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

As of December 2025, there are 410 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Wed, with 44% of flights taking off on this day.

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

The number of flights available between Chicago and Florida is 58 per day as of December 2025. The most frequent departure time is 07:00, with 47% of daily flights leaving at midday.

What is the cheapest airline that flies from Chicago to Florida?

Spirit Airlines, United Airlines, and Delta are the most popular carriers operating from Chicago to Florida

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

Prices for flights from Chicago to Florida are updated daily.

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

As of December 2025, there are 2 operators available to choose from for flights from Chicago to Florida.

How old do you have to be to fly from Chicago to Florida?

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 Chicago to Florida.

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

The required travel and health documents for your Florida 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 Florida. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

£40 Cheap Flights from Chicago to Florida in 2025/26

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Find the cheapest flights from Chicago to Florida

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One-way

Last minute

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Cheap return flights

Enter your travel dates to find the best prices.

07:20 - 11:35

ORD

FLL

3h 15mdirect

18:35 - 21:03

FLL

ORD

3h 28mdirect

£70Spirit Airlines

Sun, 11 Jan - Fri, 16 Jan

07:20 - 14:03

ORD

MCO

5h 43m1 stop

17:16 - 19:41

MCO

ORD

3h 25mdirect

£70Multiple Airlines

Mon, 12 Jan - Thu, 15 Jan

12:09 - 22:07

ORD

FLL

8h 58m1 stop

21:25 - 23:46

FLL

ORD

3h 21mdirect

£73Spirit Airlines

Wed, 7 Jan - Tue, 13 Jan

10:48 - 14:38

ORD

MCO

2h 50mdirect

18:59 - 23:47

MCO

ORD

5h 48m1 stop

£73Spirit Airlines

Mon, 26 Jan - Mon, 2 Feb

18:57 - 23:14

ORD

MIA

3h 17mdirect

11:15 - 10:47

MIA

ORD

24h 32m1 stop

£79Multiple Airlines

Sat, 31 Jan - Sat, 7 Feb

15:45 - 19:38

ORD

TPA

2h 53mdirect

12:25 - 14:28

TPA

ORD

3h 03mdirect

£113United Airlines

Wed, 7 Jan - Tue, 13 Jan

10:35 - 15:05

ORD

MIA

3h 30mdirect

16:19 - 18:55

MIA

ORD

3h 36mdirect

£114United Airlines

Tue, 27 Jan - Tue, 27 Jan

07:27 - 18:12

ORD

TPA

9h 45m1 stop

11:00 - 19:31

TPA

ORD

9h 31m1 stop

£134JetBlue

Mon, 2 Feb - Thu, 5 Feb

07:05 - 12:12

ORD

JAX

4h 07m1 stop

12:08 - 18:45

JAX

ORD

7h 37m1 stop

£216Delta

Tue, 13 Jan - Mon, 19 Jan

13:45 - 00:18

ORD

JAX

9h 33m1 stop

06:08 - 12:50

JAX

ORD

7h 42m1 stop

£221JetBlue

Sun, 19 Apr - Sat, 25 Apr

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets

Spirit Airlines

10 Jan

ORD05:15Chicago O'Hare Intl

3h 07m

FLL09:22Fort Lauderdale

12 Jan

FLL08:54Fort Lauderdale

3h 28m

ORD11:22Chicago O'Hare Intl

£70

Find similar

Spirit Airlines

26 Jan

ORD10:48Chicago O'Hare Intl

2h 50m

MCO14:38Orlando

2 Feb

MCO18:59Orlando

5h 48m

1 stop

ORD23:47Chicago O'Hare Intl

£73

Find similar

Spirit Airlines

24 Jan

ORD12:44Chicago O'Hare Intl

2h 47m

MCO16:31Orlando

31 Jan

MCO15:43Orlando

3h 09m

ORD17:52Chicago O'Hare Intl

£74

Find similar

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

United Airlines

18 Jan

ORD07:03Chicago O'Hare Intl

3h 12m

FLL11:15Fort Lauderdale

24 Jan

FLL07:00Fort Lauderdale

3h 27m

ORD09:27Chicago O'Hare Intl

£108

Find similar

United Airlines

7 Jan

ORD15:45Chicago O'Hare Intl

2h 53m

TPA19:38Tampa

13 Jan

TPA12:25Tampa

3h 03m

ORD14:28Chicago O'Hare Intl

£113

Find similar

United Airlines

27 Jan

ORD10:35Chicago O'Hare Intl

3h 30m

MIA15:05Miami

27 Jan

MIA16:19Miami

3h 36m

ORD18:55Chicago O'Hare Intl

£114

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sun 11/1

07:20-11:35

Nonstop3h 15m

Fort Lauderdale

Fri 16/1

18:35-21:03

Nonstop3h 28m

£70

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 12/1

07:20-14:03

1 stop5h 43m

Orlando

Thu 15/1

17:16-19:41

Nonstop3h 25m

£70

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 7/1

12:09-22:07

1 stop8h 58m

Fort Lauderdale

Tue 13/1

21:25-23:46

Nonstop3h 21m

£73

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 26/1

10:48-14:38

Nonstop2h 50m

Orlando

Mon 2/2

18:59-23:47

1 stop5h 48m

£73

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 31/1

18:57-23:14

Nonstop3h 17m

Miami

Sat 7/2

11:15-10:47

1 stop24h 32m

£79

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 7/1

15:45-19:38

Nonstop2h 53m

Tampa

Tue 13/1

12:25-14:28

Nonstop3h 03m

£113

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 27/1

10:35-15:05

Nonstop3h 30m

Miami

Tue 27/1

16:19-18:55

Nonstop3h 36m

£114

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Mon 2/2

07:27-18:12

1 stop9h 45m

Tampa

Thu 5/2

11:00-19:31

1 stop9h 31m

£134

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Tue 13/1

07:05-12:12

1 stop4h 07m

Jacksonville

Mon 19/1

12:08-18:45

1 stop7h 37m

£216

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sun 19/4

13:45-00:18

1 stop9h 33m

Jacksonville

Sat 25/4

06:08-12:50

1 stop7h 42m

£221

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How to get the cheapest flight ticket from Chicago to Florida

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?

