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

JetBlue, Southwest, and Frontier are the most popular carriers operating from Chicago to Florida

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

As of June 2026, there are 206 flights per day flying from Chicago to Florida. The most common time of day flights depart is 7:00AM, with 51% of flights taking off at noon.

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

1,444 flights are operational weekly from Chicago to Florida as of June 2026. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.

What airlines fly to Florida?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Florida from Chicago according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Florida. Keep in mind that there are 7 different airlines that fly to Florida on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Chicago to Florida were last updated today.

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

The number of operators available for flights from Chicago to Florida is 6 as of June 2026.

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 travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$64 Cheap Flights from Chicago to Florida in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Florida

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:05 am - 12:22 pm

ORD

FLL

3h 17mnonstop

9:43 am - 12:15 pm

FLL

ORD

3h 32mnonstop

$123Frontier

Sat, Jul 25 - Mon, Aug 3

7:55 am - 12:12 pm

ORD

FLL

3h 17mnonstop

9:53 am - 12:25 pm

FLL

ORD

3h 32mnonstop

$124Frontier

Wed, Aug 26 - Fri, Sep 4

8:05 am - 12:22 pm

ORD

FLL

3h 17mnonstop

9:05 pm - 11:44 pm

FLL

ORD

3h 39mnonstop

$127Multiple Airlines

Wed, Jul 15 - Wed, Jul 15

6:10 pm - 10:05 pm

MDW

FLL

2h 55mnonstop

4:55 pm - 7:00 pm

FLL

MDW

3h 05mnonstop

$163Southwest

Wed, Sep 9 - Wed, Sep 16

6:10 pm - 10:05 pm

MDW

FLL

2h 55mnonstop

4:55 pm - 7:00 pm

FLL

MDW

3h 05mnonstop

$171Southwest

Tue, Aug 25 - Tue, Sep 1

5:55 am - 2:46 pm

ORD

MIA

7h 51m

1 stop

3:57 pm - 6:30 pm

MIA

ORD

3h 33mnonstop

$193United Airlines

Wed, Sep 16 - Mon, Sep 21

10:33 am - 2:57 pm

ORD

MIA

3h 24mnonstop

6:30 am - 12:29 pm

MIA

ORD

6h 59m

1 stop

$197United Airlines

Tue, Aug 4 - Sat, Aug 8

6:00 am - 10:07 am

ORD

MIA

3h 07mnonstop

10:05 pm - 12:35 am

MIA

ORD

3h 30mnonstop

$203American Airlines

Thu, Aug 13 - Mon, Aug 17

5:59 pm - 10:17 pm

ORD

MIA

3h 18mnonstop

8:59 pm - 11:30 pm

MIA

ORD

3h 31mnonstop

$204American Airlines

Sat, Aug 8 - Mon, Aug 10

6:40 am - 2:24 pm

ORD

RSW

6h 44m

1 stop

8:09 am - 2:09 pm

RSW

ORD

7h 00m

1 stop

$297Delta

Wed, Aug 19 - Sun, Aug 23

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American Airlines flights from Chicago to Florida

