How many flights depart from Illinois to Florida Keys on average per week?

324 flights are operational weekly from Illinois to Florida Keys as of November 2025. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.

How many flights depart from Illinois to Florida Keys on average per day?

As of November 2025, there are 46 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 11:00AM, with 100% of flights taking off at noon.

What airlines fly to Florida Keys?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Florida Keys from Illinois according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 3 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

How long is the flight from Illinois to Florida Keys?

On average, it takes 4h 20m to fly from Illinois to Florida Keys if you fly out of Chicago (the most popular airport in Illinois) and into Los Angeles (the most popular airport in Florida Keys). If you’re flying out of Moline and into Los Angeles, then the flight time is around 6h 17m.

What is the cheapest airline that flies from Illinois to Florida Keys?

Frontier and Spirit Airlines are the most popular carriers operating from Illinois to Florida Keys

When did momondo last update prices for flights from Illinois to Florida Keys?

Prices for flights from Illinois to Florida Keys are updated daily.

How many operators does momondo search for flights from Illinois to Florida Keys?

The number of operators available for flights from Illinois to Florida Keys is 7 as of November 2025.

How old do you have to be to fly from Illinois to Florida Keys?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Florida Keys.

What documentation or ID do you need to fly to Florida Keys?

The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$50 Cheap Flights from Illinois to Florida Keys in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Illinois to Florida Keys

