ORD to EYW (Chicago to Key West) Flights

Last Minute Flights from ORD to EYW

Best airfare and ticket deals for ORD to EYW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDKey WestApril 20 to April 22$409
*Prices include taxes and fees

Cheapest ORD to EYW Flights

Best airfare and ticket deals for ORD to EYW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDKey WestJuly 2 to July 4$196
ORDKey WestJuly 10 to July 17$205
ORDKey WestSeptember 18 to September 21$248
ORDKey WestFebruary 12 to February 19$314
*Prices include taxes and fees
ORD to EYW Flight Details
Origin airport
O'Hare Intl.
Origin airport IATA code
ORD
Destination airport
Key West Intl.
Destination airport IATA code
EYW
Distance
1254 mi

Frequently asked questions

Which airlines with flights from ORD to Key West, FL Airport (EYW-Key West Intl.) allow free cancellation due to COVID-19?
To locate the airlines that allow flexible COVID-19 related changes, make the most of our helpful filter tool. Get started by typing in your travel details. Then, once all the available flights are on display, check the “No change fee” box underneath the “Flexible change policies” subheading to the left. Read over the air carrier’s cancellation rules before locking in your ORD to Key West, FL Airport (EYW-Key West Intl.) airfare.
What airlines fly direct from Chicago, IL Airport (ORD-O'Hare Intl.) to EYW?
Say no to inconvenient stopovers and take a trip straight from ORD to Key West, FL Airport (EYW-Key West Intl.) with United Airlines (UA). This popular carrier has 43 nonstop flights on this route every month. Also look up the 17 nonstop monthly flights available with American Airlines (AA). No changing planes? No sweat.
How many flights are there from ORD to EYW?
Around 54 a day. If you’re in a big rush to get to Key West, see if you can get your hands on an awesome last-minute deal from Chicago, IL Airport (ORD-O’Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.) and then book it pronto!
How long does it take to fly from Chicago, IL Airport (ORD-O'Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.)?
While you won’t be squashed in your seat for too long from Chicago, IL Airport (ORD-O’Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.), 4 hours and 50 minutes isn’t exactly a short flight either. Investigate upgrading your airfare if you’d prefer more legroom.
What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.)?
The Chicago, IL Airport (ORD-O’Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.) route covers 1250 miles (2000 km) and is classed as a medium-haul journey. If you’re chasing comfort — and the price is right — consider a premium or business class ticket.
How many morning flights are there from ORD to EYW?
Early risers, you’ll be glad to hear that there are 164 morning flights from ORD to EYW each week.
  • American Airlines (AA) offers 85 weekly flights that take off before noon. The earliest one you can catch is 5:00AM.
  • United Airlines (UA) is another excellent option to consider. It offers 47 morning services, with the earliest jetting out at 6:00AM.
  • You’ll have approximately 28 morning flights to choose from if you book a seat with Delta (DL). 5:45AM is the earliest departure time.
How many afternoon flights are there from ORD to EYW?
With 220 afternoon and evening flights from ORD to EYW every week, you can forget all about racing to the check-in counter at the crack of dawn.
  • American Airlines (AA) has 100 weekly flights that take off after midday. The earliest departs at 12:20PM.
  • You can also pick from the 88 afternoon and evening flights operated by United Airlines (UA) every week. 12:45PM is the first departure.
  • Or else fly from 12:20PM onward with Delta (DL). This airline operates 22 afternoon and evening flights each week.
What is the earliest departure time out of Chicago to Key West?
The earliest flight sets off from ORD at 5:00AM and hits the runway at EYW at 11:37AM. Remember to give yourself lots of time in the morning to get to your gate.
What is the latest departure time out of Chicago to Key West?
The last flight leaves the tarmac at ORD at 9:26PM and comes in at EYW at 12:18PM. You’ll have more than enough time to get ready for this journey.
What is the average price from Chicago to Key West?
Flights from ORD to EYW begin at around $196. Don’t delay, because fabulous fares don’t hang around forever! This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Key West Flight Schedule

CarrierFlightDepart ORDArrive EYWWed
4/17		Thu
4/18		Fri
4/19		Sat
4/20		Sun
4/21		Mon
4/22		Tue
4/23		Stops
AA365708:25 am00:39 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA260010:58 am03:03 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops

Chicago to Key West Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Key West to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from ORD to EYW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Chicago to Key West, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.