Our best American Airlines deals on Chicago to Florida flight tickets

American Airlines

Aug 13

ORD6:00 amChicago O'Hare Intl

3h 07m

MIA10:07 amMiami

Aug 17

MIA10:05 pmMiami

3h 30m

ORD12:35 amChicago O'Hare Intl

$203

American Airlines

Aug 8

ORD5:59 pmChicago O'Hare Intl

3h 18m

MIA10:17 pmMiami

Aug 10

MIA8:59 pmMiami

3h 31m

ORD11:30 pmChicago O'Hare Intl

$204

American Airlines

Aug 4

ORD4:05 pmChicago O'Hare Intl

3h 21m

MIA8:26 pmMiami

Aug 11

MIA5:00 amMiami

3h 34m

ORD7:34 amChicago O'Hare Intl

$207

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets

United Airlines

Sep 16

ORD5:55 amChicago O'Hare Intl

7h 51m

1 stop

MIA2:46 pmMiami

Sep 21

MIA3:57 pmMiami

3h 33m

ORD6:30 pmChicago O'Hare Intl

$193

United Airlines

Aug 4

ORD10:33 amChicago O'Hare Intl

3h 24m

MIA2:57 pmMiami

Aug 8

MIA6:30 amMiami

6h 59m

1 stop

ORD12:29 pmChicago O'Hare Intl

$197

United Airlines

Sep 15

ORD5:55 amChicago O'Hare Intl

7h 51m

1 stop

MIA2:46 pmMiami

Sep 23

MIA1:44 pmMiami

5h 53m

1 stop

ORD6:37 pmChicago O'Hare Intl

$202

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 7/25

8:05 am-12:22 pm

Nonstop3h 17m

Fort Lauderdale

Mon 8/3

9:43 am-12:15 pm

Nonstop3h 32m

$123

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 8/26

7:55 am-12:12 pm

Nonstop3h 17m

Fort Lauderdale

Fri 9/4

9:53 am-12:25 pm

Nonstop3h 32m

$124

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 7/15

8:05 am-12:22 pm

Nonstop3h 17m

Fort Lauderdale

Wed 7/15

9:05 pm-11:44 pm

Nonstop3h 39m

$127

Quickest round-trip

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Wed 9/9

6:10 pm-10:05 pm

Nonstop2h 55m

Fort Lauderdale

Wed 9/16

4:55 pm-7:00 pm

Nonstop3h 05m

$163

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

Tue 8/25

6:10 pm-10:05 pm

Nonstop2h 55m

Fort Lauderdale

Tue 9/1

4:55 pm-7:00 pm

Nonstop3h 05m

$171

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 9/16

5:55 am-2:46 pm

1 stop7h 51m

Miami

Mon 9/21

3:57 pm-6:30 pm

Nonstop3h 33m

$193

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 8/4

10:33 am-2:57 pm

Nonstop3h 24m

Miami

Sat 8/8

6:30 am-12:29 pm

1 stop6h 59m

$197

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 8/13

6:00 am-10:07 am

Nonstop3h 07m

Miami

Mon 8/17

10:05 pm-12:35 am

Nonstop3h 30m

$203

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 8/8

5:59 pm-10:17 pm

Nonstop3h 18m

Miami

Mon 8/10

8:59 pm-11:30 pm

Nonstop3h 31m

$204

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 8/19

6:40 am-2:24 pm

1 stop6h 44m

Fort Myers SW Florida Intl

Sun 8/23

8:09 am-2:09 pm

1 stop7h 00m

$297

Flights are sorted by cheapest round-trip 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?

In general, January is the cheapest month to fly from Chicago to Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $221. If you’re not able to fly to Florida in January, then August is your next best option. Flight prices from Chicago to Florida during August average around $225.

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

On average, the least expensive day to fly to Florida from Chicago is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $277. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Florida on Sunday is $332.

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

Flying to Florida from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $251 when looking at flights departing in the evening. Flights to Florida are more costly in the morning, with an average ticket price of $316. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago Greater Rockford to Fort Lauderdale for the best Chicago - Florida flight prices

How far in advance should I book a flight from Chicago 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 $276 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida from Chicago for as low as $236 on momondo.

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

There are 4 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	$50
Fastest flight time	2h 05m
Direct flights	Every day
Airports in Florida	256 airports

The best one-way flight to Florida from Chicago in the past 72 hours is $50. The best round-trip flight deal from Chicago to Florida found on momondo in the last 72 hours is $97.

The fastest flight from Chicago to Florida takes 2h 05m

Direct flights go from Chicago to Florida every day.

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

Search flight deals

Frequently asked questions about flying from Chicago to Florida

When did momondo last update prices for flights from Chicago to Florida?
Prices for flights from Chicago to Florida were last updated today.
How many operators does momondo search for flights from Chicago to Florida?
The number of operators available for flights from Chicago to Florida is 6 as of June 2026.
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 travel and health documents required for your trip to Florida can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Florida?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Florida is Airbus A321neo, representing 18.61% of all bookings. The subsequent popular models are Boeing 737-800 at 15.89%, Airbus A320-100/200 at 8.90%, and Airbus A321 (sharklets) at 8.37%.

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 $56	Free Cancellation	Rating 5.6 2,888 reviews	Search Frontier flights
Delta	PriceFrom $83	Free Cancellation	Rating 7.9 8,394 reviews	Search Delta flights
Allegiant Air	PriceFrom $84	Free Cancellation	Rating 7.3 695 reviews	Search Allegiant Air flights
JetBlue	PriceFrom $89	Free Cancellation	Rating 7.1 2,984 reviews	Search JetBlue flights
American Airlines	PriceFrom $156	Free Cancellation	Rating 7.1 11,662 reviews	Search American Airlines flights
Southwest	PriceFrom $157	Free Cancellation	Rating 7.9 4,235 reviews	Search Southwest flights
United Airlines	PriceFrom $157	Free Cancellation	Rating 7.4 9,827 reviews	Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Florida flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Florida that suits you.

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

Yes. All flights to Florida from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Florida flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Florida from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Popular cities in Florida

Flights to New Yorkfrom $83

Flights to Los Angelesfrom $69

Flights to Orlandofrom $65

Flights to Miamifrom $76

Flights to Chicagofrom $58

Flights to San Franciscofrom $56

Flights to Las Vegasfrom $50

Flights to Washington, D.C.from $56

Flights to Bostonfrom $62

Flights to Atlantafrom $50

Flights to Fort Lauderdalefrom $55

Flights to Dallasfrom $87

Cheap flights from Chicago to Florida from $64

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 7/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Chicago to Florida

Our best American 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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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?

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

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

Can stopping save me money on Chicago to Florida flights?

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

What airlines fly to Florida?

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

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

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

Frequently asked questions about flying 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?

An easier way to manage your Florida trip

We make it super easy to schedule, organize 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

Chicago flight routes

According to popular flight searches on momondo this year

Florida flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Florida

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Florida

List of cabin classes available on flights landing in Florida. Availability may vary depending on flight origin and airline.

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According to popular flight searches on momondo this year