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Cheap flights from Chicago-O'Hare Intl to Key West (ORD - EYW)

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The best prices from Chicago-O'Hare Intl to Key West are usually found in June or August, booked 32 days in advance, depart on a Tuesday or Monday and return on a Monday

How to find the cheapest flight from
Chicago-O'Hare Intl (ORD) to Key West (EYW)

ORD - EYW
Price
$328 - $472
EYW
Temperature
77 - 91.4 °F
EYW
Rainfall
1.1 - 6.6 inches

Popular in

December

High demand for flights, 12% potential price rise

Cheapest in

June

Best time to find cheap flights, 21% potential price drop

Round-trip from

$328

From Chicago-O'Hare Intl to Key West

One-way from

$61

One-way flight from Chicago-O'Hare Intl to Key West

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago-O'Hare Intl to Key West?

It’s generally more expensive to depart on a Monday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Chicago-O'Hare Intl to Key West?

Travelers have found it’s best to book a flight 37 days in advance to save up to 40% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 37 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago-O'Hare Intl to Key West 1-2 weeks in advance for as low as $480, or $607 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago-O'Hare Intl to Key West?

August can be a great time to fly to Key West from Chicago-O'Hare Intl with a flight ticket averaging about $413. Cheapflights users have found deals in the month of August for as cheap as $181. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago-O'Hare Intl to Key West (ORD - EYW)?

It’s optimal to fly from Chicago-O'Hare Intl to Key West in the evening. By choosing this option you can save up to 55% on the cost of your flight, compared to a flight in the morning.

Cheap flights from Chicago-O'Hare Intl to Key West in December, January 2021

The best prices found for ORD to EYW flights for December, January
14 Jan - 21 Jan
$132pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Jan - 7 Jan
$134pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
3 Jan - 7 Jan
$142pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago-O'Hare Intl to Key West 2021 flight deals

Cheap flights to Key West from Chicago-O'Hare Intl found for this year
14 Dec - 18 Dec
$168pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
14 Dec - 19 Dec
$169pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
18 Dec - 25 Dec
$174pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Key West from Chicago-O'Hare Intl

Save time with Chicago-O'Hare Intl to Key West direct flight deals
14 Jan - 20 Jan
$479pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
EYW
Key West
EYW
Key West
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
18 Dec - 28 Dec
$483pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
EYW
Key West
EYW
Key West
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
16 Dec - 21 Dec
$487pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago-O'Hare Intl to Key West

Late deals on round-trip flights to Key West from Chicago-O'Hare Intl, departing today and this week
13 Dec - 17 Dec
$178pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
13 Dec - 17 Dec
$186pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Dec - 12 Dec
$188pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Key West from Chicago-O'Hare Intl

The cheapest one-way flights from Chicago-O'Hare Intl to Key West
12:40 am - 9:50 am
Multiple Airlines
1 Stop
8h 10m
ORD - EYW
Multiple Airlines
$61
Gotogate
12:30 am - 11:10 am
Multiple Airlines
1 Stop
9h 40m
ORD - EYW
Multiple Airlines
$68
Kiwi.com
1:30 pm - 5:30 am
Multiple Airlines
1 Stop
15h 00m
ORD - EYW
Multiple Airlines
$76
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago-O'Hare Intl to Key West flights.

Flight FAQs

From Chicago-O'Hare Intl to Key West

Are flight prices decreasing from Chicago-O'Hare Intl to Key West due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago-O'Hare Intl and Key West for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago O'Hare Intl to Key West to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from Chicago O'Hare Intl to Key West are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Chicago O'Hare Intl to Key West have flexible cancellations due to COVID-19?

American Airlines, United Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago-O'Hare Intl to Key West for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago-O'Hare Intl to Key West for under $200. The cheapest flight booked recently is on Multiple Airlines for just $132, but on average you can expect to pay $153.

Are there nonstop flights from Chicago-O'Hare Intl to Key West for under $500 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago-O'Hare Intl to Key West under $500. A good price for a nonstop flight from Chicago-O'Hare Intl to Key West is less than $536.

Are there last-minute flights available from Chicago-O'Hare Intl to Key West for under $200?

There are currently 20+ open flights from Chicago-O'Hare Intl to Key West within the next 7 days for less than $200.

Does it rain more in Chicago-O'Hare Intl or Key West?

Chicago-O'Hare Intl will have the same amount of rainfall in 1 compared to Key West over the next 14 days.

Is Chicago-O'Hare Intl weather warmer or cooler than Key West?

Our data indicates that the weather will be 91 °F on average in the month of August. The temperature in Key West is typically hotter than in Chicago-O'Hare Intl. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

What are the cheapest airlines to fly from Chicago-O'Hare Intl to Key West one-way?

$126 is the cheapest one-way deal found within the past few days, from American Airlines.

Alternative routes for Chicago-O'Hare Intl to Key West

Destination information for Key West

Things to know before you go. Useful info for your trip from Chicago-O'Hare Intl to Key West
Average temperature for December in Key West
77.0 °F
Avg rainfall for December in Key West
1.9 ″

Airports servicing Chicago

Airports servicing Key West

Top 4 airlines from Chicago-O'Hare Intl to Key West

The chart below displays the airlines Cheapflights users traveling from Chicago-O'Hare Intl to Key West choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
JetBlue
$148 $210 No cancel fee 62%
Delta
$222 $414 No cancel fee N/A
American Airlines
$185 $423 No cancel fee 71%
United Airlines
$223 $563 No cancel fee 69%

Hourly flight availability from Chicago-O'Hare Intl to Key West

Morning 6 AM to noon 100% of ORD to EYW departures
Early morning Midnight to 6 AM 0% of ORD to EYW departures
Afternoon Noon to 6 PM 0% of ORD to EYW departures
Evening 6 PM to midnight 0% of ORD to EYW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago-O'Hare Intl to Key West
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
1 daily flight
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights
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