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

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

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

The number of flights available between Florida Keys and Illinois is 46 per day as of April 2026. The most frequent departure time is 6:00PM, with 41% of daily flights leaving in the evening.

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

As of April 2026, there are 326 flights per week flying from Florida Keys to Illinois. The most common day of the week flights depart is Thu, with 21% of flights taking off on this day.

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

Prices for flights from Florida Keys to Illinois are refreshed on a daily basis.

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

There are 6 operators available for flights from Florida Keys to Illinois as of April 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida Keys to Illinois.

What documentation or ID do you need to fly to Illinois?

The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$57 Cheap Flights from Florida Keys to Illinois in 2026

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Find the cheapest flights from Florida Keys to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 5:11 pm

MIA

ORD

11h 41m

1 stop

3:52 pm - 8:11 pm

ORD

MIA

3h 19mnonstop

$88Multiple Airlines

Thu, Apr 16 - Sun, Apr 19

2:17 pm - 4:54 pm

MIA

ORD

3h 37mnonstop

5:49 pm - 10:07 pm

ORD

MIA

3h 18mnonstop

$89Frontier

Thu, May 14 - Sun, May 17

10:41 am - 1:05 pm

MIA

ORD

3h 24mnonstop

6:40 am - 10:42 am

ORD

MIA

3h 02mnonstop

$91Spirit Airlines

Thu, Apr 16 - Sat, Apr 18

6:30 am - 5:11 pm

MIA

ORD

11h 41m

1 stop

7:50 am - 11:58 am

ORD

MIA

3h 08mnonstop

$93Spirit Airlines

Sat, Apr 25 - Mon, Apr 27

6:00 am - 10:24 am

MIA

MLI

5h 24m

1 stop

5:17 pm - 12:57 am

MLI

MIA

6h 40m

1 stop

$293Delta

Tue, Jun 23 - Tue, Jun 30

1:08 pm - 3:55 pm

EYW

ORD

3h 47mnonstop

1:50 pm - 6:16 pm

ORD

EYW

3h 26mnonstop

$309American Airlines

Fri, May 1 - Fri, May 8

4:47 pm - 1:27 am

EYW

ORD

9h 40m

1 stop

10:43 am - 3:07 pm

ORD

EYW

3h 24mnonstop

$319United Airlines

Fri, May 1 - Fri, May 8

6:00 am - 10:24 am

MIA

MLI

5h 24m

1 stop

5:17 pm - 12:57 am

MLI

MIA

6h 40m

1 stop

$321Delta

Thu, Jun 25 - Wed, Jul 1

4:18 pm - 10:57 pm

MIA

PIA

7h 39m

1 stop

8:05 am - 3:05 pm

PIA

MIA

6h 00m

1 stop

$369United Airlines

Wed, Apr 15 - Sun, Apr 19

5:18 pm - 10:02 pm

MIA

MLI

5h 44m

1 stop

10:57 am - 8:03 pm

MLI

MIA

8h 06m

2 stops

$422American Airlines

Wed, Jun 24 - Tue, Jun 30

Spirit Airlines flights from Florida Keys to Illinois

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

Spirit Airlines

Apr 9

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

Apr 10

ORD4:51 pmChicago O'Hare Intl

3h 06m

MIA8:57 pmMiami

$89

Spirit Airlines

Apr 9

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

Apr 18

ORD6:40 amChicago O'Hare Intl

3h 02m

MIA10:42 amMiami

$90

Spirit Airlines

Apr 9

MIA7:20 amMiami

3h 30m

ORD9:50 amChicago O'Hare Intl

Apr 14

ORD4:51 pmChicago O'Hare Intl

3h 06m

MIA8:57 pmMiami

$91

United Airlines flights from Florida Keys to Illinois

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

United Airlines

May 1

EYW4:47 pmKey West

9h 40m

1 stop

ORD1:27 amChicago O'Hare Intl

May 8

ORD10:43 amChicago O'Hare Intl

3h 24m

EYW3:07 pmKey West

$319

United Airlines

Apr 14

EYW3:52 pmKey West

3h 44m

ORD6:36 pmChicago O'Hare Intl

Apr 18

ORD7:00 amChicago O'Hare Intl

3h 24m

EYW11:24 amKey West

$369

United Airlines

Apr 16

EYW3:52 pmKey West

3h 44m

ORD6:36 pmChicago O'Hare Intl

Apr 19

ORD10:35 amChicago O'Hare Intl

3h 16m

EYW2:51 pmKey West

$459

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 4/16

6:30 am-5:11 pm

1 stop11h 41m

Chicago O'Hare Intl

Sun 4/19

3:52 pm-8:11 pm

Nonstop3h 19m

$88

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 5/14

2:17 pm-4:54 pm

Nonstop3h 37m

Chicago O'Hare Intl

Sun 5/17

5:49 pm-10:07 pm

Nonstop3h 18m

$89

Quickest round-trip

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 4/16

10:41 am-1:05 pm

Nonstop3h 24m

Chicago O'Hare Intl

Sat 4/18

6:40 am-10:42 am

Nonstop3h 02m

$91

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 4/25

6:30 am-5:11 pm

1 stop11h 41m

Chicago O'Hare Intl

Mon 4/27

7:50 am-11:58 am

