How long is the flight from Illinois to Florida Keys?

On average, it takes 4h 15m 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 Peoria and into Los Angeles, then the flight time is around 6h 32m.

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

Southwest, Delta, and United Airlines are the most popular carriers operating from Illinois to Florida Keys

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

404 flights are operational weekly from Illinois to Florida Keys as of May 2026. The most popular departure day for this route is Wed, 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 May 2026, there are 57 flights per day flying from Illinois to Florida Keys. The most common time of day flights depart is 10:00AM, with 77% 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 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.

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 May 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.

$62 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.

1:50 pm - 11:05 pm

ORD

MIA

8h 15m

1 stop

8:30 am - 7:53 pm

MIA

ORD

12h 23m

1 stop

$134Frontier

Wed, Jul 15 - Wed, Jul 22

6:00 am - 1:20 pm

MDW

MIA

6h 20m

1 stop

5:26 pm - 10:11 pm

MIA

MDW

5h 45m

1 stop

$134Frontier

Tue, Jun 2 - Wed, Jun 10

3:42 pm - 10:48 pm

STL

MIA

6h 06m

1 stop

7:30 pm - 11:37 pm

MIA

STL

5h 07m

1 stop

$261Delta

Sat, Sep 5 - Sat, Sep 12

11:35 am - 3:29 pm

STL

MIA

2h 54mnonstop

11:22 am - 1:22 pm

MIA

STL

3h 00mnonstop

$264American Airlines

Sat, Sep 5 - Sat, Sep 12

4:19 pm - 2:01 pm

STL

EYW

20h 42m

1 stop

2:51 pm - 11:57 pm

EYW

STL

10h 06m

1 stop

$268Multiple Airlines

Thu, May 28 - Mon, Jun 1

4:17 pm - 11:25 am

STL

EYW

18h 08m

1 stop

11:46 am - 5:37 pm

EYW

STL

30h 51m

2 stops

$272Multiple Airlines

Sat, Jul 4 - Wed, Jul 8

1:22 pm - 7:51 pm

STL

EYW

5h 29m

1 stop

6:18 pm - 10:15 pm

EYW

STL

4h 57m

1 stop

$293Delta

Tue, Jul 7 - Tue, Jul 14

9:08 am - 3:43 pm

STL

EYW

5h 35m

1 stop

1:47 pm - 8:55 pm

EYW

STL

8h 08m

2 stops

$298American Airlines

Tue, Jul 7 - Tue, Jul 14

3:15 pm - 10:27 pm

MLI

MIA

6h 12m

1 stop

5:39 pm - 11:16 pm

MIA

MLI

6h 37m

1 stop

$329United Airlines

Fri, Jun 12 - Mon, Jun 15

2:33 pm - 10:27 pm

PIA

MIA

6h 54m

1 stop

5:39 pm - 11:20 pm

MIA

PIA

6h 41m

1 stop

$373United Airlines

Thu, Jun 11 - Wed, Jun 17

Frontier flights from Illinois to Florida Keys

Our best Frontier deals on Illinois to Florida Keys flight tickets

Frontier

Jun 2

MDW6:00 amChicago Midway

6h 20m

1 stop

MIA1:20 pmMiami

Jun 10

MIA5:26 pmMiami

5h 45m

1 stop

MDW10:11 pmChicago Midway

$134

Frontier

Jun 2

MDW12:27 pmChicago Midway

9h 20m

1 stop

MIA10:47 pmMiami

Jun 10

MIA5:26 pmMiami

5h 45m

1 stop

MDW10:11 pmChicago Midway

$139

Frontier

Jun 2

ORD1:29 pmChicago O'Hare Intl

8h 18m

1 stop

MIA10:47 pmMiami

Jun 10

MIA5:26 pmMiami

15h 37m

1 stop

ORD8:03 amChicago O'Hare Intl

$145

American Airlines flights from Illinois to Florida Keys

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

American Airlines

Jun 2

ORD5:00 amChicago O'Hare Intl

3h 13m

MIA9:13 amMiami

Jun 10

MIA9:50 pmMiami

3h 29m

ORD12:19 amChicago O'Hare Intl

$198

American Airlines

Jun 6

ORD6:00 pmChicago O'Hare Intl

3h 13m

MIA10:13 pmMiami

Jun 9

MIA9:01 pmMiami

3h 29m

ORD11:30 pmChicago O'Hare Intl

$214

American Airlines

Sep 5

STL11:35 amLambert-St Louis

2h 54m

MIA3:29 pmMiami

Sep 12

MIA11:22 amMiami

3h 00m

STL1:22 pmLambert-St Louis

$264

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 7/15

1:50 pm-11:05 pm

1 stop8h 15m

Miami

Wed 7/22

8:30 am-7:53 pm

1 stop12h 23m

$134

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 6/2

6:00 am-1:20 pm

1 stop6h 20m

Miami

Wed 6/10

5:26 pm-10:11 pm

1 stop5h 45m

$134

St. LouisMiami

STL - MIA

STLMIA

Lambert-St Louis

Sat 9/5

3:42 pm-10:48 pm

1 stop6h 06m

Miami

Sat 9/12

7:30 pm-11:37 pm

1 stop5h 07m

$261

Quickest round-trip

St. LouisMiami

STL - MIA

STLMIA

Lambert-St Louis

Sat 9/5

11:35 am-3:29 pm

Nonstop2h 54m

Miami

Sat 9/12

11:22 am-1:22 pm

Nonstop3h 00m

$264

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Thu 5/28

4:19 pm-2:01 pm

1 stop20h 42m

Key West

Mon 6/1

2:51 pm-11:57 pm

1 stop10h 06m

$268

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Sat 7/4

4:17 pm-11:25 am

1 stop18h 08m

Key West

Wed 7/8

11:46 am-5:37 pm

2 stops30h 51m

$272

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Tue 7/7

1:22 pm-7:51 pm

1 stop5h 29m

Key West

Tue 7/14

6:18 pm-10:15 pm

1 stop4h 57m

$293

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

Tue 7/7

9:08 am-3:43 pm

1 stop5h 35m

Key West

Tue 7/14

1:47 pm-8:55 pm

2 stops8h 08m

$298

MolineMiami

MLI - MIA

MLIMIA

Moline Quad-City

Fri 6/12

3:15 pm-10:27 pm

1 stop6h 12m

Miami

Mon 6/15

5:39 pm-11:16 pm

1 stop6h 37m

$329

PeoriaMiami

PIA - MIA

PIAMIA

Greater Peoria

Thu 6/11

2:33 pm-10:27 pm

1 stop6h 54m

Miami

Wed 6/17

5:39 pm-11:20 pm

1 stop6h 41m

$373

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 September 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 $425.

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 $290. 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 $399.

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 from Illinois 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.

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 35m
Direct flights	Every day
Airports in Florida Keys	3 airports

The fastest flight from Illinois to Florida Keys takes 2h 35m

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

Frequently asked questions about flying 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 May 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 (16.86% of total bookings). The next most popular plane models are Airbus A321neo (15.75%), Boeing 737-900 (8.75%), and Airbus A321-100/200 (8.50%).

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 6.2 8,625 reviews	Search Spirit Airlines flights
Delta	PriceFrom $168	Free Cancellation	Rating 7.9 8,454 reviews	Search Delta flights
United Airlines	PriceFrom $249	Free Cancellation	Rating 7.4 9,729 reviews	Search United Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,662 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.