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$54+ Cheap flights from O'Hare Intl (ORD) to Florida Keys

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — EYW
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Florida Keys (zzEOA). 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 January 22, 2025.

Round-trip from

$104
(FlightHub)

One-way from

$54
(Cheapflightsfares)
From Chicago O'Hare Intl to Florida Keys
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One-way flight from Chicago O'Hare Intl to Florida Keys
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Find flight deals from O'Hare Intl to Florida Keys

Cheapest flights from O'Hare Intl to Florida Keys
Explore the most affordable flight options available from O'Hare Intl to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This Priceline deal was found by Cheapflights users on 1/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/112:59 pmORD - MIA
1 stop7h 00mMultiple Airlines
Sat 2/158:05 amMIA - ORD
Nonstop3h 32mMultiple Airlines
Deal found 1/22$104
This Cheapflightsfares deal was found by Cheapflights users on 1/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/227:25 amORD - MIA
1 stop14h 55mFrontier
Tue 2/259:42 pmMIA - ORD
1 stop10h 46mFrontier
Deal found 1/22$108
This Cheapflightsfares deal was found by Cheapflights users on 1/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/32:02 pmORD - MIA
Nonstop3h 14mSpirit Airlines
Fri 2/710:00 amMIA - ORD
Nonstop3h 29mSpirit Airlines
Deal found 1/22$109
This United Airlines deal was found by Cheapflights users on 1/22. 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.
Wed 2/262:15 pmORD - MIA
Nonstop3h 20mUnited Airlines
Wed 3/57:00 amMIA - ORD
Nonstop3h 34mUnited Airlines
Deal found 1/22$157
This Delta deal was found by Cheapflights users on 1/22. 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.
Mon 2/171:40 pmORD - MIA
1 stop7h 02mDelta
Thu 2/208:00 amMIA - ORD
1 stop5h 55mDelta
Deal found 1/22$217
This American Airlines deal was found by Cheapflights users on 1/22. 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.
Tue 2/256:24 pmORD - MIA
Nonstop3h 10mAmerican Airlines
Sat 3/17:40 amMIA - ORD
Nonstop3h 25mAmerican Airlines
Deal found 1/22$218
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Sat 4/51:30 pmORD - EYW
1 stop5h 41mAmerican Airlines
Wed 4/912:55 pmEYW - ORD
Nonstop3h 37mAmerican Airlines
Deal found 1/21$279
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 3/710:51 amORD - EYW
Nonstop3h 12mUnited Airlines
Tue 3/113:59 pmEYW - ORD
Nonstop3h 41mUnited Airlines
Deal found 1/21$284
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Thu 5/14:23 pmORD - EYW
1 stop15h 38mMultiple Airlines
Sat 5/103:04 pmEYW - ORD
1 stop8h 25mMultiple Airlines
Deal found 1/20$286
This Delta deal was found by Cheapflights users on 1/22. 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.
Sun 12/76:00 amORD - EYW
1 stop6h 09mDelta
Wed 12/177:00 amEYW - ORD
1 stop6h 09mDelta
Deal found 1/22$289

Find flights from O'Hare Intl to Florida Keys within your budget

Customize your flight search to find flights from O'Hare Intl to Florida Keys 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 2,558,603 searches. Data last updated January 22, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 2/11

2:59 pm-10:59 pm

1 stop7h 00m

Miami

Sat 2/15

8:05 am-10:37 am

Nonstop3h 32m

$104

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 2/22

7:25 am-11:20 pm

1 stop14h 55m

Miami

Thu 2/27

1:29 pm-8:51 pm

1 stop8h 22m

$108

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 2/3

2:02 pm-6:16 pm

Nonstop3h 14m

Miami

Thu 2/6

10:00 am-12:29 pm

Nonstop3h 29m

$109

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 2/26

2:15 pm-6:35 pm

Nonstop3h 20m

Miami

Wed 3/5

7:00 am-9:34 am

Nonstop3h 34m

$157

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 3/4

6:24 pm-10:34 pm

Nonstop3h 10m

Miami

Wed 3/5

6:35 am-9:02 am

Nonstop3h 27m

$159

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 2/17

1:40 pm-9:42 pm

1 stop7h 02m

Miami

Thu 2/20

11:33 am-6:25 pm

1 stop7h 52m

$217

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Sat 4/5

1:30 pm-8:11 pm

1 stop5h 41m

Key West

Wed 4/9

12:55 pm-3:32 pm

Nonstop3h 37m

$279

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Fri 3/7

10:51 am-3:03 pm

Nonstop3h 12m

Key West

Tue 3/11

3:59 pm-6:40 pm

Nonstop3h 41m

$284

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Thu 5/1

4:23 pm-9:01 am

1 stop15h 38m

Key West

Sat 5/10

3:04 pm-10:29 pm

1 stop8h 25m

$286

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

Mon 3/10

2:30 pm-8:30 pm

1 stop5h 00m

Key West

Thu 3/20

7:00 am-1:16 pm

1 stop7h 16m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 21 results
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Best time to book a flight from O'Hare Intl to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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 Florida Keys

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

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

Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Florida Keys (average of $328). Flying from Chicago O'Hare Intl Airport to Florida Keys in March is currently the most expensive (average of $531). 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 EOA?

Find hourly flight availability from O'Hare Intl to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

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

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July 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 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated January 22, 2025.
See what other customers who have flown with Frontier, United Airlines and Delta from Chicago to Florida Keys have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,707 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,512 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

JetBlue
7.4
Good
3,191 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
8,975 reviews
Southwest
8.1
Very good
4,654 reviews

Boarding

8.2

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

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

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Florida Keys one-way?

    $54 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $61 and $79, respectively.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Florida Keys?

    Consider Republic Airways (100%), American Airlines (89%) or Air New Zealand (83%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Florida Keys.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Florida Keys?

    Looking at all options, your cheapest flight can be booked for $274. While the most popular route (Chicago O'Hare Intl - Miami) can be booked for $85 on average our data indicates $638 when flying from Chicago O'Hare Intl Airport to Florida Keys.

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

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

  • How can I find direct flights from O'Hare Intl to Florida Keys?

    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 Florida Keys.

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Florida Keys (average of $328). Flying from Chicago O'Hare Intl Airport to Florida Keys in March is currently the most expensive (average of $531). 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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Alternative routes for O'Hare Intl to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from O'Hare Intl to Florida Keys

Discover the top 3 airlines that operate flights from O'Hare Intl to Florida Keys. 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 2,558,603 searches. Data last updated January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$311FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$450FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$484FlexibilityNo cancel feeOn-time69%
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