How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are round-trip flights from Key West International to Chicago?

The best price we found for a round-trip flight from Key West International to Chicago is $254. 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?

3 hours and 32 minutes is the average flight time from Key West International to Chicago.

Which airlines fly direct from Key West International to Chicago?

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

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

There are 54 flights per week flying from Key West International to Chicago, as of May 2024.

What's the cheapest airport to fly to in Chicago?

If you're flying from Key West International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $254 .

Which upcoming date is cheapest to fly from Key West International Airport to Chicago 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 on Thursday, May 30, 2024 .

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

Yes – the average flight time is 3 hours and 32 minutes.

How can I get the best flight deal from Key West International Airport to Chicago?

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 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.

What’s the weather like in Chicago?

In May, the average temperature is usually around 56°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.

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

Currently, American Airlines offers the cheapest flight tickets to Chicago.

Cheap Flights from Key West International (EYW) to Chicago (CHI) from $254

Compare Key West International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Key West International to Chicago

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

Chicago.$254 per passenger.Departing Thu, May 30, returning Mon, Jun 3.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from Key West International on Thu, May 30, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departing from Chicago O'Hare International on Mon, Jun 3, arriving in Key West International.Price includes taxes and charges.From $254, select.

Chicago.$301 per passenger.Departing Fri, Aug 2, returning Mon, Aug 5.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from Key West International on Fri, Aug 2, arriving in Chicago O'Hare International.Inbound indirect flight with American Airlines, departing from Chicago O'Hare International on Mon, Aug 5, arriving in Key West International.Price includes taxes and charges.From $301, select.

Chicago.$427 per passenger.Departing Tue, May 7, returning Tue, May 14.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Key West International on Tue, May 7, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago Midway on Tue, May 14, arriving in Key West International.Price includes taxes and charges.From $427, select.

Stay one step ahead. Find the best value travel with the latest deals, tips and news.

Find the cheapest month to fly from Key West International to Chicago

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 flights are currently cheapest in August.

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

Direct flights from Key West International to Chicago

Alternative Key West International to Chicago routes

Looking for the cheapest, fastest or easiest route from Key West International to Chicago? You could fly into the following airports instead.

Key West to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$254
Cheapest month to fly	May
Average flight time	3 hrs, 32 mins
Most popular airline	Envoy Air
Average flights per week	54

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

: There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
: The best price we found for a round-trip flight from Key West International to Chicago is $254. 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.
: 3 hours and 32 minutes is the average flight time from Key West International to Chicago.
: Envoy Air, American Airlines and Qatar Airways fly direct from Key West International to Chicago.
: There are 54 flights per week flying from Key West International to Chicago, as of May 2024.
: The cheapest month to fly from Key West International to Chicago is usually May.
: If you're flying from Key West International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $254.
: After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Key West International Airport to Chicago on Thursday, May 30, 2024.
: Yes – the average flight time is 3 hours and 32 minutes.
: 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 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.
: 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.
: In May, the average temperature is usually around 56°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
: Currently, American Airlines offers the cheapest flight tickets to Chicago.

How to find cheap flights to Chicago from Key West International

Looking for cheap tickets from Key West International to Chicago? 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 Delta Air Lines 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. And with us, there are no hidden fees – what you see is what you pay.
Compare flight deals to Chicago from Key West International from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
Flex your dates to find the best Key West International–Chicago ticket prices. If you're 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 from Key West International.
Set up a Price Alert. You can easily track the fare of your cheap Key West International–Chicago 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? 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. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just stumble on 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 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 the next time you travel.

Combine your flight to Chicago from Key West International with hotels and car rental

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

More flight options

Car rental in United States

Cheap car rental in O'Hare

Cheap car rental in Hyde Park

Chicago car rental

Cheap car rental in Loop

Cheap car rental in Near South Side

Car rental in Near North Side

Hotel deals in Chicago

Cheap hotel deals in Lake View

Book hotels in South Chicago

Cheap hotel deals in Loop