$545 Cheap Flights from Chicago (ORD) to Islay (ILY)

View $545 flight on Mon, Aug 3, 2026Opens in a new window

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

Cheap Flights from Chicago to Islay (ORD-ILY)

Prices were available within the past 7 days and start at $545 for one-way flights and $1,130 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,130 Roundtrip, found 6 days ago
$1,130
Roundtrip
found 6 days ago
Select Icelandair flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,130 found 6 days ago
Icelandair
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,140 Roundtrip, found 6 days ago
$1,140
Roundtrip
found 6 days ago
Select Icelandair flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,140 found 6 days ago
United
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,230 Roundtrip, found 6 days ago
$1,230
Roundtrip
found 6 days ago
Select United flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,230 found 6 days ago
Aer Lingus
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,234 Roundtrip, found 6 days ago
$1,234
Roundtrip
found 6 days ago
Select Aer Lingus flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,234 found 6 days ago
British Airways
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,238 Roundtrip, found 6 days ago
$1,238
Roundtrip
found 6 days ago
Select British Airways flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,238 found 6 days ago
United
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,243 Roundtrip, found 6 days ago
$1,243
Roundtrip
found 6 days ago
Select United flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,243 found 6 days ago
Aer Lingus
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,244 Roundtrip, found 6 days ago
$1,244
Roundtrip
found 6 days ago
Select Aer Lingus flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,244 found 6 days ago
British Airways
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,251 Roundtrip, found 6 days ago
$1,251
Roundtrip
found 6 days ago
Select British Airways flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,251 found 6 days ago
Aer Lingus
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,255 Roundtrip, found 6 days ago
$1,255
Roundtrip
found 6 days ago
Select Aer Lingus flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,255 found 6 days ago
British Airways
Thu, Oct 1 - Mon, Oct 12
ORD
Chicago
ILY
Islay Island
$1,260 Roundtrip, found 6 days ago
$1,260
Roundtrip
found 6 days ago
Select British Airways flight, departing Thu, Oct 1 from Chicago to Islay Island, returning Mon, Oct 12, priced at $1,260 found 6 days ago

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) cost?
You can find cheap one-way flights from $545 and cheap return flights from $1,130 ORD to ILY with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to ILY ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
The cheapest month to fly from ORD to ILY is October when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
Enter ORD to ILY and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
British Airways, Aer Lingus and United are just some of the carriers that fly from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY). Use Expedia's flight search tool to compare airlines on this route and find our cheapest option for your trip. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to ILY. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
A flight from ORD to ILY with a layover takes around 18 hours 50 minutes, with the route covering approximately 3,605 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
Select the "Business class" and "First class" filters when looking for ORD to ILY flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Islay (ILY) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Islay
Roundtrip price
$1,129
Distance
3604 mi

*Flight schedules are subject to change.

*Available to One Key members.

 

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