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 59% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 4 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

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

As of March 2026, there are 36 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 10:00AM, with 52% of flights taking off at noon.

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

257 flights are operational weekly from Illinois to Florida Keys as of March 2026. The most popular departure day for this route is Sat, with 29% of flights per week taking off on this day.

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

United Airlines, Delta, and Southwest 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 8 as of March 2026.

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.

$46 Cheap Flights from Illinois to Florida Keys in 2026

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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.

4:51 pm - 8:57 pm

ORD

MIA

3h 06mnonstop

12:04 pm - 2:42 pm

MIA

ORD

3h 38mnonstop

$99Multiple Airlines

Tue, Apr 7 - Thu, Apr 9

7:55 am - 12:14 pm

ORD

MIA

3h 19mnonstop

10:41 am - 1:05 pm

MIA

ORD

3h 24mnonstop

$100Multiple Airlines

Fri, Apr 10 - Fri, Apr 17

10:55 am - 3:00 pm

ORD

MIA

3h 05mnonstop

7:20 am - 9:50 am

MIA

ORD

3h 30mnonstop

$102Spirit Airlines

Tue, Apr 7 - Thu, Apr 9

3:52 pm - 8:11 pm

ORD

MIA

3h 19mnonstop

9:21 pm - 11:59 pm

MIA

ORD

3h 38mnonstop

$104Frontier

Thu, Apr 23 - Thu, Apr 30

4:51 pm - 8:57 pm

ORD

MIA

3h 06mnonstop

7:20 am - 9:50 am

MIA

ORD

3h 30mnonstop

$106Spirit Airlines

Thu, Apr 9 - Tue, Apr 14

6:30 am - 10:40 am

MDW

MIA

3h 10mnonstop

1:10 pm - 10:14 pm

MIA

MDW

10h 04m

1 stop

$106Frontier

Mon, Apr 13 - Wed, Apr 15

3:24 pm - 9:53 pm

STL

EYW

5h 29m

1 stop

8:20 am - 2:33 pm

EYW

STL

7h 13m

1 stop

$253American Airlines

Tue, May 12 - Tue, May 19

7:05 am - 4:30 pm

STL

EYW

8h 25m

2 stops

6:45 am - 10:16 am

EYW

STL

4h 31m

1 stop

$258American Airlines

Tue, May 12 - Tue, May 19

5:17 pm - 3:48 pm

MLI

EYW

21h 31m

1 stop

11:54 am - 8:34 am

EYW

MLI

21h 40m

1 stop

$268Allegiant Air

Sat, Apr 25 - Sat, May 2

5:17 pm - 3:48 pm

MLI

EYW

21h 31m

1 stop

12:39 pm - 8:34 am

EYW

MLI

20h 55m

1 stop

$272Allegiant Air

Sat, Apr 25 - Wed, Apr 29

Southwest flights from Illinois to Florida Keys

Our best Southwest deals on Illinois to Florida Keys flight tickets

Southwest

May 13

STL1:10 pmLambert-St Louis

2h 40m

MIA4:50 pmMiami

May 13

MIA6:20 pmMiami

4h 40m

1 stop

STL10:00 pmLambert-St Louis

$285

Southwest

May 9

STL10:30 amLambert-St Louis

2h 40m

MIA2:10 pmMiami

May 12

MIA7:00 amMiami

4h 50m

1 stop

STL10:50 amLambert-St Louis

$316

Southwest

Apr 21

STL1:10 pmLambert-St Louis

2h 40m

MIA4:50 pmMiami

Apr 25

MIA12:05 pmMiami

8h 05m

2 stops

STL7:10 pmLambert-St Louis

$321

Spirit Airlines flights from Illinois to Florida Keys

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

Spirit Airlines

Apr 7

ORD10:55 amChicago O'Hare Intl

3h 05m

MIA3:00 pmMiami

Apr 9

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

$102

Spirit Airlines

Mar 31

ORD4:51 pmChicago O'Hare Intl

3h 06m

MIA8:57 pmMiami

Apr 11

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

$104

Spirit Airlines

Apr 9

ORD4:51 pmChicago O'Hare Intl

3h 06m

MIA8:57 pmMiami

Apr 14

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

$106

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 4/7

4:51 pm-8:57 pm

Nonstop3h 06m

Miami

Thu 4/9

12:04 pm-2:42 pm

Nonstop3h 38m

$99

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Fri 4/10

7:55 am-12:14 pm

Nonstop3h 19m

Miami

Fri 4/17

10:41 am-1:05 pm

Nonstop3h 24m

$100

Quickest round-trip

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 4/7

10:55 am-3:00 pm

Nonstop3h 05m

Miami

Thu 4/9

7:20 am-9:50 am

Nonstop3h 30m

$102

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 4/23

3:52 pm-8:11 pm

Nonstop3h 19m

Miami

Thu 4/30

9:21 pm-11:59 pm

Nonstop3h 38m

$104

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 4/9

4:51 pm-8:57 pm

Nonstop3h 06m

Miami

Tue 4/14

7:20 am-9:50 am

Nonstop3h 30m

$106

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 4/13

6:30 am-10:40 am

Nonstop3h 10m

Miami

Wed 4/15

1:10 pm-10:14 pm

1 stop10h 04m

$106

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Tue 5/12

3:24 pm-9:53 pm

1 stop5h 29m

Key West

Tue 5/19

8:20 am-2:33 pm

1 stop7h 13m

$253

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Tue 5/12

7:05 am-4:30 pm

2 stops8h 25m

Key West

Tue 5/19

6:45 am-10:16 am

1 stop4h 31m

$258

MolineKey West

MLI - EYW

MLIEYW

Moline Quad-City

Sat 4/25

5:17 pm-3:48 pm

1 stop21h 31m

Key West

Sat 5/2

11:54 am-8:34 am

1 stop21h 40m

$268

MolineKey West

MLI - EYW

MLIEYW

Moline Quad-City

Sat 4/25

5:17 pm-3:48 pm

1 stop21h 31m

Key West

Wed 4/29

12:39 pm-8:34 am

1 stop20h 55m

$272

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 October is another great option to travel to Florida Keys, with average flight prices from Illinois averaging around $237.

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 $350. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $403.

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 $284. 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 morning are often more expensive with an average ticket price of $396.

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 $261 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 $214 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	3 airports

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

Direct flights go from Illinois to Florida Keys every day.

There are 3 airports in Florida Keys. From Illinois there are direct flights to 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 8 as of March 2026.
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 Airbus A321neo (17.17% of total bookings). The next most popular plane models are Boeing 737-800 (15.07%), Airbus A321-100/200 (8.12%), and Boeing 737-900 (7.41%).

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
Spirit Airlines	PriceFrom $145	Free Cancellation	Rating 6.3 8,552 reviews	Search Spirit Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 8,357 reviews	Search Delta flights
United Airlines	PriceFrom $249	Free Cancellation	Rating 7.4 9,500 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,520 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.