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

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

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

As of February 2026, there are 20 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 10:00AM, with 100% of flights taking off at noon.

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

143 flights are operational weekly from Illinois to Florida Keys as of February 2026. The most popular departure day for this route is Wed, with 41% of flights per week taking off on this day.

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 58% 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.

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 February 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.

$40 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.

9:05 pm - 1:20 am

ORD

MIA

3h 15mnonstop

7:12 am - 9:39 am

MIA

ORD

3h 27mnonstop

$82Multiple Airlines

Mon, Mar 9 - Wed, Mar 11

6:00 am - 10:13 am

MDW

MIA

3h 13mnonstop

11:13 am - 1:41 pm

MIA

MDW

3h 28mnonstop

$82Frontier

Mon, Mar 9 - Fri, Mar 13

7:23 pm - 11:39 pm

ORD

MIA

3h 16mnonstop

3:27 pm - 6:05 pm

MIA

ORD

3h 38mnonstop

$83Multiple Airlines

Tue, Mar 3 - Fri, May 1

9:18 am - 1:36 pm

ORD

MIA

3h 18mnonstop

7:12 am - 9:39 am

MIA

ORD

3h 27mnonstop

$84Spirit Airlines

Sat, Mar 7 - Wed, Mar 11

6:15 am - 10:28 am

MDW

MIA

3h 13mnonstop

11:13 am - 1:41 pm

MIA

MDW

3h 28mnonstop

$84Frontier

Sun, Mar 1 - Fri, Mar 6

7:23 pm - 11:39 pm

ORD

MIA

3h 16mnonstop

7:12 am - 9:39 am

MIA

ORD

3h 27mnonstop

$86Spirit Airlines

Wed, Feb 25 - Wed, Mar 4

7:00 am - 5:45 pm

STL

EYW

9h 45m

1 stop

4:05 pm - 9:07 pm

EYW

STL

6h 02m

1 stop

$223United Airlines

Wed, Mar 18 - Wed, Mar 25

5:00 am - 3:42 pm

STL

EYW

9h 42m

2 stops

4:05 pm - 9:07 pm

EYW

STL

6h 02m

1 stop

$228United Airlines

Wed, Mar 18 - Wed, Mar 25

1:34 pm - 10:37 pm

STL

EYW

8h 03m

1 stop

6:49 pm - 11:44 pm

EYW

STL

5h 55m

1 stop

$251American Airlines

Thu, Mar 5 - Wed, Mar 11

1:34 pm - 10:37 pm

STL

EYW

8h 03m

1 stop

7:45 am - 3:35 pm

EYW

STL

8h 50m

2 stops

$256American Airlines

Thu, Mar 5 - Wed, Mar 11

Spirit Airlines flights from Illinois to Florida Keys

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

Spirit Airlines

Mar 3

ORD7:23 pmChicago O'Hare Intl

3h 16m

MIA11:39 pmMiami

Mar 4

MIA7:12 amMiami

3h 27m

ORD9:39 amChicago O'Hare Intl

$83

Spirit Airlines

Mar 7

ORD9:18 amChicago O'Hare Intl

3h 18m

MIA1:36 pmMiami

Mar 11

MIA7:12 amMiami

3h 27m

ORD9:39 amChicago O'Hare Intl

$84

Spirit Airlines

Feb 25

ORD7:23 pmChicago O'Hare Intl

3h 16m

MIA11:39 pmMiami

Mar 4

MIA7:12 amMiami

3h 27m

ORD9:39 amChicago O'Hare Intl

$86

Frontier flights from Illinois to Florida Keys

Our best Frontier deals on Illinois to Florida Keys flight tickets

Frontier

Mar 9

MDW6:00 amChicago Midway

3h 13m

MIA10:13 amMiami

Mar 13

MIA11:13 amMiami

3h 28m

MDW1:41 pmChicago Midway

$82

Frontier

Mar 1

MDW6:15 amChicago Midway

3h 13m

MIA10:28 amMiami

Mar 5

MIA11:28 amMiami

3h 28m

MDW1:56 pmChicago Midway

$84

Frontier

Feb 21

ORD11:48 amChicago O'Hare Intl

3h 15m

MIA4:03 pmMiami

Mar 6

MIA1:00 pmMiami

3h 38m

ORD3:38 pmChicago O'Hare Intl

$85

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 3/9

9:05 pm-1:20 am

Nonstop3h 15m

Miami

Wed 3/11

7:12 am-9:39 am

Nonstop3h 27m

$82

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 3/9

6:00 am-10:13 am

Nonstop3h 13m

Miami

Fri 3/13

11:13 am-1:41 pm

Nonstop3h 28m

$82

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 3/3

7:23 pm-11:39 pm

Nonstop3h 16m

Miami

Fri 5/1

3:27 pm-6:05 pm

Nonstop3h 38m

$83

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 3/7

9:18 am-1:36 pm

Nonstop3h 18m

Miami

Wed 3/11

7:12 am-9:39 am

Nonstop3h 27m

$84

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 3/1

6:15 am-10:28 am

Nonstop3h 13m

Miami

Fri 3/6

11:13 am-1:41 pm

Nonstop3h 28m

$84

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 2/25

7:23 pm-11:39 pm

Nonstop3h 16m

Miami

Wed 3/4

7:12 am-9:39 am

Nonstop3h 27m

$86

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Wed 3/18

7:00 am-5:45 pm

1 stop9h 45m

Key West

Wed 3/25

4:05 pm-9:07 pm

1 stop6h 02m

$223

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Wed 3/18

5:00 am-3:42 pm

2 stops9h 42m

Key West

Wed 3/25

4:05 pm-9:07 pm

1 stop6h 02m

$228

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Thu 3/5

1:34 pm-10:37 pm

1 stop8h 03m

Key West

Wed 3/11

6:49 pm-11:44 pm

1 stop5h 55m

$251

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Thu 3/5

1:34 pm-10:37 pm

1 stop8h 03m

Key West

Wed 3/11

7:45 am-3:35 pm

2 stops8h 50m

$256

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 $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 $364. The most expensive day to fly to Florida Keys is Tuesday, with ticket prices averaging around $423.

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 $307. 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 $409.

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 $262 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 $213 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 7 as of February 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 Boeing 737-800 (16.50% of total bookings). The next most popular plane models are Airbus A321neo (16.12%), Boeing 737 MAX 8 (8.01%), and Boeing 737-900 (7.75%).

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 8,445 reviews	Search Spirit Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 8,181 reviews	Search Delta flights
United Airlines	PriceFrom $249	Free Cancellation	Rating 7.4 9,279 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 11,271 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

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Popular cities in Florida Keys

Flights to New Yorkfrom $52

Flights to Los Angelesfrom $46

Flights to Miamifrom $43

Flights to Chicagofrom $55

Flights to Orlandofrom $52

Flights to San Franciscofrom $58

Flights to Las Vegasfrom $46

Flights to Washington, D.C.from $25

Flights to Bostonfrom $65

Flights to Atlantafrom $49

Flights to Dallasfrom $54

Flights to Seattlefrom $66

Cheap flights from Illinois to Florida Keys from $40

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 4/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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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

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See travel insights to Florida Keys from

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

What is the cheapest month to fly to Florida Keys?

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

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?

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

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

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

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

What airlines fly to Florida Keys?

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

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

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

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

Illinois flight routes

According to popular flight searches on momondo this year

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