$98 Cheap flights from O'Hare Intl. to Key West Intl. (ORD to EYW)

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Find The Best Dates To Fly from O'Hare Intl. to Key West Intl.

Amazing ORD to EYW Flight Deals

The cheapest flights to Key West Intl. found within the past 7 days were $202 round trip and $98 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 2 - Wed, Jul 17
ORD
Chicago
EYW
Key West
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 2 from Chicago to Key West, returning Wed, Jul 17, priced at $202 found 1 day ago
Tue, Jul 9 - Tue, Jul 23
ORD
Chicago
EYW
Key West
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 9 from Chicago to Key West, returning Tue, Jul 23, priced at $208 found 1 day ago
Tue, May 21 - Wed, May 22
ORD
Chicago
EYW
Key West
$213 Roundtrip, found 5 days ago
$213
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, May 21 from Chicago to Key West, returning Wed, May 22, priced at $213 found 5 days ago
Tue, May 21 - Wed, May 22
ORD
Chicago
EYW
Key West
$214 Roundtrip, found 5 days ago
$214
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, May 21 from Chicago to Key West, returning Wed, May 22, priced at $214 found 5 days ago
Tue, Jul 2 - Thu, Jul 4
ORD
Chicago
EYW
Key West
$216 Roundtrip, just found
$216
Roundtrip
just found
Select Delta flight, departing Tue, Jul 2 from Chicago to Key West, returning Thu, Jul 4, priced at $216 just found
Tue, Jul 2 - Fri, Jul 19
ORD
Chicago
EYW
Key West
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 2 from Chicago to Key West, returning Fri, Jul 19, priced at $222 found 1 day ago
Wed, Jul 10 - Tue, Jul 16
ORD
Chicago
EYW
Key West
$225 Roundtrip, found 1 hour ago
$225
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jul 10 from Chicago to Key West, returning Tue, Jul 16, priced at $225 found 1 hour ago
Wed, Jul 10 - Tue, Jul 16
ORD
Chicago
EYW
Key West
$226 Roundtrip, found 1 hour ago
$226
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jul 10 from Chicago to Key West, returning Tue, Jul 16, priced at $226 found 1 hour ago
Tue, Jul 30 - Fri, Aug 16
ORD
Chicago
EYW
Key West
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 30 from Chicago to Key West, returning Fri, Aug 16, priced at $228 found 1 day ago
Fri, May 10 - Tue, May 14
ORD
Chicago
EYW
Key West
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, May 10 from Chicago to Key West, returning Tue, May 14, priced at $229 found 4 days ago

Flight Schedule for ORD to EYW

CarrierFlightDepart ORDArrive EYWWed
4/24		Thu
4/25		Fri
4/26		Sat
4/27		Sun
4/28		Mon
4/29		Tue
4/30		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

Best Key West Intl. Flight and Hotel Packages

Key West Intl. flight + hotel packages - economy flights

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Jun 4 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
per person
Jun 4 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
per person
Jun 4 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Chicago (CHI) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
per person
Jun 4 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to Key West (EYW)
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See all available trips from O'Hare Intl. to Key West Intl.
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Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there direct flights from ORD to Key West Intl. Airport (EYW)?
If you want to journey from ORD to Key West Intl. Airport as quickly as possible, you’ll be happy to know multiple airlines offer direct flights. Choose your preferred seat with United Airlines or American Airlines.
How long is the flight from ORD to Key West Intl. Airport (EYW)?
The flight between O’Hare Intl. Airport (ORD) and Key West Intl. Airport is typically around 4 hours and 50 minutes. Make your journey enjoyable by saving a few episodes on your phone or laptop and enjoying them with your seat reclined.
What is the flight distance from ORD to EYW?
Between ORD and EYW, the flight distance is around 1,250 mi. So, order a drink and make yourself comfortable. You’ve got some important choices to make — watch a movie, finish your novel or catch up on your beauty sleep?
What airlines fly from O'Hare Airport to Key West Intl. Airport?
There are a number of airlines with direct flights from ORD to EYW. United Airlines (UA) is well-known, operating at least 43 flights every month. Another good option is American Airlines (AA), which has 17 flights every month. The more airlines you weigh up, the more likely you are to snag a fantastic deal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
O'Hare Intl.
Traveling To
Key West Intl.
Shortest Flight Time
3 hours 5 mins
Earliest Departure Time
8:25AM CDT
Latest Departure Time
10:58AM CDT
Lowest Flight Price
$202

Route Info

Flight path for flights from O'Hare International Airport to Key West International Airport


Origin:
ORD - O'Hare International Airport
Destination:
EYW - Key West International Airport
Distance:
1,336.00 miles


Airlines & Aircraft Used on ORD to EYW Flight Routes


Airline Carrier
Aircraft
United Airlines
Canadair Regional Jet 200

Discover our best flights from Chicago ORD to Key West EYW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago ORD to Key West EYW at the right price  

Airfares to Key West EYW from Chicago ORD currently cost between $202 and $229. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago ORD to Key West EYW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to Key West EYW on Travelocity starting at $98. Prices and availability subject to change. Additional terms may apply. 

 

Get to Key West EYW from Chicago ORD quicker with direct flights. 

Get to Key West faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to EYW from ORD to take around 3 hour(s) 5 min(s).  

 

Find our cheapest airfares for flights from Chicago ORD to Key West EYW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to EYW from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago ORD to Key West EYW today 

If you’re flexible about when you travel, July is usually the cheapest month to fly from Chicago ORD to Key West EYW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Key West EYW from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to EYW from ORD have this option.  

 

Travel with confidence when you book flights to Key West EYW from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.