ORD to EYW (Chicago to Key West) Flights

Last Minute Flights from ORD to EYW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDKey WestMay 3 to May 13$370
*Prices include taxes and fees

Cheapest ORD to EYW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDKey WestMay 31 to June 4$249
ORDKey WestJanuary 21 to January 28$303
ORDKey WestDecember 6 to December 13$303
ORDKey WestOctober 20 to October 22$333
*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

What airlines fly direct from ORD to EYW?
Check out American Airlines (AA). It operates 21 flights every month that jet straight from O’Hare Intl. Airport (ORD) to Key West Intl. Airport. With 4 nonstop monthly flights of its own on this route, United Airlines (UA) is another top pick.
How many flights are there from ORD to EYW?
Roughly 68 each day. If you’re in a big hurry to fly to Key West, see if you can pick up an epic last-minute deal from Chicago, IL (ORD-O’Hare Intl.) to Key West, FL (EYW-Key West Intl.) and then lock it in right away!
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Key West, FL (EYW-Key West Intl.)?
You’ll be sitting on the plane for approximately 4 hours and 49 minutes from Chicago, IL (ORD-O’Hare Intl.) to Key West, FL (EYW-Key West Intl.), so choose comfy clothes to wear. Hoodies, stretchy pants and sneakers are all excellent choices for a flight of this duration.
What is the flight distance from Chicago, IL (ORD-O'Hare Intl.) to Key West, FL (EYW-Key West Intl.)?
The Chicago, IL (ORD-O’Hare Intl.) to Key West, FL (EYW-Key West Intl.) route covers 1,250 miles (2,000 1) and is a medium-haul journey. If you’re looking for comfort — and the price is fair — consider upgrading to a premium or business class seat.
How many morning flights are there from ORD to EYW?
With 211 morning flights every week from ORD to EYW to pick from, you’ll be springing out of bed and jetting away in next to no time.

  • If you’re eager to fly with American Airlines (AA), it operates 107 weekly services that leave before noon. The 5:00AM flight is the first one of the day.
  • 6:00AM is the earliest you can fly from ORD to EYW with United Airlines (UA). This company has 67 early flights per week.
  • Set off before noon with Delta Air Lines (DL) and you’ll have about 26 flights per week to take your pick of. 5:32AM is the first of the day from ORD to EYW.

How many afternoon flights are there from ORD to EYW?
With 266 afternoon and evening flights from ORD to EYW each week, you can forget all about hauling yourself out of bed at the crack of dawn.

  • Think about reserving your ticket with American Airlines (AA). This carrier has 140 flights a week that depart after noon. The earliest service is 12:01PM.
  • United Airlines (UA) offers 68 afternoon and evening flights a week. The first is scheduled for 1:04PM.
  • Otherwise you can fly from 12:31PM onward with Delta Air Lines (DL). This airline has 38 afternoon and evening flights per week.

What is the earliest departure time out of Chicago to Key West?
The earliest flight leaves ORD at 5:00AM and touches down at 3:27PM at EYW. Remember to give yourself lots of time in the morning to easily make it to your gate.
What is the latest departure time out of Chicago to Key West?
From ORD, the latest flight you can get jets off at 9:33PM and touches down at EYW at 5:24PM. If you don’t enjoy early mornings, this is the flight for you.
What is the average price from Chicago to Key West?
Round-trip journeys from ORD to EYW begin from around $249. Amazing deals wait for no one, so have your credit card ready when you find the right price. 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 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 simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from ORD to EYW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable 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.