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

As of September 2025, there are 981 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Mon, with 17% 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 140 per day as of September 2025. The most frequent departure time is 10:00, with 47% of daily flights leaving at midday.

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

Spirit Airlines, United Airlines, and Southwest 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 September 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.

£37 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

18:58 - 22:50ORD-MCO

2h 52mdirect

15:53 - 17:53MCO-ORD

3h 00mdirect

£69Spirit Airlines

Find Deal

Wed, 8 Oct - Tue, 14 Oct

11:55 - 15:57ORD-FLL

3h 02mdirect

16:18 - 18:38FLL-ORD

3h 20mdirect

£72Spirit Airlines

Find Deal

Fri, 17 Oct - Tue, 21 Oct

11:36 - 23:59ORD-TPA

11h 23m1 stop

05:01 - 07:10TPA-ORD

3h 09mdirect

£84Frontier

Find Deal

Thu, 2 Oct - Sun, 5 Oct

10:27 - 14:29ORD-MIA

3h 02mdirect

05:01 - 10:35MIA-ORD

6h 34m1 stop

£90

Find Deal

Thu, 30 Oct - Thu, 6 Nov

17:17 - 21:06ORD-MCO

2h 49mdirect

18:32 - 23:20MCO-ORD

5h 48m1 stop

£92

Find Deal

Thu, 2 Oct - Sun, 5 Oct

12:37 - 19:27ORD-TPA

5h 50m1 stop

20:35 - 22:36TPA-ORD

3h 01mdirect

£99Frontier

Find Deal

Tue, 18 Nov - Thu, 20 Nov

11:55 - 15:35ORD-TPA

2h 40mdirect

12:45 - 14:45TPA-ORD

3h 00mdirect

£101Southwest

Find Deal

Wed, 12 Nov - Tue, 18 Nov

13:50 - 21:55ORD-FLL

7h 05m1 stop

06:30 - 11:50FLL-ORD

6h 20m1 stop

£116Southwest

Find Deal

Fri, 17 Oct - Wed, 29 Oct

19:00 - 22:53ORD-MCO

2h 53mdirect

08:53 - 10:55MCO-ORD

3h 02mdirect

£169American Airlines

Find Deal

Sun, 26 Oct - Fri, 31 Oct

17:10 - 20:53ORD-MCO

2h 43mdirect

18:06 - 20:00MCO-ORD

2h 54mdirect

£169American Airlines

Find Deal

Fri, 24 Oct - Tue, 28 Oct

Frontier flights from Chicago to Florida

Our best Frontier deals on Chicago to Florida flight tickets

Frontier

2 Oct

ORD11:36Chicago O'Hare Intl

11h 23m

1 stop

TPA23:59Tampa

5 Oct

TPA05:01Tampa

3h 09m

ORD07:10Chicago O'Hare Intl

£84

Find similar

Frontier

18 Nov

ORD12:37Chicago O'Hare Intl

5h 50m

1 stop

TPA19:27Tampa

20 Nov

TPA20:35Tampa

3h 01m

ORD22:36Chicago O'Hare Intl

£99

Find similar

Frontier

30 Oct

ORD11:50Chicago O'Hare Intl

12h 04m

1 stop

MIA00:54Miami

6 Nov

MIA05:01Miami

6h 34m

1 stop

ORD10:35Chicago O'Hare Intl

£105

Find similar

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

United Airlines

12 Nov

ORD09:15Chicago O'Hare Intl

8h 17m

1 stop

TPA18:32Tampa

18 Nov

TPA12:30Tampa

2h 59m

ORD14:29Chicago O'Hare Intl

£105

Find similar

United Airlines

8 Nov

ORD15:43Chicago O'Hare Intl

2h 52m

TPA19:35Tampa

11 Nov

TPA07:30Tampa

2h 59m

ORD09:29Chicago O'Hare Intl

£108

Find similar

United Airlines

19 Nov

ORD07:30Chicago O'Hare Intl

2h 50m

TPA11:20Tampa

19 Nov

TPA12:30Tampa

2h 59m

ORD14:29Chicago O'Hare Intl

£112

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 8/10

18:58-22:50

Nonstop2h 52m

Orlando

Tue 14/10

15:53-17:53

Nonstop3h 00m

£69

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Fri 17/10

11:55-15:57

Nonstop3h 02m

Fort Lauderdale

Tue 21/10

16:18-18:38

Nonstop3h 20m

£72

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Thu 2/10

11:36-23:59

1 stop11h 23m

Tampa

Sun 5/10

05:01-07:10

Nonstop3h 09m

£84

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 30/10

10:27-14:29

Nonstop3h 02m

Miami

Thu 6/11

05:01-10:35

1 stop6h 34m

£90

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 2/10

17:17-21:06

Nonstop2h 49m

Orlando

Sun 5/10

18:32-23:20

1 stop5h 48m

£92

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Tue 18/11

12:37-19:27

1 stop5h 50m

Tampa

Thu 20/11

20:35-22:36

Nonstop3h 01m

£99

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 12/11

11:55-15:35

Nonstop2h 40m

Tampa

Tue 18/11

12:45-14:45

Nonstop3h 00m

£101

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Fri 17/10

13:50-21:55

1 stop7h 05m

Fort Lauderdale

Wed 29/10

06:30-11:50

1 stop6h 20m

£116

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 26/10

19:00-22:53

Nonstop2h 53m

Orlando

Fri 31/10

08:53-10:55

Nonstop3h 02m

£169

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 24/10

17:10-20:53

Nonstop2h 43m

Orlando

Tue 28/10

18:06-20:00

Nonstop2h 54m

£169

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 £128, 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 £145.

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 £115. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around £344. 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 £115. 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 £144.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago Midway to Orlando 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 £208 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 £172 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	£79
Fastest flight time	2h 10m
Direct flights	Every day
Airports in Florida	3 airports

The best one-way flight to Florida from Chicago in the past 72 hours is £79. The best return flight deal from Chicago to Florida found on momondo in the last 72 hours is £43.

The fastest flight from Chicago to Florida takes 2h 10m

Direct flights go from Chicago to Florida every day.

There are 3 airports near Florida: 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 September 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 20.32% of the total bookings. Other popular models include Airbus A321neo with 12.71%, Airbus A321-100/200 with 9.79%, and Boeing 737 MAX 8 with 8.99%.

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 3,172 reviews		Search Frontier flights
American Airlines	PriceFrom £102	Free Cancellation	Rating 7.2 10,000 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

Thu 16/10

Thu 23/10

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 £257

Flights to Orlandofrom £269

Flights to Los Angelesfrom £293

Flights to Miamifrom £289

Flights to San Franciscofrom £312

Flights to Bostonfrom £291

Flights to Las Vegasfrom £379

Flights to Chicagofrom £316

Flights to Washington, D.C.from £316

Flights to Atlantafrom £361

Flights to Dallasfrom £352

Flights to Houstonfrom £392

Cheap flights from Chicago to Florida from £37

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 23/10. 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

Frontier flights from Chicago to Florida

Our best Frontier 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

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 Midway to Orlando 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 Southwest 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 140 per day as of September 2025. The most frequent departure time is 10:00, with 47% of daily flights leaving at midday.

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

As of September 2025, there are 981 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Mon, with 17% 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