Cheap Flights from Key West (EYW) to Chicago (ORD)

Popular airlines from Key West Intl. Airport (EYW) to Chicago O'Hare International Airport (ORD)

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Find the cheapest month to fly from Key West (EYW) to Chicago (ORD)

November is typically the cheapest month to fly

From ฿6,573 - ฿26,798 per traveller.

Graph displaying average flight prices per month

Flight from Key West to Chicago route information
Origin airport
Key West Intl.
Destination airport
O'Hare Intl.
Distance
2006 km

Perfect flights from Key West to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Key West to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible Key West Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares and roundtrip prices . Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.

Frequently asked questions

How much is a flight from Key West Intl. Airport to O'Hare Intl. Airport (ORD)?
Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip journeys between Key West Intl. Airport and ORD start from . Book now to get the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from EYW to O'Hare Airport?
Every airline has a different set of terms and conditions. If you decide to cancel your escape, head to our Customer Service Portal.
How do I find cheap flights from Key West Intl. Airport to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Key West Intl. Airport (EYW) to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Key West Intl. Airport to ORD?
The flying distance between Key West Intl. Airport (EYW) and O'Hare Airport (ORD) is 2,000 kilometres. Sneak in a nap or read a good book and the journey will zip by.
Which airlines fly direct from Key West Intl. Airport (EYW) to O'Hare Airport?
Offering 21 monthly flights, American Airlines (AA) is a popular choice when flying directly from Key West Intl. Airport (EYW) to O'Hare Intl. Airport (ORD).
Are Key West Intl. Airport (EYW) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Booking last minute from EYW to O'Hare Intl. Airport (ORD) can be hit-or-miss. You may be able to score a great bargain, but then again, you could miss out! If you'd rather play it safe and start your travel planning early on, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines advertise their prices so far in advance. Our suggestion? Check back often as prices are updated regularly.
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