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

The number of flights available between Chicago and Florida is 160 per day as of February 2026. The most frequent departure time is 18:00, with 42% 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

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

As of February 2026, there are 1,125 flights per week flying from Chicago to Florida. The most common day of the week flights depart is Fri, with 17% 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 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.

£29 Cheap Flights from Chicago to Florida in 2026

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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.

09:18 - 20:51

ORD

MIA

10h 33m

1 stop

07:12 - 09:39

MIA

ORD

3h 27mdirect

£63Spirit Airlines

Tue, 3 Mar - Sun, 8 Mar

12:44 - 20:05

ORD

FLL

6h 21m

1 stop

12:40 - 17:46

FLL

ORD

6h 06m

1 stop

£64Spirit Airlines

Tue, 24 Feb - Wed, 25 Feb

20:16 - 00:33

ORD

FLL

3h 17mdirect

18:15 - 00:40

FLL

ORD

7h 25m

1 stop

£66Spirit Airlines

Tue, 24 Feb - Sat, 28 Feb

09:28 - 20:07

ORD

MIA

9h 39m

1 stop

06:00 - 08:25

MIA

ORD

3h 25mdirect

£79Multiple Airlines

Wed, 18 Mar - Wed, 25 Mar

15:52 - 20:11

ORD

MIA

3h 19mdirect

15:47 - 18:15

MIA

ORD

3h 28mdirect

£90Multiple Airlines

Sat, 18 Apr - Mon, 20 Apr

17:56 - 21:49

ORD

TPA

2h 53mdirect

19:27 - 21:38

TPA

ORD

3h 11mdirect

£96United Airlines

Sat, 30 May - Sat, 6 Jun

07:14 - 11:37

ORD

MIA

3h 23mdirect

16:15 - 18:55

MIA

ORD

3h 40mdirect

£96United Airlines

Sun, 10 May - Wed, 13 May

15:52 - 20:11

ORD

MIA

3h 19mdirect

05:05 - 10:44

MIA

ORD

6h 39m

1 stop

£98Frontier

Sat, 18 Apr - Mon, 20 Apr

15:45 - 19:30

ORD

MCO

2h 45mdirect

07:30 - 09:45

MCO

ORD

3h 15mdirect

£115Southwest

Tue, 3 Mar - Sat, 7 Mar

11:55 - 15:40

ORD

TPA

2h 45mdirect

11:40 - 13:55

TPA

ORD

3h 15mdirect

£116Southwest

Wed, 4 Mar - Sat, 7 Mar

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

United Airlines

10 May

ORD07:14Chicago O'Hare Intl

3h 23m

MIA11:37Miami

13 May

MIA16:15Miami

3h 40m

ORD18:55Chicago O'Hare Intl

£96

United Airlines

28 Apr

ORD06:00Chicago O'Hare Intl

7h 27m

1 stop

MIA14:27Miami

29 Apr

MIA12:24Miami

3h 39m

ORD15:03Chicago O'Hare Intl

£100

United Airlines

3 Mar

ORD15:55Chicago O'Hare Intl

2h 49m

TPA19:44Tampa

7 Mar

TPA07:15Tampa

3h 06m

ORD09:21Chicago O'Hare Intl

£105

Southwest flights from Chicago to Florida

Our best Southwest deals on Chicago to Florida flight tickets

Southwest

3 Mar

ORD15:45Chicago O'Hare Intl

2h 45m

MCO19:30Orlando

7 Mar

MCO07:30Orlando

3h 15m

ORD09:45Chicago O'Hare Intl

£115

Southwest

4 Mar

ORD11:55Chicago O'Hare Intl

2h 45m

TPA15:40Tampa

7 Mar

TPA11:40Tampa

3h 15m

ORD13:55Chicago O'Hare Intl

£116

Southwest

21 Feb

ORD13:45Chicago O'Hare Intl

2h 45m

TPA17:30Tampa

28 Feb

TPA05:30Tampa

8h 30m

1 stop

ORD13:00Chicago O'Hare Intl

£126

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 3/3

09:18-20:51

1 stop10h 33m

Miami

Sun 8/3

07:12-09:39

Nonstop3h 27m

£63

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 24/2

12:44-20:05

1 stop6h 21m

Fort Lauderdale

Wed 25/2

12:40-17:46

1 stop6h 06m

£64

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 24/2

20:16-00:33

Nonstop3h 17m

Fort Lauderdale

Sat 28/2

18:15-00:40

1 stop7h 25m

£66

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 18/3

09:28-20:07

1 stop9h 39m

Miami

Wed 25/3

06:00-08:25

Nonstop3h 25m

£79

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 18/4

15:52-20:11

Nonstop3h 19m

Miami

Mon 20/4

15:47-18:15

Nonstop3h 28m

£90

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sat 30/5

17:56-21:49

Nonstop2h 53m

Tampa

Sat 6/6

19:27-21:38

Nonstop3h 11m

£96

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sun 10/5

07:14-11:37

Nonstop3h 23m

Miami

Wed 13/5

16:15-18:55

Nonstop3h 40m

£96

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 18/4

15:52-20:11

Nonstop3h 19m

Miami

Mon 20/4

05:05-10:44

1 stop6h 39m

£98

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 3/3

15:45-19:30

Nonstop2h 45m

Orlando

Sat 7/3

07:30-09:45

Nonstop3h 15m

£115

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Wed 4/3

11:55-15:40

Nonstop2h 45m

Tampa

Sat 7/3

11:40-13:55

Nonstop3h 15m

£116

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 £127, 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 £144.

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

The cheapest day to depart from Chicago to Florida is on a Tuesday. Travellers who choose to depart for Florida on a Tuesday will often find tickets for as low as £107. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around £494. 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 £99. 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 £168.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago O'Hare Intl to Fort Lauderdale 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 £195 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 £166 on momondo.

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

There are 2 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	£25
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 £25. 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 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).

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 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 17.98% of the total bookings. Other popular models include Boeing 737-800 with 15.44%, Airbus A321 (sharklets) with 11.05%, and Boeing 737 MAX 8 with 7.88%.

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.