Nonstop3h 08m

$93

MiamiMoline

MIA - MLI

MIAMLI

Miami

Tue 6/23

6:00 am-10:24 am

1 stop5h 24m

Moline Quad-City

Tue 6/30

5:17 pm-12:57 am

1 stop6h 40m

$293

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 5/1

1:08 pm-3:55 pm

Nonstop3h 47m

Chicago O'Hare Intl

Fri 5/8

1:50 pm-6:16 pm

Nonstop3h 26m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 5/1

4:47 pm-1:27 am

1 stop9h 40m

Chicago O'Hare Intl

Fri 5/8

10:43 am-3:07 pm

Nonstop3h 24m

$319

MiamiMoline

MIA - MLI

MIAMLI

Miami

Thu 6/25

6:00 am-10:24 am

1 stop5h 24m

Moline Quad-City

Wed 7/1

5:17 pm-12:57 am

1 stop6h 40m

$321

MiamiPeoria

MIA - PIA

MIAPIA

Miami

Wed 4/15

4:18 pm-10:57 pm

1 stop7h 39m

Greater Peoria

Sun 4/19

8:05 am-3:05 pm

1 stop6h 00m

$369

MiamiMoline

MIA - MLI

MIAMLI

Miami

Wed 6/24

5:18 pm-10:02 pm

1 stop5h 44m

Moline Quad-City

Tue 6/30

10:57 am-8:03 pm

2 stops8h 06m

$422

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 Florida Keys to Illinois

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 Illinois?

The cheapest month to fly to Illinois from Florida Keys is in February. Flight prices, which tend to average around $148, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $157.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Florida Keys to Illinois is on a Wednesday when prices can be found for as low as $332. Flights from Florida Keys to Illinois on a Sunday will generally be more expensive and average around $644. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Florida Keys to Illinois during this time can be as low as $427. Flights at noon are often more expensive with an average ticket price of $434.

What is the cheapest Florida Keys to Illinois flight route?

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

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Florida Keys when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $238 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Florida Keys for as low as $168 on momondo.

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

There are 4 cabin classes available to choose from on Florida Keys to Illinois 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 Florida Keys to Illinois flights?

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

Cheap Florida Keys to Illinois flight deals and tips

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

Fastest flight time	2h 50m
Direct flights	Every day
Airports in Illinois	98 airports

The fastest flight from Florida Keys to Illinois takes 2h 50m

Direct flights go from Florida Keys to Illinois every day.

There are 98 airports in Illinois. From Florida Keys there are direct flights to Chicago Midway (MDW), Lambert-St Louis (STL).

Search flight deals

Frequently asked questions about flying from Florida Keys to Illinois

When did momondo last update prices for flights from Florida Keys to Illinois?
Prices for flights from Florida Keys to Illinois are refreshed on a daily basis.
How many operators does momondo search for flights from Florida Keys to Illinois?
There are 6 operators available for flights from Florida Keys to Illinois as of April 2026.
How old do you have to be to fly from Florida Keys to Illinois?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida Keys to Illinois.
What documentation or ID do you need to fly to Illinois?
The required travel and health documents for your Illinois trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Florida Keys to Illinois?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Florida Keys to Illinois is Boeing 737-800 (18.81% of total bookings). The next most popular plane models are Airbus A321neo (13.39%), Boeing 737 MAX 8 (8.13%), and Boeing 737-900 (7.90%).

Best airlines flying from Florida Keys to Illinois

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $249	Free Cancellation	Rating 7.4 9,538 reviews		Search United Airlines flights
American Airlines	PriceFrom $344	Free Cancellation	Rating 7.1 11,551 reviews		Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois from Florida Keys.

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

Yes. All flights to Illinois from Florida Keys on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Florida Keys to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Florida Keys to Illinois 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.