O'Hare Intl

$68+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Apr 14 — Apr 211
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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 April 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(eDestinos)

One-way from

$68
(Cheapflightsfares)

Popular in

March

Cheapest in

August

Average price

$386
Provider with most accurate pricing for Key West-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Key West-Chicago (CHI) flights.
From Florida Keys to Chicago O'Hare Intl
One-way flight from Florida Keys to Chicago O'Hare Intl
Highest demand for flights based on searches. 14% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 9, 2025.

This eDestinos deal was found by Cheapflights users on 4/8. 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.
Fri 5/211:53 amMIA - ORD
Nonstop3h 33mSpirit Airlines
Tue 5/139:55 amORD - MIA
Nonstop3h 15mSpirit Airlines
Deal found 4/8$114
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 4/1510:36 amMIA - ORD
1 stop7h 15mMultiple Airlines
Tue 4/227:00 pmORD - MIA
Nonstop3h 12mMultiple Airlines
Deal found 4/8$140
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/106:35 amMIA - ORD
Nonstop3h 25mAmerican Airlines
Sat 5/177:16 pmORD - MIA
Nonstop3h 16mAmerican Airlines
Deal found 4/8$179
This Frontier deal was found by Cheapflights users on 4/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/127:30 amMIA - ORD
1 stop11h 59mFrontier
Thu 5/156:00 amORD - MIA
1 stop8h 00mFrontier
Deal found 4/8$198
This Delta deal was found by Cheapflights users on 4/8. 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.
Thu 5/810:37 amMIA - ORD
1 stop7h 10mDelta
Mon 5/195:58 pmORD - MIA
1 stop5h 39mDelta
Deal found 4/8$217
This United Airlines deal was found by Cheapflights users on 4/8. 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 4/234:04 pmEYW - ORD
Nonstop3h 35mUnited Airlines
Sun 4/2710:59 amORD - EYW
Nonstop3h 05mUnited Airlines
Deal found 4/8$289
This American Airlines deal was found by Cheapflights users on 4/8. 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 4/2311:39 amEYW - ORD
1 stop7h 37mAmerican Airlines
Sun 4/278:05 amORD - EYW
Nonstop3h 17mAmerican Airlines
Deal found 4/8$299
This Delta deal was found by Cheapflights users on 4/8. 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.
Wed 4/236:13 pmEYW - ORD
1 stop6h 46mDelta
Sun 4/275:30 amORD - EYW
1 stop5h 00mDelta
Deal found 4/8$309
This Mytrip deal was found by Cheapflights users on 4/8. 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.
Wed 4/234:23 pmEYW - ORD
2 stops26h 56mMultiple Airlines
Sun 4/278:15 amORD - EYW
2 stops23h 46mMultiple Airlines
Deal found 4/8$383

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 April 9, 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 5/2

11:53 am-2:26 pm

Nonstop3h 33m

Chicago O'Hare Intl

Tue 5/13

9:55 am-2:10 pm

Nonstop3h 15m

$114

MiamiChicago

MIA - ORD

MIAORD

Miami

Tue 5/6

3:30 pm-6:00 pm

Nonstop3h 30m

Chicago O'Hare Intl

Sun 5/11

6:00 am-2:30 pm

1 stop7h 30m

$150

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 5/10

6:35 am-9:00 am

Nonstop3h 25m

Chicago O'Hare Intl

Sat 5/17

7:16 pm-11:32 pm

Nonstop3h 16m

$179

MiamiChicago

MIA - ORD

MIAORD

Miami

Mon 5/12

7:30 am-6:29 pm

1 stop11h 59m

Chicago O'Hare Intl

Thu 5/15

6:00 am-3:00 pm

1 stop8h 00m

$198

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 5/8

10:37 am-4:47 pm

1 stop7h 10m

Chicago O'Hare Intl

Mon 5/19

5:58 pm-12:37 am

1 stop5h 39m

$217

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/23

4:04 pm-6:39 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sun 4/27

10:59 am-3:04 pm

Nonstop3h 05m

$289

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/23

11:39 am-6:16 pm

1 stop7h 37m

Chicago O'Hare Intl

Sun 4/27

8:05 am-12:22 pm

Nonstop3h 17m

$299

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/23

6:13 pm-11:59 pm

1 stop6h 46m

Chicago O'Hare Intl

Sun 4/27

5:30 am-11:30 am

1 stop5h 00m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/23

4:23 pm-6:19 pm

2 stops26h 56m

Chicago O'Hare Intl

Sun 4/27

8:15 am-9:01 am

2 stops23h 46m

$383

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 4/16

11:53 am-2:26 pm

Nonstop3h 33m

$68

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 22 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 April 9, 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.

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 April 9, 2025.

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

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 9, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Florida Keys to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very good

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 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 $68. Frontier flights start at $83 while deals on American Airlines start at $88 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: Republic Airways (94%), Air New Zealand (80%), United Airlines( 69%).

  • 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 $198. While the most popular route (Miami - Chicago O'Hare Intl) can be booked for $88 on average our data indicates $534 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 Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Racine
Beloit
Naperville
Rockford
Skokie
Tinley Park
Kenosha
Arlington Heights
Elgin
Joliet
Orland Park
Merrillville
Northbrook
New Buffalo
Waukegan
Glenview
Lake Geneva

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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 April 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$224Average$379FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$388FlexibilityNo cancel feeOn-time71%

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