Cheap flights from O'Hare Intl (ORD) to Key West (EYW) from $72

This is the cheapest one-way flight price, found on 10/2. Prices may vary by date and flight preferences.
ORD — EYW
Oct 8 — Oct 151

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

All the information you need to plan the best ORD to EYW flight in 2023: compare O'Hare Intl to Key West flight prices with the expected peak season, weather and rainfall in Key West.

Popular in

March

Cheapest in

September

Round-trip from

$415

One-way from

$109
High demand for flights, 19% potential price rise
Best time to find cheap flights, 29% potential price drop
From Chicago O'Hare Intl to Key West
One-way flight from Chicago O'Hare Intl to Key West

ORD - EYW

Price

$415 - $778

EYW

Temperature

69.8 - 84.2 °F

EYW

Rainfall

1.5 - 6.7 inches

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

Travelers have found it’s best to book a flight 41 days in advance to save up to 31% 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 41 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 Airport to Key West 1-2 weeks in advance for as low as $598, or $719 for flights within the next 24 hours.

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

Flights from Chicago O'Hare Intl Airport to Key West lean towards being more expensive in March. Prices are generally better when you fly from Chicago O'Hare Intl Airport to Key West in September, with the cheapest ticket starting at $283.

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

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

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

Consider these cheap American Airlines flights we've found departing from Chicago to Key West. Make sure to double check the flight details before booking.

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

Have a look at some of the cheapest available United Airlines flights departing from Chicago and landing in Key West. Make sure to examine the flight information before completing your reservation.

Cheap O'Hare Intl to Key West flights in October & November 2023

The best prices found for ORD to EYW flights for October, November
Check out some of the best flight deals from Chicago to Key West in 2023. More deals are always being added, so be sure to check back regularly.

O'Hare Intl to Key West 2023 flight deals

Cheap flights to Key West from O'Hare Intl found for this year
Check out some of the best flight deals from Chicago to Key West in 2023. More deals are always being added, so be sure to check back regularly.

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

Save time with O'Hare Intl to Key West direct flight deals
Consider booking one of these non-stop flights heading from Chicago to Key West. Search for alternative flights from Chicago to Key West by utilizing the search form above.

O'Hare Intl to Key West flights leaving soon

Late deals on return flights to Key West from O'Hare Intl, departing today and this week
Users seeking a last-minute flight from Chicago to Key West should consider booking one of these fares. To prevent any unwanted surprises, users should verify their flight info before booking.

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

The cheapest one-way flights from O'Hare Intl to Key West
If you're seeking multiple options on one-way flights from Chicago to Key West, be sure to check out these deals, which are updated often. Users needing a return flight from Chicago to Key West should utilize the search form above.

Find flights from O'Hare Intl to Key West within your budget

Use the slider to find flights from O'Hare Intl to Key West that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$183 - $222

Route

Depart

Return

Price

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Fri 1/5

Nonstop3h 12m

Key West

Wed 1/10

Nonstop3h 20m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 1/27

1 stop6h 39m

Key West

Wed 1/31

Nonstop3h 33m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 10/17

1 stop19h 44m

Key West

Sun 10/22

1 stop18h 40m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 1/9

Nonstop3h 03m

Key West

Wed 1/17

Nonstop3h 20m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Thu 12/7

1 stop6h 12m

Key West

Wed 12/13

Nonstop3h 33m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 11/1

1 stop11h 45m

Key West

Wed 11/8

1 stop8h 25m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 12/19

1 stop6h 12m

Key West

Tue 12/26

Nonstop3h 31m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Wed 1/3

1 stop5h 10m

Key West

Wed 1/10

1 stop8h 44m

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 1/29

1 stop7h 05m

Key West

Wed 2/7

1 stop6h 46m

Flights are sorted by cheapest first

Deals found on 10/2

Reviews of airlines servicing Key West

See what other customers who have flown with American Airlines, United Airlines and Delta from Chicago to Key West have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

The flight was delayed nearly an hour and a half and I missed my appointment on the other side. It was incredibly frustrating and this was my first Delta flight in over 10 years.

Delta
7.9
Good
3,023 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

The flight was delayed nearly an hour and a half and I missed my appointment on the other side. It was incredibly frustrating and this was my first Delta flight in over 10 years.

United Airlines
7.4
Good
1,891 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

The flight was delayed nearly an hour and a half and I missed my appointment on the other side. It was incredibly frustrating and this was my first Delta flight in over 10 years.

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Overall

7.9

Entertainment

7.8

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 10

The flight was delayed nearly an hour and a half and I missed my appointment on the other side. It was incredibly frustrating and this was my first Delta flight in over 10 years.

Related info for your journey

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

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

Most people fly into Key West (EYW) if they book a flight to Key West from Chicago O'Hare Intl. On average, Key West has 2 inbound flights from Chicago O'Hare Intl per day from 4 airlines. Key West is conveniently located just 2.6 mi from Key West’s city center.

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

Yes, there are multiple flights from Chicago O'Hare Intl Airport to Key West for under $200. The cheapest flight booked recently is on United Airlines for just $183, but on average you can expect to pay $219.

Are there nonstop flights from Chicago O'Hare Intl Airport to Key West for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago O'Hare Intl Airport to Key West under $200. A good price for a nonstop flight from Chicago O'Hare Intl Airport to Key West is less than $379.

Are there last-minute flights available from Chicago O'Hare Intl Airport to Key West for under $300?

There are currently 20+ open flights from Chicago O'Hare Intl Airport to Key West within the next 7 days for less than $300.

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

Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Key West round-trip from $183. Other airlines that can offer you cheap pricing are American Airlines, from $191, and Delta, from $217. These flights start at 61% lower than the current average price 3 months from now.

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

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $109. United Airlines flights start at $236 while deals on American Airlines start at $239 one-way.

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

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

Looking at all options, your cheapest flight can be booked for $190. While the most popular route (Chicago O'Hare Intl - Key West) can be booked for $225 on average our data indicates $368 when flying from Chicago O'Hare Intl Airport to Key West.

What does ORD to EYW mean?

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Key West Airport flight would often be abbreviated as a ORD to EYW flight.

Alternative routes for O'Hare Intl to Key West

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

Top 4 airlines flying from O'Hare Intl to Key West

The chart below displays the airlines Cheapflights users traveling from O'Hare Intl to Key West choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$226Average$426FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$226Average$396FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$239Average$546FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Alaska AirlinesCheapest$438Average$467FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

Weekly flight availability from O'Hare Intl to Key West

See how many times per day planes take to the skies headed from O'Hare Intl to Key West
Sunday2daily flights
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday2daily flights
Friday2daily flights
Saturday2daily flights

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How does Cheapflights help users find flights from O'Hare Intl to Key West?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from O'Hare Intl to Key West. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to Key West?

Cheapflights simply makes it quick and affordable to book flights from O'Hare Intl to Key West by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from O'Hare Intl to Key West with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from O'Hare Intl to Key West flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from O'Hare Intl to Key West become cheaper?

Yes, Cheapflights does offer price alerts on O'Hare Intl to Key West flights so you can book your travels when it’s right. The Price Alert feature is available after a flight search is performed above.

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