Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Key West, FL

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.

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week: Jan 5 - Jan 11

Flights from just $308

$344

$412

$622

$508

$308

$388

$330

$344

$370

$538

$425

$438

DecemberJanuaryFebruary

Flying Time3 h and 16 mWhen flying from Chicago to Key West, FL, this can take around 3 h and 16 m in flying time, however this flight duration can vary due to other factors

Cheapest flight$78The best price for flights from Chicago to Key West, FL offered by eDreams, which have been found by our customers in the last 3 days

Departure AirportO'hare International AirportO'hare International Airport is where you'll take off when flying from Chicago to Key West, FL

Arrival AirportKey WestYou'll land at Key West when flying from Chicago to Key West, FL

Peak seasonDecemberDecember is the busiest time to fly from Chicago to Key West, FL according to search data results from our customers

Airlines operating this routeAmerican AirlinesAirline(s) that fly from Chicago to Key West, FL

Best time to bookOctoberOctober is one of the most frequent times to fly to Key West, FL from Chicago according to real data from our customers

Distance: 1241 miles

Chicago airports

O'hare International Airport (ORD)How far from city center: 14 miles

Midway Airport (MDW)How far from city center: 4 miles

Key West, FL airports

Key West (EYW)How far from city center: 1 miles

Are you planning to travel to Key West, FL for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Key West, FL and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to Key West, FL

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!

For flights from Chicago to Key West, FL, how can I find the cheapest price?

The cheapest price for a flight from Chicago to Key West, FL is $79. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When booking, when is the best time to get the best prices for flights from Chicago to Key West, FL?

The most popular months to book a trip from Chicago to Key West, FL are October, September and April, based on the searches of our customers.

When is the best time to travel from Chicago to Key West, FL?

The best time of the year to visit Key West, FL depends on lots of personal preferences, especially the price. Regarding popularity, December is the best month to fly to Key West, FL from Chicago in terms of searches from our customers, followed by October and November. If you prefer to avoid the busy season and get away from the crowds June, July and August are the months with fewer searches for Chicago - Key West, FL.

How long does the flight from Chicago to Key West, FL take?

Flight length from Chicago to Key West, FL is around 03:16 hours on average, at an average distance of 2,019 km, for flights for the route (which may have 1 or more stops in other cities in between).

Which airports have flights between Chicago and Key West, FL?

The main route from Chicago to Key West, FL is: O'hare International Airport (ORD) to Key West (EYW). The following airlines fly this route:

Spirit Airlines.

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