Allegiant Airline Flights from Chicago to Key West International Airport



Fly American from Chicago to Key West

Unlock Exclusive Savings! Dial now for unpublished deals.

+ Add Return Date

Search Now


Our agents can take your call 24/7. We have no wait time, so call now.


We work tirelessly to secure the best deals from a wide network of airlines.

Travel at Your Convenience

Flexible travel options for changing plans - we've got you covered.

Prepare for unforgettable adventures without emptying your wallet!

We take pride in our ability to offer an extensive range of affordable American Airlines tickets without compromising on quality or comfort.

Allegiant Airline Flights from Chicago to Key West International Airport

Alex M.

Superb experience! Easy online booking and affordable prices. Highly recommend!

Allegiant Airline Flights from Chicago to Key West International Airport

Beth S.

Best customer service on the phone. Very patient and thorough in explaining details.

Useful tips when flying from Chicago to Key West on American Airlines

Culinary Delights of Key West, Florida

FAQs for booking flights from Chicago to Key West on American Airlines

What benefits do I get from booking with AirTicketly compared to other service providers?

At AirTicketly, we offer unbeatable prices, unparalleled customer assistance, and a comprehensive flight search engine that encompasses various airlines, including American. You won't just be saving money, but also time and energy by choosing us.

How can I book a flight on AirTicketly from Chicago, Illinois to Key West in FL?

Just visit our website or call our customer service line. Enter your departure city (Chicago, Illinois) and your destination (Key West, FL) in our search box. You will then have access to numerous flight options that meet your criteria.

Can I trust the prices displayed on AirTicketly?

Absolutely! At AirTicketly, we prioritize transparency. The prices you see during your search are what you pay. We do not attach hidden charges.

I am an American Airlines loyal customer. Will I find flights with them on your website?

Yes, you will! We list flights for a wide variety of airlines, American Airlines included. Even better, we have many other options that could match your travel needs and budget.

What should I do if I encounter a problem while booking my flight?

Rest assured, AirTicketly offers 24/7 customer support. Our professional team will immediately step in to assist you if you experience any challenges during the booking process.

Can I change my flight date or time once I have booked my ticket on AirTicketly?

Yes, changes can be made. We fully understand that travel plans can sometimes change. However, please note that changes may attract certain fees depending on the airline's policy.

How does AirTicketly ensure my online transaction and personal information are safe?

Your security is our priority. We utilize advanced encryption technologies to protect your personal information and payment details. You can book with absolute peace of mind.

Flying on American Airlines from Chicago to Key West

Ah, my friend! Imagine yourself on a brisk Chicago morning, the sound of the Windy City's hustle and bustle ringing through your ears, the sweet scent of deep-dish pizza lingering in the air. And then, all of a sudden, you find yourself exchanging that for an exquisite picture of a calming flesh-pink sunrise over a relaxed beach, with a margarita in your hand. Yes, my dear reader, we're swapping snowy streets for sandy beaches and heading to Key West, Florida.

Now, when it comes to making a trip from the heartland to the coastline, few things spell convenience like a ‘Non-stop’ flight. Sweeping away the experience of hassling through bustling airport lanes or layovers, non-stop flights act as a time capsule transporting you 'as the crow flies' directly from heart to heart of the cities. They are like a dreamy river flowing unobstructed. So, let's dive right into that dream.

You know what the adage says about the early bird catching the worm, right? Well, that applies to flight bookings too, especially when we're talking about ‘Flight deals’. Everyone enjoys a good bargain, and airfare is no exception. Hence, the ‘Best time to book’ your journey would be as early as possible. Flight deals usually roll out around two to three months before departure and have the knack of being gobbled up faster than hot beignets out of the oven. And trust me; the feeling of securing a great flight deal is as refreshing as a seaside breeze on a sunny day!

As you embark on your one-way journey, it's worth considering the class to choose. Traveling can already be quite an ordeal, why make it more uncomfortable? Sure, ‘Economy class’ might be easier on the pocket but think about it - still and stiff in that cramped little space or stretching out in the luxurious comfort of ‘Business class’, which one sounds more like a vacation to you?

Take my word, opt for a Business class, even if it's a tad bit pricier. The ample space, gourmet meals, and other in-flight services will be more than worth your while. In fact, they might just make you feel like your vacay has already begun, even before you land.

And finally, you touch down in Key West, the sun dazzling off the pristine sea, the scent of salt water tingling the senses. You leisurely say goodbye to your comfortable seat in the Business class cabin and collect your ‘Baggage allowance’. Remember, don’t cram your suitcase so you have a little room for the return journey. Key West has some fascinating knick-knacks that you'll want to bring back with you.

You’ll step off this hysterical time capsule, deeply inhaling the essence of the sea. Your journey from bustling 'City of Big Shoulders' to the whimsically serene Key West will feel seamless and the nuances associated with flying will be the least of your worries. Ah, the power of good plans and even better flights!

So, pack your bags, lace your adventure boots and brace yourself: beaches, Key Lime Pies, Ernest Hemingway’s house, and a whole lot more awaits you. All you have to do is pick your one-way, non-stop flight deal to this slice of paradise!

I dare say, aren’t you excited already? So go on, allow yourself this spontaneous, adventurous journey. Because you, my friend, have just found your perfect coastal retreat!

Scroll to Top