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

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

All the information you need to plan the best EYW to ORD flight in 2022: compare Key West to O'Hare Intl flight prices with the expected peak season, weather and rainfall in O'Hare Intl.
EYW - ORD
Price
$299 - $533
ORD
Temperature
23 - 73.4 °F
ORD
Rainfall
1.7 - 4.9 inches

Popular in

February

High demand for flights, 23% potential price rise

Cheapest in

October

Best time to find cheap flights, 28% potential price drop

Round-trip from

$299

From Key West to Chicago O'Hare Intl

One-way from

$99

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

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

Our data shows that December tends to be the cheapest month to fly to Chicago O'Hare Intl Airport from Key West. Users have commonly found prices around $552 for the month, but tickets can be as low as $228. Due to multiple factors, prepare for potentially higher prices in April.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 27 days in advance, which can save you up to 64% on flights from Key West to Chicago O'Hare Intl Airport compared to booking the week you need them. Waiting 27 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $438. For sooner than that we have options available in the next 3 days from $649.

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

When flying from Key West to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Key West to O'Hare Intl in August, September 2022

The best prices found for EYW to ORD flights for August, September
25 Aug - 1 Sep
$254pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
EYW
Key West
25 Aug - 1 Sep
$260pp
EYW
Key West
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
EYW
Key West
20 Sep - 25 Sep
$292pp
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West

Key West to O'Hare Intl 2022 flight deals

Cheap flights to O'Hare Intl from Key West found for this year
3 Dec - 5 Dec
$215pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
3 Dec - 5 Dec
$223pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EYW
Key West
3 Dec - 5 Dec
$227pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
EYW
Key West

Cheap American Airlines flights from Key West to O'Hare Intl

3 Dec - 5 Dec
$215pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
3 Dec - 5 Dec
$223pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EYW
Key West
3 Dec - 5 Dec
$227pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
EYW
Key West

Cheap Delta flights from Key West to O'Hare Intl

20 Sep - 25 Sep
$326pp
EYW
Key West
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
EYW
Key West
26 Aug - 30 Aug
$332pp
EYW
Key West
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
EYW
Key West
26 Aug - 30 Aug
$336pp
EYW
Key West
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
EYW
Key West

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

Save time with Key West to O'Hare Intl direct flight deals
3 Dec - 5 Dec
$273pp
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
28 Dec - 3 Jan
$523pp
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
23 Nov - 29 Nov
$609pp
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West

Last minute flights from Key West to O'Hare Intl

Late deals on round-trip flights to O'Hare Intl from Key West, departing today and this week
17 Aug - 21 Aug
$476pp
EYW
Key West
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
EYW
Key West
17 Aug - 21 Aug
$480pp
EYW
Key West
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
EYW
Key West
17 Aug - 21 Aug
$551pp
EYW
Key West
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
EYW
Key West

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

The cheapest one-way flights from Key West to O'Hare Intl
1:06 pm - 4:11 am
Multiple Airlines
1 Stop
16h 05m
EYW - ORD
Multiple Airlines
$99
Kiwi.com
1:12 pm - 4:11 am
Multiple Airlines
1 Stop
15h 59m
EYW - ORD
Multiple Airlines
$114
Kiwi.com
11:25 am - 5:41 am
Multiple Airlines
1 Stop
19h 16m
EYW - ORD
Multiple Airlines
$150
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Key West</span> to <span class="emphasized">O'Hare Intl</span> flights.

Flight FAQs

From Key West to O'Hare Intl

What airport do you fly from for flights from Key West to Chicago O'Hare Intl?

Located just 2.6 mi from the city center, Key West is the airport most travelers will use when flying to Chicago O'Hare Intl from Key West. Booking flights from Key West (EYW) to Chicago O'Hare Intl should be relatively easy as there are 0 daily outbound flights to Chicago O'Hare Intl from 3 different airlines.

Which airlines flying from Key West to Chicago O'Hare Intl 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 Key West to Chicago O'Hare Intl Airport for under $300 on Cheapflights?

Yes, there are multiple flights from Key West to Chicago O'Hare Intl Airport for under $300. The cheapest flight booked recently is on American Airlines for just $215, but on average you can expect to pay $312.

Are there nonstop flights from Key West to Chicago O'Hare Intl Airport for under $300 on Cheapflights?

Cheapflights has at least 4 direct flights from Key West to Chicago O'Hare Intl Airport under $300. A good price for a nonstop flight from Key West to Chicago O'Hare Intl Airport is less than $538.

Are there last-minute flights available from Key West to Chicago O'Hare Intl Airport for under $500?

There are currently 4+ open flights from Key West to Chicago O'Hare Intl Airport within the next 7 days for less than $500.

What are the cheapest airlines flying from Key West to Chicago O'Hare Intl Airport round-trip?

Currently priced at $215, American Airlines will fly you from Key West to Chicago O'Hare Intl Airport and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $326 and $351, respectively. American Airlines is currently priced 47% below the average price you’ll pay for this route.

What are the most popular airlines that fly from Key West to Chicago O'Hare Intl Airport?

Before booking your flight from Key West to Chicago O'Hare Intl Airport check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

What are the cheapest flights from Key West to Chicago O'Hare Intl Airport?

On average you can expect to pay $582 for a flight from Key West to Chicago O'Hare Intl Airport. The cheapest flight overall is $218 while the most popular route, (Key West - Chicago O'Hare Intl) is currently priced at $292.

Related searches

Flights to O'Hare Intl from Key West (EYW)
Flights to Key West Flights to O'Hare Intl Flights from Key West

Rent a Car

Car Rentals at O'Hare Intl Car Rentals in Illinois

COVID Restrictions

View COVID Travel Restrictions for O'Hare Intl (ORD)

Do I need a COVID test to fly to O'Hare Intl from Key West?

Information is based on travel restrictions for travel to Chicago O'Hare Intl within the United States

Most visitors from Key West need to provide a negative COVID-19 test result and/or quarantine to enter Chicago O'Hare Intl.

COVID-19 testing requirements
Visitors from Key West are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago O'Hare Intl.

Quarantine requirements
Visitors from Key West are not required to quarantine after entering Chicago O'Hare Intl.

Do I need a test to fly back to Key West from O'Hare Intl?

Returning to Key West from Chicago O'Hare Intl

COVID-19 testing requirements
Visitors from Chicago O'Hare Intl are not required to present a negative COVID-19 PCR test or antigen result upon entering Key West.

Quarantine requirements
Visitors from Chicago O'Hare Intl are not required to quarantine after entering Key West.

Hide COVID Travel Restrictions for O'Hare Intl (ORD)

Alternative routes for Key West to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Key West to Chicago O'Hare Intl

The chart below displays the airlines Cheapflights users traveling from Key West to O'Hare Intl 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
United Airlines
$188 $433 No cancel fee 69%
American Airlines
$188 $479 No cancel fee 71%
Delta
$316 $474 No cancel fee N/A

Hourly flight availability from Key West to O'Hare Intl

See what time of day planes typically take off from Key West towards O'Hare Intl.
Afternoon Noon to 6 PM 100% of EYW to ORD departures
Early morning Midnight to 6 AM 0% of EYW to ORD departures
Morning 6 AM to noon 0% of EYW to ORD departures
Evening 6 PM to midnight 0% of EYW to ORD departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Key West to O'Hare Intl
See how many times per day planes take to the skies headed from Key West to O'Hare Intl.
Sunday
0 flights
Monday
0 flights
Tuesday
0 flights
Wednesday
0 flights
Thursday
0 flights
Friday
0 flights
Saturday
3 daily flights