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O'Hare Intl

$69+ Cheap flights from Florida Keys to O'Hare Intl (ORD)

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
1 adult, Economy
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Cheap flight deals from Florida Keys to O'Hare Intl

Keep the following information in mind while searching for Florida Keys to O'Hare Intl flight deals. Data was last updated August 7, 2025.

Round-trip from

$129
(Kiwi.com)

One-way from

$69
(United Airlines)

Popular in

March

Cheapest in

June

Average price

$328
From Florida Keys to Chicago O'Hare Intl
Search Deals
One-way flight from Florida Keys to Chicago O'Hare Intl
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Highest demand for flights based on searches. 17% potential increase in price ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Florida Keys to O'Hare Intl

Cheapest flights from Florida Keys to O'Hare Intl
Explore the most affordable flight options available from Florida Keys to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Sat 8/308:47 pmORD - MIA
1 stop12h 27mSpirit Airlines
Deal found 8/7$129
This FlightHub deal was found by Cheapflights users on 8/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:00 amMIA - ORD
Nonstop3h 18mSpirit Airlines
Sun 10/2612:31 pmORD - MIA
1 stop22h 14mSpirit Airlines
Deal found 8/5$130
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Fri 9/510:27 amORD - MIA
Nonstop3h 12mSpirit Airlines
Deal found 8/7$131
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/297:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Thu 9/410:27 amORD - MIA
Nonstop3h 12mSpirit Airlines
Deal found 8/7$132
This eDestinos deal was found by Cheapflights users on 8/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/27:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Fri 9/510:27 amORD - MIA
Nonstop3h 12mSpirit Airlines
Deal found 8/6$133
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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.
Tue 8/197:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Wed 8/2010:27 amORD - MIA
Nonstop3h 22mSpirit Airlines
Deal found 8/4$134
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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.
Thu 8/217:00 amMIA - ORD
Nonstop3h 22mSpirit Airlines
Sat 8/2310:27 amORD - MIA
Nonstop3h 22mSpirit Airlines
Deal found 8/5$135
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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.
Fri 10/177:00 amMIA - ORD
Nonstop3h 18mSpirit Airlines
Mon 10/2010:23 amORD - MIA
Nonstop3h 12mSpirit Airlines
Deal found 8/6$136
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2111:11 amMIA - ORD
1 stop6h 15mSpirit Airlines
Tue 8/2610:27 amORD - MIA
Nonstop3h 22mSpirit Airlines
Deal found 8/6$137
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/66:20 amMIA - ORD
Nonstop3h 20mAmerican Airlines
Mon 9/86:09 amORD - MIA
Nonstop3h 05mAmerican Airlines
Deal found 8/6$138
This American Airlines deal was found by Cheapflights users on 8/5. 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 8/308:10 pmMIA - ORD
Nonstop3h 31mAmerican Airlines
Tue 9/27:00 amORD - MIA
Nonstop3h 08mAmerican Airlines
Deal found 8/5$139
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/263:58 pmMIA - ORD
1 stop22h 35mMultiple Airlines
Thu 8/2810:27 amORD - MIA
Nonstop3h 22mMultiple Airlines
Deal found 8/7$140

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to O'Hare Intl 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 August 7, 2025.
Use the filters below to find and compare flights from Florida Keys to Chicago O'Hare Intl Airport that are best for you.

Fly from

Florida Keys

Fly to

O'Hare Intl

Route

Depart

Return

Price

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 8/29

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Sun 8/31

6:20 am-8:24 pm

1 stop13h 04m

$127

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 8/26

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Sat 8/30

8:47 pm-10:14 am

1 stop12h 27m

$129

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 10/22

7:00 am-9:18 am

Nonstop3h 18m

Chicago O'Hare Intl

Sun 10/26

12:31 pm-11:45 am

1 stop22h 14m

$130

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 8/28

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Fri 9/5

10:27 am-2:39 pm

Nonstop3h 12m

$131

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 8/29

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Thu 9/4

10:27 am-2:39 pm

Nonstop3h 12m

$132

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 9/2

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Fri 9/5

10:27 am-2:39 pm

Nonstop3h 12m

$133

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 8/19

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Wed 8/20

10:27 am-2:49 pm

Nonstop3h 22m

$134

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 8/21

7:00 am-9:22 am

Nonstop3h 22m

Chicago O'Hare Intl

Sat 8/23

10:27 am-2:49 pm

Nonstop3h 22m

$135

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 10/17

7:00 am-9:18 am

Nonstop3h 18m

Chicago O'Hare Intl

Mon 10/20

10:23 am-2:35 pm

Nonstop3h 12m

$136

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 8/21

11:11 am-4:26 pm

1 stop6h 15m

Chicago O'Hare Intl

Tue 8/26

10:27 am-2:49 pm

Nonstop3h 22m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 43 results
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Best time to book a flight from Florida Keys to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Florida Keys 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.

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Chicago O'Hare Intl Airport

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

Currently, August is the cheapest month in which you can book a flight from Florida Keys to Chicago O'Hare Intl Airport (average of $245). Flying from Florida Keys to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 EOA to ORD?

Find hourly flight availability from Florida Keys to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2025.

When flying from Florida Keys 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.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated August 7, 2025.
Read through reviews of airlines operating flights from Florida Keys to Chicago O'Hare Intl Airport, such as Southwest, Delta, and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,247 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,987 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,051 reviews
Southwest
8.0
Very good
4,247 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

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

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

    Before booking your flight to Chicago O'Hare Intl Airport from Florida Keys, check out the most reliable airlines to get you to your destination on time: Qatar Airways (52%), American Airlines (31%), Envoy Air( 31%).

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

    Looking at all options, your cheapest flight can be booked for $199. While the most popular route (Miami - Chicago O'Hare Intl) can be booked for $85 on average our data indicates $359 when flying from Florida Keys to Chicago O'Hare Intl Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida Keys to O'Hare Intl 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 Florida Keys to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Florida Keys to Chicago O'Hare Intl Airport (average of $245). Flying from Florida Keys to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Naperville
Des Plaines
Elgin
Arlington Heights
Racine
Rockford
Orland Park
Merrillville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston
Lake Geneva
Gurnee

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Fort Lauderdale to Rockford flights
Gainesville to Midway flights
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Daytona Beach to Midway flights
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Melbourne to Midway flights
Panama City to Midway flights
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Punta Gorda to Rockford flights
Valdosta to O'Hare Intl flights
Fort Myers to Rockford flights
Pensacola to Rockford flights

Top 2 airlines flying from Florida Keys to O'Hare Intl

Discover the top 2 airlines that operate flights from Florida Keys to O'Hare Intl. 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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$224Average$394FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$259Average$378FlexibilityNo cancel feeOn-time71%

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