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O'Hare Intl

$48+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$89
(Mytrip)

One-way from

$48
(Cheapflightsfares)

Popular in

February

Cheapest in

August

Average price

$536
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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Highest demand for flights based on searches. 12% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 4/35:52 amMIA - ORD
Nonstop3h 37mSpirit Airlines
Tue 4/84:32 pmORD - MIA
Nonstop3h 13mSpirit Airlines
Deal found 2/19$89
This FlightHub deal was found by Cheapflights users on 2/19. 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 3/510:45 amMIA - ORD
1 stop6h 46mMultiple Airlines
Tue 3/112:34 pmORD - MIA
Nonstop3h 13mMultiple Airlines
Deal found 2/19$91
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/69:45 amMIA - ORD
1 stop8h 41mFrontier
Sat 3/82:25 pmORD - MIA
1 stop9h 00mFrontier
Deal found 2/20$112
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/198:05 amMIA - ORD
1 stop5h 36mDelta
Tue 3/252:55 pmORD - MIA
1 stop5h 44mDelta
Deal found 2/20$218
This American Airlines deal was found by Cheapflights users on 2/18. 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 4/268:16 pmMIA - ORD
Nonstop3h 31mAmerican Airlines
Thu 5/12:50 pmORD - MIA
Nonstop3h 09mAmerican Airlines
Deal found 2/18$220
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2412:56 pmEYW - ORD
Nonstop3h 37mAmerican Airlines
Mon 4/288:05 amORD - EYW
Nonstop3h 17mAmerican Airlines
Deal found 2/20$309
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/243:00 pmEYW - ORD
1 stop6h 50mDelta
Mon 4/281:15 pmORD - EYW
1 stop6h 15mDelta
Deal found 2/20$329
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/73:59 pmEYW - ORD
Nonstop3h 41mUnited Airlines
Tue 3/1110:51 amORD - EYW
Nonstop3h 12mUnited Airlines
Deal found 2/19$350

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

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 February 20, 2025.

Fly from

Florida Keys

Fly to

O'Hare Intl

Route

Depart

Return

Price

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 4/3

5:52 am-8:29 am

Nonstop3h 37m

Chicago O'Hare Intl

Tue 4/8

4:32 pm-8:45 pm

Nonstop3h 13m

$89

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 3/5

10:45 am-4:31 pm

1 stop6h 46m

Chicago O'Hare Intl

Tue 3/11

2:34 pm-6:47 pm

Nonstop3h 13m

$91

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 3/6

6:00 am-10:50 am

1 stop5h 50m

Chicago O'Hare Intl

Sat 3/8

2:25 pm-12:25 am

1 stop9h 00m

$112

MiamiChicago

MIA - ORD

MIAORD

Miami

Wed 3/19

8:05 am-12:41 pm

1 stop5h 36m

Chicago O'Hare Intl

Tue 3/25

2:55 pm-9:39 pm

1 stop5h 44m

$218

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 4/26

8:16 pm-10:47 pm

Nonstop3h 31m

Chicago O'Hare Intl

Thu 5/1

2:50 pm-6:59 pm

Nonstop3h 09m

$220

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/24

12:56 pm-3:33 pm

Nonstop3h 37m

Chicago O'Hare Intl

Mon 4/28

8:05 am-12:22 pm

Nonstop3h 17m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/24

3:00 pm-8:50 pm

1 stop6h 50m

Chicago O'Hare Intl

Mon 4/28

1:15 pm-8:30 pm

1 stop6h 15m

$329

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 3/7

3:59 pm-6:40 pm

Nonstop3h 41m

Chicago O'Hare Intl

Tue 3/11

10:51 am-3:03 pm

Nonstop3h 12m

$350

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 3/1

8:05 am-10:37 am

Nonstop3h 32m

$48

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 3/20

6:00 am-10:50 am

1 stop5h 50m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Florida Keys to O'Hare Intl

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

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 February 20, 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 February 20, 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 February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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 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 $48. Frontier flights start at $49 while deals on American Airlines start at $100 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%), Qatar Airways (77%), Air New Zealand( 77%).

  • 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 $104. While the most popular route (Miami - Chicago O'Hare Intl) can be booked for $76 on average our data indicates $434 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
Naperville
Rosemont
Schaumburg
Beloit
Racine
Hoffman Estates
Rockford
Tinley Park
Skokie
Arlington Heights
Northbrook
Joliet
Orland Park
Merrillville
Kenosha
Lake Geneva
New Buffalo
Evanston
Des Plaines
Elgin

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$211Average$381FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$379FlexibilityNo cancel feeOn-time69%
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