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

The number of flights available between Chicago and Florida is 68 per day as of October 2025. The most frequent departure time is 07:00, with 50% of daily flights leaving at midday.

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

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

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

As of October 2025, there are 479 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Fri, with 31% of flights taking off on this day.

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 October 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.

£38 Cheap Flights from Chicago to Florida in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Florida

Round-trip

One-way

Last minute

Direct

Cheap return flights

Enter your travel dates to find the best prices.

15:26 - 19:45ORD-FLL

3h 19mdirect

12:14 - 21:48FLL-ORD

10h 34m1 stop

£75Spirit Airlines

Find Deal

Sat, 6 Dec - Wed, 10 Dec

05:00 - 09:10ORD-FLL

3h 10mdirect

21:45 - 00:09FLL-ORD

3h 24mdirect

£76Spirit Airlines

Find Deal

Thu, 11 Dec - Mon, 15 Dec

10:50 - 14:59ORD-FLL

3h 09mdirect

16:13 - 18:40FLL-ORD

3h 27mdirect

£99United Airlines

Find Deal

Sat, 6 Dec - Tue, 9 Dec

16:25 - 20:10ORD-MCO

2h 45mdirect

09:05 - 11:10MCO-ORD

3h 05mdirect

£104Southwest

Find Deal

Sat, 14 Feb - Sat, 28 Feb

16:25 - 20:10ORD-MCO

2h 45mdirect

08:20 - 12:15MCO-ORD

4h 55m1 stop

£112Southwest

Find Deal

Sat, 14 Feb - Sat, 21 Feb

10:55 - 15:10ORD-MIA

3h 15mdirect

16:16 - 18:45MIA-ORD

3h 29mdirect

£115United Airlines

Find Deal

Tue, 16 Dec - Tue, 16 Dec

08:26 - 19:15ORD-MIA

9h 49m1 stop

19:07 - 00:11MIA-ORD

6h 04m1 stop

£147Frontier

Find Deal

Fri, 14 Nov - Mon, 17 Nov

05:40 - 09:37ORD-TPA

2h 57mdirect

10:42 - 12:51TPA-ORD

3h 09mdirect

£212Frontier

Find Deal

Fri, 13 Feb - Mon, 16 Feb

16:40 - 20:50ORD-MIA

3h 10mdirect

22:07 - 00:37MIA-ORD

3h 30mdirect

£216American Airlines

Find Deal

Fri, 14 Nov - Mon, 17 Nov

16:40 - 20:50ORD-MIA

3h 10mdirect

22:07 - 00:37MIA-ORD

3h 30mdirect

£218American Airlines

Find Deal

Fri, 14 Nov - Mon, 17 Nov

American Airlines flights from Chicago to Florida

Our best American Airlines deals on Chicago to Florida flight tickets

American Airlines

14 Nov

ORD16:40Chicago O'Hare Intl

3h 10m

MIA20:50Miami

17 Nov

MIA22:07Miami

3h 30m

ORD00:37Chicago O'Hare Intl

£216

Find similar

American Airlines

14 Nov

ORD16:40Chicago O'Hare Intl

3h 10m

MIA20:50Miami

17 Nov

MIA22:07Miami

3h 30m

ORD00:37Chicago O'Hare Intl

£218

Find similar

American Airlines

14 Nov

ORD16:40Chicago O'Hare Intl

3h 10m

MIA20:50Miami

17 Nov

MIA16:12Miami

6h 03m

1 stop

ORD21:15Chicago O'Hare Intl

£228

Find similar

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets

Spirit Airlines

6 Dec

ORD15:26Chicago O'Hare Intl

3h 19m

FLL19:45Fort Lauderdale

10 Dec

FLL12:14Fort Lauderdale

10h 34m

1 stop

ORD21:48Chicago O'Hare Intl

£75

Find similar

Spirit Airlines

11 Dec

ORD05:00Chicago O'Hare Intl

3h 10m

FLL09:10Fort Lauderdale

15 Dec

FLL21:45Fort Lauderdale

3h 24m

ORD00:09Chicago O'Hare Intl

£76

Find similar

Spirit Airlines

14 Nov

ORD15:26Chicago O'Hare Intl

3h 11m

FLL19:37Fort Lauderdale

22 Nov

FLL21:05Fort Lauderdale

3h 24m

ORD23:29Chicago O'Hare Intl

£77

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 6/12

15:26-19:45

Nonstop3h 19m

Fort Lauderdale

Wed 10/12

12:14-21:48

1 stop10h 34m

£75

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 11/12

05:00-09:10

Nonstop3h 10m

Fort Lauderdale

Mon 15/12

21:45-00:09

Nonstop3h 24m

£76

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 6/12

10:50-14:59

Nonstop3h 09m

Fort Lauderdale

Tue 9/12

16:13-18:40

Nonstop3h 27m

£99

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 14/2

16:25-20:10

Nonstop2h 45m

Orlando

Sat 28/2

09:05-11:10

Nonstop3h 05m

£104