The cheapest month to fly to Florida from Chicago is in August. Flight prices, which tend to average around £129, are often lower during this time because this is during the off-season. If you’re not able to fly to Florida in August, then July is your next best option. Flight prices from Chicago to Florida during July average around £147.

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

The cheapest day to depart from Chicago to Florida is on a Saturday. Travellers who choose to depart for Florida on a Saturday will often find tickets for as low as £100. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around £505. These prices are subject to change though, so be sure to set up a Price Alert for flights to Florida.

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

According to our data, the cheapest time of day to fly to Florida is in the afternoon. momondo users have found flights departing from Chicago to Florida in the afternoon for as low as £101. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Florida is in the morning when prices are around £230.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago - Florida flight prices

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

You are more likely to see cheaper flights to Florida from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida for around £203 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago for as low as £171 on momondo.

What cabin class options are available on Chicago to Florida flights?

There are 3 cabin classes available to choose from on Chicago to Florida 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 Chicago to Florida flights?

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

Cheap Chicago to Florida flight deals and tips

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

Best price found	£86
Fastest flight time	2h 32m
Direct flights	Every day
Airports in Florida	256 airports

The best one-way flight to Florida from Chicago in the past 72 hours is £86. The best return flight deal from Chicago to Florida found on momondo in the last 72 hours is £44.

The fastest flight from Chicago to Florida takes 2h 32m

Direct flights go from Chicago to Florida every day.

There are 256 airports in Florida. From Chicago there are direct flights to Jacksonville (JAX), Tampa (TPA), Orlando (MCO).

Search flight deals

When did momondo last update prices for flights from Chicago to Florida?
Prices for flights from Chicago to Florida are updated daily.
How many operators does momondo search for flights from Chicago to Florida?
As of December 2025, there are 2 operators available to choose from for flights from Chicago to Florida.
How old do you have to be to fly from Chicago to Florida?
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 Chicago to Florida.
What documentation or ID do you need to fly to Florida?
The required travel and health documents for your Florida 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 Florida. 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 Chicago to Florida?
Based on momondo bookings for flights between Chicago and Florida, the leading plane model is Airbus A321neo, making up 18.92% of the total bookings. Other popular models include Boeing 737-800 with 18.15%, Boeing 737 MAX 8 with 9.40%, and Boeing 737-900 with 7.81%.

Best airlines flying from Chicago to Florida

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom £21	Free Cancellation	Rating 5.8 3,082 reviews		Search Frontier flights
American Airlines	PriceFrom £104	Free Cancellation	Rating 7.2 11,053 reviews		Search American Airlines flights

Why use momondo?

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

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 Florida from Chicago.

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

Flights from Chicago to Florida with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Florida?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Florida from Chicago.

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

Yes momondo offers price alerts on flights to Florida from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Florida trip

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

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Find better results for your trip to Florida

Popular Cities in Florida

Flights to New Yorkfrom £265

Flights to Orlandofrom £269

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Flights to Miamifrom £359

Flights to San Franciscofrom £357

Flights to Bostonfrom £286

Flights to Chicagofrom £298

Flights to Las Vegasfrom £399

Flights to Washington, D.C.from £333

Flights to Atlantafrom £357

Flights to Dallasfrom £363

Flights to Houstonfrom £375

Cheap flights from Chicago to Florida 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 Chicago to Florida departing on 22/1. 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, great deals

Big names, great 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 Chicago to Florida

Cheap return flights

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Cheap last-minute flights

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Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

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

See travel insights to Florida from

How to get the cheapest flight ticket from Chicago to Florida

What is the cheapest month to fly to Florida?

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

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

What is the cheapest Chicago to Florida flight route?

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago - Florida flight prices

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

What cabin class options are available on Chicago to Florida flights?

There are 3 cabin classes available to choose from on Chicago to Florida 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 Chicago to Florida flights?

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

What is the cheapest airline that flies from Chicago to Florida?

Spirit Airlines, United Airlines, and Delta are the most popular carriers operating from Chicago to Florida

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

The number of flights available between Chicago and Florida is 58 per day as of December 2025. The most frequent departure time is 07:00, with 47% of daily flights leaving at midday.

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

As of December 2025, there are 410 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Wed, with 44% of flights taking off on this day.

Cheap Chicago to Florida flight deals and tips

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

Best price found

Fastest flight time

Direct flights

Airports in Florida

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

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

How old do you have to be to fly from Chicago to Florida?

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

What is the most popular plane model from Chicago to Florida?

Best airlines flying from Chicago to Florida

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

Why use momondo?

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

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

How can momondo help me find flights from Chicago to Florida?

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

An easier way to manage your Florida trip

We make it super easy to schedule, organise 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

Popular Cities in Florida

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