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O'Hare Intl

$62+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap 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 December 23, 2025.

This Super.com deal was found by Cheapflights users on 12/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Wed 12/316:05 pmORD - MIA
Nonstop3h 16mSpirit Airlines
Deal found 12/22$86
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Sun 1/116:57 pmORD - MIA
Nonstop3h 17mSpirit Airlines
Deal found 12/21$121
This Super.com deal was found by Cheapflights users on 12/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Thu 1/16:05 pmORD - MIA
Nonstop3h 16mSpirit Airlines
Deal found 12/22$122
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Wed 1/76:05 pmORD - MIA
Nonstop3h 16mSpirit Airlines
Deal found 12/21$127
This WAYA deal was found by Cheapflights users on 12/22. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:35 pmMIA - ORD
Nonstop3h 25mMultiple Airlines
Thu 1/15:25 amORD - MIA
1 stop6h 21mMultiple Airlines
Deal found 12/22$137
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:24 pmMIA - ORD
1 stop12h 07mMultiple Airlines
Mon 1/126:57 pmORD - MIA
Nonstop3h 17mMultiple Airlines
Deal found 12/21$139
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Fri 1/99:23 amORD - MIA
Nonstop3h 18mSpirit Airlines
Deal found 12/21$141
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:35 pmMIA - ORD
Nonstop3h 25mMultiple Airlines
Wed 1/75:50 amORD - MIA
1 stop7h 44mMultiple Airlines
Deal found 12/21$147
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Sun 1/116:57 pmORD - MIA
Nonstop3h 17mSpirit Airlines
Deal found 12/21$148
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:35 pmMIA - ORD
Nonstop3h 25mSpirit Airlines
Wed 12/316:05 pmORD - MIA
Nonstop3h 16mSpirit Airlines
Deal found 12/22$151
This United Airlines deal was found by Cheapflights users on 12/23. 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 12/315:10 pmEYW - ORD
2 stops15h 50mUnited Airlines
Thu 1/110:45 amORD - EYW
Nonstop3h 27mUnited Airlines
Deal found 12/23$287
This American Airlines deal was found by Cheapflights users on 12/23. 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.
Wed 12/311:15 pmEYW - ORD
Nonstop3h 35mAmerican Airlines
Thu 1/16:09 amORD - EYW
1 stop8h 24mAmerican Airlines
Deal found 12/23$313

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$79
(Cheapflightsfares)

One-way from

$62
(Cheapflightsfares)
Provider with most accurate pricing for Key West-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Key West-Chicago (CHI) flights.
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From Florida Keys to Chicago O'Hare Intl
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One-way flight from Florida Keys to Chicago O'Hare Intl
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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 December 23, 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

Tue 1/20

1:01 pm-10:38 pm

1 stop10h 37m

Chicago O'Hare Intl

Sat 1/24

6:57 pm-11:14 pm

Nonstop3h 17m

$98

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

2:25 pm-7:38 pm

1 stop6h 13m

Chicago O'Hare Intl

Sun 1/25

5:15 am-11:56 am

1 stop5h 41m

$169

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 12/31

8:00 am-10:24 pm

1 stop15h 24m

Chicago O'Hare Intl

Thu 1/1

6:05 pm-10:21 pm

Nonstop3h 16m

$194

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 12/30

9:05 pm-10:24 pm

1 stop26h 19m

Chicago O'Hare Intl

Thu 1/1

5:25 am-12:46 pm

1 stop6h 21m

$197

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 1/10

10:06 am-10:42 pm

2 stops13h 36m

Chicago O'Hare Intl

Mon 1/12

5:32 pm-11:59 pm

2 stops29h 27m

$208

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

2:25 pm-11:22 am

1 stop21h 57m

Chicago O'Hare Intl

Sun 1/25

8:43 pm-12:26 pm

2 stops14h 43m

$212

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 1/22

5:30 am-1:37 pm

1 stop9h 07m

Chicago O'Hare Intl

Sun 1/25

4:19 pm-12:14 am

1 stop6h 55m

$216

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 1/16

8:05 am-1:08 pm

1 stop6h 03m

Chicago O'Hare Intl

Mon 1/19

10:35 am-5:45 pm

1 stop6h 10m

$217

MiamiChicago

MIA - ORD

MIAORD

Miami

Mon 12/29

2:35 pm-5:00 pm

Nonstop3h 25m

Chicago O'Hare Intl

Sun 1/4

6:05 pm-10:21 pm

Nonstop3h 16m

$221

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 1/22

9:00 am-11:34 am

Nonstop3h 34m

Chicago O'Hare Intl

Sun 1/25

12:55 pm-5:15 pm

Nonstop3h 20m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 36 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 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 December 23, 2025.

It’s typically best to fly out from Florida Keys to Chicago O'Hare Intl Airport in the afternoon. Doing so could potentially save you 26% on the flight price compared to flying in the evening, which is usually more expensive.

Weekly flight availability from Florida Keys to Chicago O'Hare Intl Airport

Explore weekly flight availability from Florida Keys to O'Hare Intl. 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 December 23, 2025.

The most flights from zzEOA to ORD are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

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 December 23, 2025.
Read through reviews of airlines operating flights from Florida Keys to Chicago O'Hare Intl Airport, such as United Airlines, American Airlines, and Spirit 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.
United Airlines
7.4
Good
9,109 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,109 reviews
United Airlines
7.4
Good
9,109 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,050 reviews
United Airlines
7.4
Good
9,109 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Spirit Airlines
6.3
Okay
8,194 reviews
United Airlines
7.4
Good
9,109 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Frontier
5.8
Fair
3,073 reviews
United Airlines
7.4
Good
9,109 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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.

  • How long is the flight from Florida Keys to Chicago O'Hare Intl Airport?

    A quick flight from Florida Keys to Chicago O'Hare Intl Airport can take about 3h 44m. Spirit Airlines provides one of the quickest options available for as low as $249. The distance from Florida Keys to Chicago O'Hare Intl Airport is about 1253 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $47. Frontier flights start at $58 while deals on American Airlines start at $84 one-way.

  • 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: United Airlines (79%), Air New Zealand (79%), Republic Airways( 79%).

  • 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 $180. While the most popular route (Miami - Chicago O'Hare Intl) can be booked for $51 on average, our data indicates $563 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.

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
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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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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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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$249Average$431FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$289Average$427FlexibilityNo cancel feeOn-time71%

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