$632 Cheap Flights from Chicago (ORD) to Islay (ILY)

View $632 flight on Tue, Nov 11, 2025Opens in a new window

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

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Cheap Flights from Chicago to Islay (ORD-ILY)

Prices were available within the past 7 days and start at $632 for one-way flights and $1,034 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,034 Roundtrip, found 4 days ago
$1,034
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,034 found 4 days ago
Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,045 Roundtrip, found 4 days ago
$1,045
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,045 found 4 days ago
Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,139 Roundtrip, found 4 days ago
$1,139
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,139 found 4 days ago
Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,150 Roundtrip, found 4 days ago
$1,150
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,150 found 4 days ago
Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,189 Roundtrip, found 4 days ago
$1,189
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,189 found 4 days ago
Icelandair
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,200 Roundtrip, found 4 days ago
$1,200
Roundtrip
found 4 days ago
Select Icelandair flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,200 found 4 days ago
British Airways
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,265 Roundtrip, found 4 days ago
$1,265
Roundtrip
found 4 days ago
Select British Airways flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,265 found 4 days ago
British Airways
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,271 Roundtrip, found 4 days ago
$1,271
Roundtrip
found 4 days ago
Select British Airways flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,271 found 4 days ago
British Airways
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,277 Roundtrip, found 4 days ago
$1,277
Roundtrip
found 4 days ago
Select British Airways flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,277 found 4 days ago
British Airways
Tue, Jun 2 - Mon, Jun 8
ORD
Chicago
ILY
Islay Island
$1,282 Roundtrip, found 4 days ago
$1,282
Roundtrip
found 4 days ago
Select British Airways flight, departing Tue, Jun 2 from Chicago to Islay Island, returning Mon, Jun 8, priced at $1,282 found 4 days ago

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Islay Airport (ILY) cost?
Lock in a cheap one-way flight from $632 or cheap return flight from $1,034 from O'Hare Intl. Airport (ORD) to Islay Airport (ILY) 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 Islay Airport (ILY)?
June is the cheapest month to fly from ORD to ILY. Traveling during an off-peak travel window is often the key to finding better deals on flights.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Islay Airport (ILY)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from ORD to ILY. Then, sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Islay Airport (ILY)?
There aren't any daily direct flights available from O'Hare Intl. Airport (ORD) to Islay Airport (ILY). But you can choose flights with layovers. Filter your search 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 ORD to ILY?
You'll typically find Tuesday the quietest day for flights, while Fridays are often 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 O'Hare Intl. Airport (ORD) to Islay Airport (ILY)?
Book a flight from O'Hare Intl. Airport (ORD) to Islay Airport (ILY) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this 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 Islay Airport (ILY) last-minute?
Holding off until just before your trip to book a flight from ORD to ILY often results in higher prices. While it's possible to find some last-minute offers, they aren't always guaranteed. Be flexible with your travel plans to boost your chances of scoring a bargain.
Is it cheaper to book an ORD to ILY flight and hotel package?
You'll generally save money by securing an ORD to ILY flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've selected your preferred accommodations and flights, consider adding extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Islay Airport (ILY)?
In most instances, you can cancel or modify your ORD to ILY flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you'd like more details, visit our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Islay
Roundtrip price
$1,034
Distance
3604 mi

Book with confidence

Chicago to Islay Flights

The cheapest times to fly from Chicago to Islay

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

 

The best time to book a flight from Chicago to Islay

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

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 Islay in 2025. You can also book with separate airlines for your outbound and return journeys, from $632 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 Islay 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 Islay 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.

 

Chicago to Islay Flights

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*Available to One Key members.