Key West International(EYW)発→Chicago O'Hare International(ORD)行き飛行機・格安航空券・LCC

Compare Key West International to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

Book the best Chicago O'Hare International fare with no extra fees

Direct flight

Your route at a glance

Cheapest deal¥39,670

Cheapest monthSeptember

Average flight duration3 hours and 38 minutes

Flight deals from Key West International to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Key West International to Chicago O'Hare International? Find the lowest prices on one-way and return tickets right here.

Chicago.¥37,564 per passenger.Departing Tue, 23 Dec.One-way flight with United.Outbound direct flight with United departs from Key West International on Tue, 23 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥37,564, select.

Chicago.¥37,576 per passenger.Departing Mon, 2 Mar.One-way flight with United.Outbound direct flight with United departs from Key West International on Mon, 2 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥37,576, select.

Chicago.¥37,769 per passenger.Departing Wed, 14 Jan.One-way flight with United.Outbound direct flight with United departs from Key West International on Wed, 14 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥37,769, select.

Chicago.¥39,217 per passenger.Departing Wed, 5 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Key West International on Wed, 5 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥39,217, select.

Chicago.¥59,916 per passenger.Departing Wed, 13 Aug.One-way flight with Delta.Outbound indirect flight with Delta, departs from Key West International on Wed, 13 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥59,916, select.

Chicago.¥64,863 per passenger.Departing Wed, 5 Nov.One-way flight with United.Outbound direct flight with United departs from Key West International on Wed, 5 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From ¥64,863, select.

Find the cheapest month to fly from Key West International to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Key West International to Chicago O'Hare International flights are currently cheapest in December.

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Direct flights from Key West International to Chicago O'Hare International

Key West International to Chicago O'Hare International: Alternative routes

Compare routes from Key West International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Finding cheap flights from Key West International to Chicago O'Hare International: Frequently asked questions

How much are return flights from Key West International to Chicago O'Hare International?

The best price we found for a return flight from Key West International to Chicago O'Hare International is ¥39,670. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Key West International to Chicago O'Hare International?

3 hours and 38 minutes is the average flight time from Key West International to Chicago O'Hare International.

Which airlines fly direct from Key West International to Chicago O'Hare International?

Qatar Airways, Envoy Air and American Airlines fly direct from Key West International to Chicago O'Hare International.

How many flights are there a week from Key West International to Chicago O'Hare International?

As of August 2025, there are 39 flights per week flying from Key West International to Chicago O'Hare International.

When is the cheapest time to fly from Key West International to Chicago O'Hare International?

The cheapest month to fly from Key West International to Chicago O'Hare International is usually September.

Which upcoming date is cheapest to fly from Key West International Airport to Chicago O'Hare International Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Key West International Airport to Chicago O'Hare International Airport on Friday, 5 September 2025.

Can I get a direct flight from Key West International Airport to Chicago O'Hare International Airport?

Yes – the average flight time is 3 hours and 38 minutes.

How can I find the best flight deal to Chicago O'Hare International?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Key West International Airport to Chicago O'Hare International with?

Currently, Delta and United offer the cheapest flight tickets to Chicago O'Hare International.

How to find cheap flights to Chicago O'Hare International from Key West International

Looking for cheap tickets from Key West International to Chicago O'Hare International? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Key West International to Chicago O'Hare International. And with us there are no hidden fees - what you see is what you pay.
Compare flight deals to Chicago O'Hare International from Key West International from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
Flex your dates to find the best Key West International-Chicago O'Hare International ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago O'Hare International from Key West International.
Set up a Price Alert. You can easily track the fare of your cheap Key West International-Chicago O'Hare International flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Fly without stops. Only interested in direct flights between Key West International and Chicago O'Hare International? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
Find the cheapest Business class flights from Key West International and Chicago O'Hare International. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago O'Hare International, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for Key West International to Chicago O'Hare International flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

Combine your flight to Chicago O'Hare International from Key West International with hotels and car hire

Once you've secured your cheap flight ticket from Key West International to Chicago O'Hare International, discover the best prices and exclusive rates for hotels in Chicago O'Hare International or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.