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$190+ Cheap flights from O'Hare Intl (ORD) to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EYW
Nov 3 — Nov 101
Sun 11/3
Sun 11/10
1 adult, Economy
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ORD - EYW
Nov 3 - Nov 10

Find cheap flights from O'Hare Intl to Key West with Cheapflights

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The best prices from Chicago O'Hare Intl to Key West are usually found in August or September, booked 75 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from O'Hare Intl to Key West

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

August

Round-trip from

$249
(United Airlines)

One-way from

$190
(Trip.com)
Provider with most accurate pricing for Chicago O'Hare Intl-Key West flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Key West flights.
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High demand for flights, 16% potential price rise
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Best time to find cheap flights, 26% potential price drop
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From Chicago O'Hare Intl to Key West
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One-way flight from Chicago O'Hare Intl to Key West
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Find flight deals from O'Hare Intl to Key West

Cheapest flights from O'Hare Intl to Key West
Explore the most affordable flight options available from O'Hare Intl to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2024.

This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1610:55 amORD - EYW
Nonstop3h 06mUnited Airlines
Wed 11/204:05 pmEYW - ORD
Nonstop3h 21mUnited Airlines
Deal found 10/28$269
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:31 amORD - EYW
1 stop6h 25mAmerican Airlines
Wed 1/81:06 pmEYW - ORD
Nonstop3h 31mAmerican Airlines
Deal found 10/28$279
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/169:20 amORD - EYW
1 stop6h 58mDelta
Wed 11/207:25 amEYW - ORD
1 stop8h 00mDelta
Deal found 10/29$288
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:11 pmORD - EYW
2 stops22h 30mMultiple Airlines
Thu 12/128:53 amEYW - ORD
3 stops32h 13mMultiple Airlines
Deal found 10/29$512

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

Customize your flight search to find flights from O'Hare Intl to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,539,541 searches. Data last updated October 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$249 - $357

Route

Depart

Return

Price

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 11/18

Nonstop3h 06m

Key West

Sat 11/23

Nonstop3h 21m

$249

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Tue 12/3

1 stop5h 59m

Key West

Wed 12/11

1 stop6h 23m

$268

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 12/23

1 stop6h 25m

Key West

Thu 12/26

Nonstop3h 31m

$279

Chicago O'Hare IntlKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sun 1/19

2 stops18h 05m

Key West

Thu 1/23

1 stop10h 44m

$357

Flights are sorted by cheapest first

Deals found on 10/28

Compare providers for flights from O'Hare Intl to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Key West in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from O'Hare Intl to Key West

Get recent, data-driven insights about flights from O'Hare Intl to Key West including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Key West. Price data was last updated on October 25, 2024.

The price you pay for your flight from Chicago O'Hare Intl Airport to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 75 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Key West (average of $328). Flying from Chicago O'Hare Intl Airport to Key West in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to EYW?

Find hourly flight availability from O'Hare Intl to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2024.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Key West at noon. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight in the afternoon.

Weekly flight availability from Chicago O'Hare Intl Airport to Key West

Explore weekly flight availability from O'Hare Intl to Key West. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 29, 2024.

The most flights from ORD to EYW are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated October 29, 2024.
See what other customers who have flown with Delta, American Airlines and United Airlines 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.
Alaska Airlines
8.0
Very good
9,416 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,416 reviews
Alaska Airlines
8.0
Very good
9,416 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,845 reviews
Alaska Airlines
8.0
Very good
9,416 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,249 reviews
Alaska Airlines
8.0
Very good
9,416 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

American Airlines
7.3
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,416 reviews

Comfort

7.9

Boarding

8.2

Crew

8.6

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 3 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 $300 on Cheapflights?

    Yes, there are multiple flights from Chicago O'Hare Intl Airport to Key West for under $300. The cheapest flight booked recently is on United Airlines for just $249, but on average you can expect to pay $288.

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

    Cheapflights has at least 2 direct flights from Chicago O'Hare Intl Airport to Key West under $300. A good price for a nonstop flight from Chicago O'Hare Intl Airport to Key West is less than $281.

  • Are there last-minute flights available from Chicago O'Hare Intl Airport to Key West for under $400?

    There are currently 4+ open flights from Chicago O'Hare Intl Airport to Key West within the next 7 days for less than $400.

  • 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 $249. Other airlines that can offer you cheap pricing are Delta, from $268, and American Airlines, from $279. These flights start at 43% 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 United Airlines, which is currently one of the cheapest options available, starting at $196. American Airlines flights start at $254 while deals on Delta start at $263 one-way.

  • 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 $110. While the most popular route (Chicago O'Hare Intl - Key West) can be booked for $236 on average our data indicates $447 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.

  • Can I find deals for flights from O'Hare Intl to Key West that include extra baggage allowance?

    The amount of baggage you can bring on your O'Hare Intl to Key West flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from O'Hare Intl to Key West with specific airlines?

    Yes, Cheapflights allows you to browse and filter O'Hare Intl to Key West flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from O'Hare Intl to Key West that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Key West.

  • Can I find deals for business class flights from O'Hare Intl to Key West?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from O'Hare Intl to Key West that allow pets onboard?

    Many airlines flying from O'Hare Intl to Key West offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from O'Hare Intl to Key West?

    Yes, you can often find last-minute deals on O'Hare Intl to Key West flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago O'Hare Intl Airport to Key West flight deals updated?

    The Chicago O'Hare Intl Airport to Key West flight deals you see on this page were last updated on 10/29.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Key West?

    Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Key West (average of $328). Flying from Chicago O'Hare Intl Airport to Key West in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Discover the top 3 airlines that operate flights from O'Hare Intl to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,539,541 searches. Data last updated October 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$324FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$230Average$477FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$276Average$484FlexibilityNo cancel feeOn-time69%
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