EYW to ORD (Key West to Chicago) Flights

Last Minute Flights from EYW to ORD

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

OriginDestinationTravel DatesFlights From*
EYWChicagoMay 3 to May 25$385
*Prices include taxes and fees

Cheapest EYW to ORD Flights

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

OriginDestinationTravel DatesFlights From*
EYWChicagoMay 29 to June 2$249
EYWChicagoFebruary 3 to February 10$303
EYWChicagoNovember 12 to November 16$306
EYWChicagoJanuary 16 to January 19$643
*Prices include taxes and fees
EYW to ORD Flight Details
Origin airport
Key West Intl.
Origin airport IATA code
EYW
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Distance
1254 mi

Frequently asked questions

What airlines fly direct from Key West Intl. Airport (EYW) to O'Hare Airport?
American Airlines (AA) and United Airlines (UA) can fly you nonstop from EYW to O’Hare Airport. The first carrier offers 21 of these convenient services monthly, while the second has 4 per month. Buckle up, adjust your seat and head off to your destination fast.
How many flights are there from EYW to ORD?
Roughly 20 each day. If you’re in a rush to head to Chicago, see if you can get your hands on an awesome last-minute deal from Key West, FL (EYW-Key West Intl.) to Chicago, IL (ORD-O’Hare Intl.) and then lock it in straight away!
How long does it take to fly from Key West, FL (EYW-Key West Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
This flight from Key West, FL (EYW-Key West Intl.) to Chicago, IL (ORD-O’Hare Intl.) will take on average 5 hours and 13 minutes. Use the opportunity to bury your nose in the novel that’s been gathering dust on your shelf for a long time or simply get some sleep.
What is the flight distance from Key West, FL (EYW-Key West Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
At 1,250 miles (2,000 1), this medium-haul flight is no long-drawn-out marathon, but it’s no quick jaunt either. Land in Chicago feeling recharged by enjoying some shut-eye en route.
How many morning flights are there from EYW to ORD?
The EYW to ORD air route has plenty of options, with 34 morning flights each week.

  • Jet off with American Airlines (AA). It lists 20 flights weekly that depart before noon. The earliest one leaves at 8:00AM.
  • As another option, reserve a seat with Delta Air Lines (DL) and leave the tarmac as early as 7:05AM. This carrier lists 14 morning flights each week between EYW and ORD.

How many afternoon flights are there from EYW to ORD?
Decide between 107 afternoon and evening flights from EYW to ORD per week and remove the stress of early morning starts.

  • Jet off with American Airlines (AA), which offers 69 afternoon and evening flights each week on this route. The earliest departure leaves the runway at 12:49PM.
  • Delta Air Lines (DL) is a popular alternative, offering 20 afternoon and evening flights per week. The earliest departs at 1:55PM.

What is the earliest departure time out of Key West to Chicago?
7:05AM is the earliest scheduled flight that takes off from EYW, arriving at ORD at 12:55AM. Save precious time in the morning by having your luggage zipped up and ready to go.
What is the latest departure time out of Key West to Chicago?
The latest flight takes off from EYW at 7:37PM and arrives at ORD at 6:42PM. You’ll have adequate time to prepare for this flight.
What is the average price from Key West to Chicago?
Round-trip flights from EYW to ORD start from $249. Book your trip today and score a bargain. 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.

Key West to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Key West to Chicago 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 EYW to ORD, 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 Key West to Chicago, 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.