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 14/2

16:25-20:10

Nonstop2h 45m

Orlando

Sat 21/2

08:20-12:15

1 stop4h 55m

£112

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 16/12

10:55-15:10

Nonstop3h 15m

Miami

Tue 16/12

16:16-18:45

Nonstop3h 29m

£115

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Fri 14/11

08:26-19:15

1 stop9h 49m

Miami

Mon 17/11

19:07-00:11

1 stop6h 04m

£147

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Fri 13/2

05:40-09:37

Nonstop2h 57m

Tampa

Mon 16/2

10:42-12:51

Nonstop3h 09m

£212

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Fri 14/11

16:40-20:50

Nonstop3h 10m

Miami

Mon 17/11

22:07-00:37

Nonstop3h 30m

£216

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Fri 14/11

16:40-20:50

Nonstop3h 10m

Miami

Mon 17/11

22:07-00:37

Nonstop3h 30m

£218

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 £132, 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 £150.

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

The cheapest day to depart from Chicago to Florida is on a Friday. Travellers who choose to depart for Florida on a Friday will often find tickets for as low as £118. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around £512. 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 £103. 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 £149.

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 £211 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 £179 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	£75
Fastest flight time	2h 10m
Direct flights	Every day
Airports in Florida	2 airports

The best one-way flight to Florida from Chicago in the past 72 hours is £75. 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 10m

Direct flights go from Chicago to Florida every day.

There are 2 airports near Florida: Jacksonville (JAX), Tampa (TPA)

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 October 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 Boeing 737-800, making up 19.61% of the total bookings. Other popular models include Airbus A321neo with 17.63%, Boeing 737 MAX 8 with 9.54%, and Boeing 737-900 with 8.65%.

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 £22	Free Cancellation	Rating 5.8 3,123 reviews		Search Frontier flights
American Airlines	PriceFrom £106	Free Cancellation	Rating 7.2 11,033 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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 30/11

Sun 7/12

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Florida

Popular Cities in Florida

Flights to New Yorkfrom £252

Flights to Orlandofrom £250

Flights to Los Angelesfrom £349

Flights to Miamifrom £348

Flights to San Franciscofrom £354

Flights to Bostonfrom £325

Flights to Chicagofrom £342

Flights to Las Vegasfrom £413

Flights to Washington, D.C.from £313

Flights to Atlantafrom £357

Flights to Dallasfrom £361

Flights to Houstonfrom £354

Cheap flights from Chicago to Florida from £38

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 3/3. 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

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

American Airlines flights from Chicago to Florida

Our best American Airlines deals on Chicago to Florida flight tickets

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets

momondo Fare Finder

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

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

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, Frontier, and United Airlines 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 68 per day as of October 2025. The most frequent departure time is 07:00, with 50% of daily flights leaving at midday.

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

As of October 2025, there are 479 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Fri, with 31% 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