Cheap Flights From O'Hare Intl. (ORD) To Key West Intl. (EYW)

If you want to journey from ORD to Key West Intl. Airport as quickly as possible, you’ll be happy to know multiple airlines offer direct flights. Choose your preferred seat with United Airlines or American Airlines.

There are a number of airlines with direct flights from ORD to EYW. United Airlines (UA) is well-known, operating at least 43 flights every month. Another good option is American Airlines (AA), which has 17 flights every month. The more airlines you weigh up, the more likely you are to snag a fantastic deal.

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.