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:14 pm - 8:23 amORD-MIA

10h 09m1 stop

12:00 pm - 8:09 pmMIA-ORD

9h 09m1 stop

$113Spirit Airlines

Find Deal

Tue, Dec 9 - Tue, Dec 16

9:07 pm - 12:32 amMDW-MIA

26h 25m1 stop

12:10 pm - 2:47 pmMIA-MDW

3h 37mnonstop

$113Frontier

Find Deal

Fri, Jan 9 - Fri, Jan 16

8:00 am - 4:28 pmORD-MIA

7h 28m1 stop

4:08 pm - 6:36 pmMIA-ORD

3h 28mnonstop

$114Multiple Airlines

Find Deal

Wed, Dec 3 - Sat, Dec 6

7:51 pm - 5:19 amORD-MIA

8h 28m1 stop

4:08 pm - 6:39 pmMIA-ORD

3h 31mnonstop

$115Multiple Airlines

Find Deal

Mon, Jan 12 - Sat, Feb 7

8:10 am - 12:27 pmORD-MIA

3h 17mnonstop

1:50 pm - 4:20 pmMIA-ORD

3h 30mnonstop

$152American Airlines

Find Deal

Tue, Jan 27 - Tue, Jan 27

9:00 am - 1:05 pmMDW-MIA

3h 05mnonstop

1:05 pm - 3:20 pmMIA-MDW

3h 15mnonstop

$157Southwest

Find Deal

Tue, Dec 9 - Tue, Dec 16

5:30 pm - 9:30 pmMDW-MIA

3h 00mnonstop

6:55 am - 11:15 amMIA-MDW

5h 20m1 stop

$167Southwest

Find Deal

Tue, Jan 27 - Thu, Jan 29

6:39 am - 1:50 pmSTL-EYW

6h 11m1 stop

8:01 pm - 11:37 pmEYW-STL

4h 36m1 stop

$223American Airlines

Find Deal

Wed, Mar 18 - Wed, Mar 25

1:35 pm - 8:06 pmSTL-EYW

5h 31m1 stop

6:10 pm - 9:57 pmEYW-STL

4h 47m1 stop

$241Delta

Find Deal

Sat, Dec 6 - Wed, Dec 10

1:35 pm - 8:06 pmSTL-EYW

5h 31m1 stop

6:10 pm - 9:57 pmEYW-STL

4h 47m1 stop

$266Delta

Find Deal

Sat, Dec 13 - Tue, Dec 16

Spirit Airlines flights from Illinois to Florida Keys

Our best Spirit Airlines deals on Illinois to Florida Keys flight tickets

Spirit Airlines

Dec 9

ORD9:14 pmChicago O'Hare Intl

10h 09m

1 stop

MIA8:23 amMiami

Dec 16

MIA12:00 pmMiami

9h 09m

1 stop

ORD8:09 pmChicago O'Hare Intl

$113

Find similar

Spirit Airlines

Nov 17

ORD12:17 pmChicago O'Hare Intl

3h 05m

MIA4:22 pmMiami

Nov 24

MIA8:10 amMiami

3h 25m

ORD10:35 amChicago O'Hare Intl

$114

Find similar

Spirit Airlines

Jan 6

ORD9:34 amChicago O'Hare Intl

7h 20m

1 stop

MIA5:54 pmMiami

Feb 8

MIA5:30 amMiami

3h 24m

ORD7:54 amChicago O'Hare Intl

$116

Find similar

Frontier flights from Illinois to Florida Keys

Our best Frontier deals on Illinois to Florida Keys flight tickets

Frontier

Jan 9

MDW9:07 pmChicago Midway

26h 25m

1 stop

MIA12:32 amMiami

Jan 16

MIA12:10 pmMiami

3h 37m

MDW2:47 pmChicago Midway

$113

Find similar

Frontier

Dec 6

MDW2:59 pmChicago Midway

3h 10m

MIA7:09 pmMiami

Dec 8

MIA7:09 pmMiami

14h 37m

1 stop

MDW8:46 amChicago Midway

$115

Find similar

Frontier

Jan 5

MDW6:15 amChicago Midway

3h 17m

MIA10:32 amMiami

Jan 9

MIA11:12 amMiami

3h 23m

MDW1:35 pmChicago Midway

$116

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 12/9

9:14 pm-8:23 am

1 stop10h 09m

Miami

Tue 12/16

12:00 pm-8:09 pm

1 stop9h 09m

$113

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 1/9

9:07 pm-12:32 am

1 stop26h 25m

Miami

Fri 1/16

12:10 pm-2:47 pm

Nonstop3h 37m

$113

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 12/3

8:00 am-4:28 pm

1 stop7h 28m

Miami

Sat 12/6

4:08 pm-6:36 pm

Nonstop3h 28m

$114

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 1/12

7:51 pm-5:19 am

1 stop8h 28m

Miami

Sat 2/7

4:08 pm-6:39 pm

Nonstop3h 31m

$115

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 1/27

8:10 am-12:27 pm

Nonstop3h 17m

Miami

Tue 1/27

1:50 pm-4:20 pm

Nonstop3h 30m

$152

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 12/9

9:00 am-1:05 pm

Nonstop3h 05m

Miami

Tue 12/16

1:05 pm-3:20 pm

Nonstop3h 15m

$157

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 1/27

5:30 pm-9:30 pm

Nonstop3h 00m

Miami

Thu 1/29

6:55 am-11:15 am

1 stop5h 20m

$167

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Wed 3/18

6:39 am-1:50 pm

1 stop6h 11m

Key West

Wed 3/25

8:01 pm-11:37 pm

1 stop4h 36m

$223

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Sat 12/6

1:35 pm-8:06 pm

1 stop5h 31m

Key West

Wed 12/10

6:10 pm-9:57 pm

1 stop4h 47m

$241

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Sat 12/13

1:35 pm-8:06 pm

1 stop5h 31m

Key West

Tue 12/16

6:10 pm-9:57 pm

1 stop4h 47m

$266

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Florida Keys?

The month of January is another great option to travel to Florida Keys, with average flight prices from Illinois averaging around $234.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Illinois to Florida Keys is on a Monday when prices can be found for as low as $415. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $455.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is in the evening. momondo users have found flights departing from Illinois to Florida Keys in the evening for as low as $275. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of $455.

What is the cheapest Illinois to Florida Keys flight route?

Fly from Chicago O'Hare Intl to Key West for the best Illinois - Florida Keys flight prices

How far in advance should I book a flight to Florida Keys?

You are more likely to see cheaper flights to Florida Keys from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $268 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Illinois for as low as $216 on momondo.

What cabin class options are available on Illinois to Florida Keys flights?

There are 3 cabin classes available to choose from on Illinois to Florida Keys flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Illinois to Florida Keys.

Cheap Illinois to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Florida Keys

Fastest flight time	2h 40m
Direct flights	Every day
Airports in Florida Keys	1 airport

The fastest flight from Illinois to Florida Keys takes 2h 40m

Direct flights go from Illinois to Florida Keys every day.

