chances of snagging a bargain.
Is it cheaper to book an ILY to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking an ILY to ORD flight and hotel package with Expedia could result in significant savings. What's more, having everything in one place will take the hassle out of planning your trip. Simply secure your flights and choose from our wide range of hotels, then tailor your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Islay Airport (ILY) to O'Hare Intl. Airport (ORD)?
Usually, it's possible to cancel or reschedule your ILY to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Islay
Destination airport
O'Hare Intl.
Distance
3604 mi

Book with confidence

Islay to Chicago Flights

The cheapest times to fly from Islay to Chicago

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

 

The best time to book a flight from Islay to Chicago

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

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 Islay to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $974 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 Islay to Chicago 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 Islay to Chicago 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.

 

Islay to Chicago Flights

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*Available to One Key members.