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Cheap flights from Chicago to Florida from £52

CHI — MIA
18 Oct — 25 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Florida

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Florida

Sat 24/1006:10 -
1 stop7h 58m
Sat 31/1021:35 -
Nonstop3h 22m
Deal found 17/9£88
Wed 2/1207:00 -
Nonstop3h 10m
Thu 10/1208:00 -
1 stop9h 42m
Deal found 15/9£95
Sat 24/1006:10 -
1 stop7h 58m
Tue 27/1011:15 -
Nonstop3h 29m
Deal found 16/9£99
Wed 14/1007:00 -
Nonstop3h 14m
Wed 21/1007:00 -
Nonstop3h 27m
Deal found 16/9£105
Wed 14/1008:30 -
1 stop8h 14m
Wed 21/1018:30 -
1 stop6h 56m
Deal found 15/9£106
Sat 24/1006:10 -
1 stop8h 59m
Mon 26/1021:35 -
Nonstop3h 22m
Deal found 17/9£108
Sat 17/1012:38 -
1 stop8h 21m
Tue 20/1011:25 -
Nonstop3h 25m
Deal found 17/9£110
Sat 24/1006:10 -
1 stop8h 59m
Wed 28/1006:00 -
1 stop7h 00m
Deal found 15/9£111
Mon 2/1114:50 -
Nonstop3h 13m
Wed 4/1106:00 -
1 stop6h 59m
Deal found 17/9£114
Sat 17/1014:55 -
Nonstop3h 09m
Sat 24/1021:15 -
Nonstop3h 15m
Deal found 16/9£114
Sat 10/1010:38 -
Nonstop3h 21m
Wed 14/1012:26 -
Nonstop3h 29m
Deal found 15/9£130
Mon 26/1007:00 -
Nonstop3h 11m
Thu 29/1008:51 -
Nonstop3h 34m
Deal found 15/9£131

Find flight deals from Chicago to Florida

Round-trip from

£88

One-way from

£52

Popular in

June

Cheapest in

January

Average price

£193

Good round-trip deal

£307 or less

Good one-way deal

£147 or less
JetBlue
  • JetBlue
  • 24/10-31/10
  • 1 total stop
  • 11h 20m total
  • Chicago to Florida
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JetBlue
  • JetBlue
  • 20/10-31/12
  • 1 total stop
  • 8h 21m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£22 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease (£6 potential savings vs. average return price).
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Average for round-trip flights in September 2026
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Price to beat on a round-trip flight from Chicago (CHI) to Florida.
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Price to beat on a one-way flight from Chicago (CHI) to Florida.
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Wed 18/11

13:00-22:32

1 stop8h 32m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£53

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Wed 18/11

10:52-15:03

Nonstop3h 11m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£53

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Wed 4/11

05:30-15:46

1 stop9h 16m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£57

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Mon 16/11

05:30-15:46

1 stop9h 16m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£64

ChicagoMiami

ORD Chicago O'Hare Intl - MIA Miami

ORDMIA

Chicago O'Hare Intl

Thu 26/11

07:00-11:11

Nonstop3h 11m

Miami

Wed 31/12

00:00-23:00

Nonstop0h 00m

£66

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Tue 29/12

20:03-00:29

Nonstop3h 26m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£74

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 23/1

07:10-13:29

1 stop5h 19m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£82

ChicagoMiami

ORD Chicago O'Hare Intl - MIA Miami

ORDMIA

Chicago O'Hare Intl

Sat 10/10

11:09-17:46

1 stop5h 37m

Miami

Wed 31/12

00:00-23:00

Nonstop0h 00m

£82

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 21/11

19:45-23:59

Nonstop3h 14m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£82

ChicagoTampa

ORD Chicago O'Hare Intl - TPA Tampa

ORDTPA

Chicago O'Hare Intl

Thu 17/12

06:49-12:15

1 stop4h 26m

Tampa

Wed 31/12

00:00-23:00

Nonstop0h 00m

£85

Flights are sorted by cheapest return flights first.

Deals found on 17/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Florida

Have a flexible travel schedule? Discover the best time to fly to Florida from Chicago with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Chicago to Florida

What is the cheapest month to book a flight from Chicago to Florida?

Currently, January is the cheapest month in which you can book a flight from Chicago to Florida (average of £169). Flying from Chicago to Florida in June is currently the most expensive (average of £264). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to FL?

Unlike in the morning, when flights are generally more expensive, you can save up to 16% on flights from Chicago to Florida by exploring options for tickets at midday.

Weekly flight availability from Chicago to Florida

The most flights from CHI to USFL are scheduled on a Wednesday (48 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

How much does it cost for a return flight from Chicago to Florida?

Airfare is below average for this route at the moment.
Chicago to Florida flights typically cost between £160 and £320 in October.
The cheapest return price found within the last 5 days was £130 on United Airlines (10 Oct–13 Oct).

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

The price you pay for your flight from Chicago to Florida may vary depending on when you book. For the best chance of a lower fare, look to book 29 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Related info for your journey

  • How long is the flight from Chicago to Florida?

    There are many flights that can get you from Chicago to Florida in 3h 14m. Fly via JetBlue, United Airlines, or Delta to get the fastest option. The distance between Chicago and Florida is about 1183 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago to Florida?

    When deciding which route to take from Chicago to Florida consider Chicago O'Hare Intl - Fort Lauderdale, Chicago O'Hare Intl - Orlando or Chicago O'Hare Intl - Miami as they are the most popular.

  • What are the most reliable airlines from Chicago to Florida?

    Before booking your flight to Florida from Chicago, check out the most reliable airlines to get you to your destination on time: Avianca (75%), Air Canada (70%), Copa Airlines( 70%).

  • Can I find deals for flights from Chicago to Florida that include hotel bookings?

    Yes. In addition to deals on Chicago to Florida flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Florida?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Florida.

  • Can I find deals for business class flights from Chicago to Florida?

    Yes. Cheapflights offers flight deals from Chicago to Florida by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Florida?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Florida (average of £169). Flying from Chicago to Florida in June is currently the most expensive (average of £264). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Cheapflights helps you search for flights from Chicago to Florida via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Florida?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Florida.

Can Cheapflights find flights from Chicago to Florida with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago to Florida, users can toggle the no change fees filter when performing a flight search.

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Not ready to book yet? You can track prices for flights from Chicago to Florida on Cheapflights with our Price Alert feature and get notified when better prices are available.

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