There is 1 airport near Florida Keys: Miami (MIA)

Search flight deals

When did momondo last update prices for flights from Illinois to Florida Keys?
Prices for flights from Illinois to Florida Keys are updated daily.
How many operators does momondo search for flights from Illinois to Florida Keys?
The number of operators available for flights from Illinois to Florida Keys is 7 as of November 2025.
How old do you have to be to fly from Illinois to Florida Keys?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Illinois to Florida Keys?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Florida Keys is Boeing 737-800 (20.14% of total bookings). The next most popular plane models are Airbus A321neo (13.94%), Boeing 737-900 (9.13%), and Airbus A320neo (7.30%).

Best airlines flying from Illinois to Florida Keys

Compare and see reviews for airlines that fly from Illinois to Florida Keys with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $218	Free Cancellation	Rating 7.9 8,007 reviews	Search Delta flights
United Airlines	PriceFrom $255	Free Cancellation	Rating 7.4 9,012 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Florida Keys?

It is quick and easy to find Illinois to Florida Keys flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Florida Keys that suits you.

Can I find flights from Illinois to Florida Keys with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to Florida Keys flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to Florida Keys?

momondo helps you find the best flight between Illinois and Florida Keys by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Illinois to Florida Keys right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Illinois to Florida Keys flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Wed 12/10

Wed 12/17

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Flights to New Yorkfrom $44

Flights to Los Angelesfrom $51

Flights to Miamifrom $48

Flights to Chicagofrom $58

Flights to Orlandofrom $47

Flights to Las Vegasfrom $40

Flights to San Franciscofrom $57

Flights to Washington, D.C.from $50

Flights to Bostonfrom $48

Flights to Atlantafrom $44

Flights to Dallasfrom $53

Flights to Seattlefrom $49

Cheap flights from Illinois to Florida Keys from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Florida Keys departing on 12/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Illinois to Florida Keys

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Illinois to Florida Keys

Our best Spirit Airlines deals on Illinois to Florida Keys flight tickets

Frontier flights from Illinois to Florida Keys

Our best Frontier deals on Illinois to Florida Keys flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Illinois to Florida Keys that are best for you.

See travel insights to Florida Keys from

How to get the cheapest flight ticket from Illinois to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florida Keys?

The month of January is another great option to travel to Florida Keys, with average flight prices from Illinois averaging around $234.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Illinois to Florida Keys is on a Monday when prices can be found for as low as $415. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $455.

What is the cheapest time of day to depart on your flight to Florida Keys?

What is the cheapest Illinois to Florida Keys flight route?

Fly from Chicago O'Hare Intl to Key West for the best Illinois - Florida Keys flight prices

How far in advance should I book a flight to Florida Keys?

What cabin class options are available on Illinois to Florida Keys flights?

There are 3 cabin classes available to choose from on Illinois to Florida Keys flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Illinois to Florida Keys.

What is the cheapest airline that flies from Illinois to Florida Keys?

Frontier and Spirit Airlines are the most popular carriers operating from Illinois to Florida Keys

What airlines fly to Florida Keys?

How many flights depart from Illinois to Florida Keys on average per day?

As of November 2025, there are 46 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 11:00AM, with 100% of flights taking off at noon.

How many flights depart from Illinois to Florida Keys on average per week?

324 flights are operational weekly from Illinois to Florida Keys as of November 2025. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.

How long is the flight from Illinois to Florida Keys?

On average, it takes 4h 20m to fly from Illinois to Florida Keys if you fly out of Chicago (the most popular airport in Illinois) and into Los Angeles (the most popular airport in Florida Keys). If you’re flying out of Moline and into Los Angeles, then the flight time is around 6h 17m.

Cheap Illinois to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Florida Keys

Fastest flight time

Direct flights

Airports in Florida Keys

When did momondo last update prices for flights from Illinois to Florida Keys?

How many operators does momondo search for flights from Illinois to Florida Keys?

How old do you have to be to fly from Illinois to Florida Keys?

What documentation or ID do you need to fly to Florida Keys?

What is the most popular plane model from Illinois to Florida Keys?

Best airlines flying from Illinois to Florida Keys

Compare and see reviews for airlines that fly from Illinois to Florida Keys with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Florida Keys?

Can I find flights from Illinois to Florida Keys with flexible booking policies on momondo?

How can momondo help me find flights from Illinois to Florida Keys?

I’m not ready to book a flight from Illinois to Florida Keys right now. Can momondo alert me if prices change?

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Popular flights according to clicks in the last 7 days on momondo