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

Spirit Airlines, American Airlines, and Southwest are the most popular carriers operating from Chicago to Florida

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

As of August 2025, there are 924 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Sat, with 19% 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 132 per day as of August 2025. The most frequent departure time is 18:00, with 53% of daily flights leaving at midday.

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 August 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.

£33 Cheap Flights from Chicago to Florida in 2025

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Find the cheapest flights from Chicago to Florida

Round-trip

One-way

Last minute

Direct

Cheap return flights

20:12 - 00:20ORD-FLL

3h 08mdirect

20:25 - 22:48FLL-ORD

3h 23mdirect

£66Spirit Airlines

Find Deal

Sat, 30 Aug - Sat, 6 Sep

17:21 - 21:00ORD-TPA

2h 39mdirect

08:14 - 10:17TPA-ORD

3h 03mdirect

£66Spirit Airlines

Find Deal

Sat, 30 Aug - Sat, 6 Sep

11:57 - 16:02ORD-FLL

3h 05mdirect

20:25 - 22:48FLL-ORD

3h 23mdirect

£70Spirit Airlines

Find Deal

Tue, 9 Sep - Mon, 15 Sep

14:02 - 18:17ORD-MIA

3h 15mdirect

12:23 - 14:52MIA-ORD

3h 29mdirect

£104United Airlines

Find Deal

Sat, 15 Nov - Tue, 18 Nov

13:50 - 21:15ORD-MIA

6h 25m1 stop

07:00 - 13:05MIA-ORD

7h 05m1 stop

£119Southwest

Find Deal

Tue, 16 Sep - Sun, 21 Sep

07:10 - 11:04ORD-MCO

2h 54mdirect

14:30 - 16:36MCO-ORD

3h 06mdirect

£119United Airlines

Find Deal

Mon, 1 Sep - Wed, 1 Oct

11:55 - 15:35ORD-TPA

2h 40mdirect

12:45 - 14:45TPA-ORD

3h 00mdirect

£120Southwest

Find Deal

Tue, 9 Dec - Wed, 17 Dec

07:00 - 19:28ORD-TPA

11h 28m1 stop

22:17 - 00:25TPA-ORD

3h 08mdirect

£178Frontier

Find Deal

Wed, 13 Aug - Mon, 18 Aug

08:05 - 12:13ORD-MIA

3h 08mdirect

06:20 - 08:40MIA-ORD

3h 20mdirect

£189American Airlines

Find Deal

Tue, 9 Sep - Sun, 14 Sep

14:50 - 19:02ORD-MIA

3h 12mdirect

07:02 - 12:58MIA-ORD

6h 56m1 stop

£220American Airlines

Find Deal

Mon, 10 Nov - Thu, 13 Nov

Spirit Airlines flights from Chicago to Florida

Our best Spirit Airlines deals on Chicago to Florida flight tickets

Spirit Airlines

30 Aug

ORD20:12Chicago O'Hare Intl

3h 08m

FLL00:20Fort Lauderdale

6 Sept

FLL20:25Fort Lauderdale

3h 23m

ORD22:48Chicago O'Hare Intl

£66

Find similar

Spirit Airlines

9 Sept

ORD11:57Chicago O'Hare Intl

3h 05m

FLL16:02Fort Lauderdale

15 Sept

FLL20:25Fort Lauderdale

3h 23m

ORD22:48Chicago O'Hare Intl

£70

Find similar

Spirit Airlines

3 Sept

ORD10:27Chicago O'Hare Intl

3h 22m

MIA14:49Miami

22 Sept

MIA07:00Miami

3h 18m

ORD09:18Chicago O'Hare Intl

£73

Find similar

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

United Airlines

15 Nov

ORD14:02Chicago O'Hare Intl

3h 15m

MIA18:17Miami

18 Nov

MIA12:23Miami

3h 29m

ORD14:52Chicago O'Hare Intl

£104

Find similar

United Airlines

1 Sept

ORD07:10Chicago O'Hare Intl

2h 54m

MCO11:04Orlando

1 Oct

MCO14:30Orlando

3h 06m

ORD16:36Chicago O'Hare Intl

£119

Find similar

United Airlines

1 Sept

ORD07:10Chicago O'Hare Intl

2h 54m

MCO11:04Orlando

4 Sept

MCO12:16Orlando

3h 06m

ORD14:22Chicago O'Hare Intl

£120

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 30/8

20:12-00:20

Nonstop3h 08m

Fort Lauderdale

Sat 6/9

20:25-22:48

Nonstop3h 23m

£66

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sat 30/8

17:21-21:00

Nonstop2h 39m

Tampa

Sat 6/9

08:14-10:17

Nonstop3h 03m

£66

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 9/9

11:57-16:02

Nonstop3h 05m

Fort Lauderdale

Mon 15/9

20:25-22:48

Nonstop3h 23m

£70

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 15/11

14:02-18:17

Nonstop3h 15m

Miami

Tue 18/11

12:23-14:52

Nonstop3h 29m

£104

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 16/9

13:50-21:15

1 stop6h 25m

Miami

Sun 21/9

07:00-13:05

1 stop7h 05m

£119

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 1/9

07:10-11:04

Nonstop2h 54m

Orlando

Wed 1/10

14:30-16:36

Nonstop3h 06m

£119

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Tue 9/12

11:55-15:35

Nonstop2h 40m

Tampa

Wed 17/12

12:45-14:45

Nonstop3h 00m

£120

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 13/8

07:00-19:28

1 stop11h 28m

Tampa

Mon 18/8

22:17-00:25

Nonstop3h 08m

£178

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 9/9

08:05-12:13

Nonstop3h 08m

Miami

Sun 14/9

06:20-08:40

Nonstop3h 20m

£189

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 10/11

14:50-19:02

Nonstop3h 12m

Miami

Thu 13/11

07:02-12:58

1 stop6h 56m

£220

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 £134, 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 September is your next best option. Flight prices from Chicago to Florida during September 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 Monday. Travellers who choose to depart for Florida on a Monday will often find tickets for as low as £126. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around £359. 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 £168. 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 £232.

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 £220 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 £182 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	£33
Fastest flight time	2h 25m
Direct flights	Every day
Airports in Florida	5 airports

The best one-way flight to Florida from Chicago in the past 72 hours is £33. The best return flight deal from Chicago to Florida found on momondo in the last 72 hours is £66.

The fastest flight from Chicago to Florida takes 2h 25m

Direct flights go from Chicago to Florida every day.

There are 5 airports near Florida: Jacksonville (JAX), Miami (MIA), Tampa (TPA), Fort Lauderdale (FLL), 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 August 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 20.11% of the total bookings. Other popular models include Airbus A321neo with 11.49%, Airbus A321-100/200 with 8.95%, and Boeing 737 MAX 8 with 8.79%.

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 3,241 reviews		Search Frontier flights
Spirit Airlines	PriceFrom £58	Free Cancellation	Rating 6.3 8,054 reviews		Search Spirit 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 £243

Flights to Orlandofrom £230

Flights to Los Angelesfrom £252

Flights to Miamifrom £234

Flights to San Franciscofrom £342

Flights to Bostonfrom £319

Flights to Las Vegasfrom £346

Flights to Chicagofrom £323

Flights to Washington, D.C.from £327

Flights to Atlantafrom £337

Flights to Dallasfrom £344

Flights to Houstonfrom £312

Cheap flights from Chicago to Florida from £33

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 9/9. 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

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

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, American 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 132 per day as of August 2025. The most frequent departure time is 18:00, with 53% of daily flights leaving at midday.

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

As of August 2025, there are 924 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Sat, with 19% 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