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About Key West

Key West is a beautiful Island in Florida and is situated in the southernmost point. It is best known for the marvellous view of the sunset from Mallory Square. This Island is a significant part of the Florida Keys archipelago. It is also known for the coral reefs and adventures like diving, snorkelling and definitely for its beaches. The climate of Key West is tropical savanna. Hence, while booking your cheap flights from Chicago to Key West (ORD-EYW), be prepared for a memorable and adventurous vacation.

If you wish to travel to this beautiful Island, you can take your flight from O’ Hare International Airport (ORD) from Chicago and land at Key West International Airport (EYW) in Key West, Florida.

Peak/Low season

  • Low peak Season
    The best time to beat the crowd is in August when the price drops at an average of 3%. 
  • High peak season
    April and May are the high peak months when the price increases by an average of 16%.

Flights from Chicago to Key West

To avail cheap flights from Chicago to Key West (ORD-EYW) consider booking your seats with United Airlines and Silver Airways at a cost of USD244 for one-way trip and USD515 for round-trip. In addition, there are direct and nonstop flights available for this route with American Airlines.

Furthermore, the merchandising airports on this route are- O’ Hare International Airport (ORD) and Key West International Airport (EYW). And, the airlines serving on this route are- United, Silver, American and Delta.

Let’s look at the insights concluding the flights to Key West from Chicago:

One-Way Trip
AirlinesAirlines NamePriceAction
United UASilver 3MUnited, Silver AirwaysUSD 244Book Now
United UAUnited AirlinesUSD 271Book Now
Delta DLDelta AirliensUSD 283Book Now
American Airlines LogoAmerican (nonstop)USD 405Book Now
United UADelta DLUnited, Delta AirlinesUSD 552Book Now
Round Trip
AirlinesAirlines NamePriceAction
United UASilver 3MUnited, Silver AirwaysUSD 515Book Now
United UAUnited AirlinesUSD 530Book Now
Delta DLDelta AirlinesUSD 566Book Now
American Airlines LogoAmerican (nonstop)USD 694Book Now
United UADelta DLUnited, Delta AirlinesUSD 930Book Now

Best Places to Eat in Key West

  • Oasis Mediterranean Cuisine 
    Serving the best Mediterranean food and delicious appetisers. It is famous for the best eggplant rolls, falafels and kebabs.
  • Key West Cuban Coffee shop 
    This place is known to serve the best Latin cuisine. It serves vegetarian friendly dishes along with gluten free options. It is also famous for serving the best breakfast burrito, Cuban sandwiches and other dishes for breakfast.
  • Clemente’s Trolley Pizzeria 
    PIZZA! The only thing that we wish to eat wherever we go. This restaurant is famous for serving the best pizzas and other Italian dishes. If you are a pizza lover, this is a perfect place for you.

Best Hotels to Stay in Key West

RangeHotelPrice
LowNew Orleans House  USD206
MidThe Perry Hotel Key West  USD433
LuxuryH2O Suites Hotel  USD678

Things to do in Key West

  • Key West Cruise Port
    For an incredible escape from the noises and chores of the city, take a ship tour to the pristine beaches of Key West. Here, you can indulge in various water sports, observe the magnificent city and eat at the nearby restaurants.
  • Florida Keys National Marine Sanctuary
    Visit the famous marine sanctuary and explore the conserve aquatic and underwater life. You can also enjoy the sunset views at the end of your tour.
  • Fort Zachary Taylor
    It is a famous historical landmark depicting the military events of the past. Reserve your cheap flights from Chicago to Key West (ORD-EYW) and visit here to learn more about the history of Florida.

FAQs

  • What is the flight duration from Chicago to Key West?

    The flight duration will be about 3h 11m.

  • Are there any direct/ non-stop flights from Chicago to Key West available?

    Yes, there are several non-stop flights available for this route with American Airlines.

  • What is the best day to take flights from Chicago to Key West?

    For travelling from Chicago to Key West consider flying on Monday and avoid Friday for the best deals.

  • What are the cheapest prices to take flights from Chicago to Key West?

    The cheapest prices to take flights from Chicago to Key West are offered by United Airlines and Silver Airways for a one-way trip at a fare of USD244 and USD515 for a round-trip.

  • Which Airports will I be using to take flights from Chicago to Key West?

    You will board a flight from O’ Hare International Airport (ORD) and land at Key West International Airport (EYW).

  • Can I travel from Chicago to Key West now?

    Yes, you can travel from Chicago to Key West now, but with some travel restrictions. You might need to provide a Covid-19 negative report taken within three days or a valid vaccination certificate at arrival.

  • Can I cancel my flight booking from Chicago to Key West due to COVID-19?

    You can easily cancel your flight booking, although it's best to check in with the airline's policies before moving forward. The cancellation policies vary from airline to airline. Moreover, visit the customer support portal of the particular airline to learn more about the guidelines for your flights from Chicago to Key West.

  • How much is the distance from Chicago to Key West?

    It is approximately 1537 miles from Chicago to Key West.

  • Is Key West safe for travel?

    Key West is usually a safe city provided that you avoid indulging in any unnecessary nuisance.

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