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Cheap flights from Chicago to Florida from £66

CHI — MIA
31 Oct — 7 Nov1
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

Fri 6/1108:00 -
Nonstop3h 10m
Sat 14/1113:05 -
Nonstop3h 32m
Deal found 28/9£81
Sat 24/1019:44 -
1 stop12h 43m
Sat 31/1006:39 -
1 stop7h 12m
Deal found 29/9£84
Sat 24/1006:21 -
1 stop8h 07m
Sat 31/1006:39 -
1 stop12h 08m
Deal found 29/9£112
Sun 25/1008:04 -
Nonstop3h 08m
Thu 29/1013:05 -
Nonstop3h 32m
Deal found 30/9£116
Wed 28/1007:00 -
Nonstop3h 10m
Wed 4/1106:00 -
1 stop7h 00m
Deal found 30/9£127
Sat 24/1012:38 -
1 stop8h 21m
Sat 31/1006:00 -
1 stop7h 00m
Deal found 1/10£131
Wed 11/1114:11 -
1 stop20h 38m
Wed 18/1106:39 -
1 stop7h 12m
Deal found 27/9£132
Wed 11/1106:16 -
1 stop7h 05m
Wed 18/1115:23 -
1 stop9h 24m
Deal found 27/9£133
Wed 14/1012:38 -
1 stop8h 21m
Sat 17/1021:15 -
Nonstop3h 15m
Deal found 29/9£133
Sat 24/1006:10 -
1 stop8h 59m
Tue 27/1006:00 -
1 stop7h 00m
Deal found 29/9£134
Wed 14/1007:55 -
Nonstop2h 55m
Wed 21/1006:50 -
Nonstop3h 10m
Deal found 30/9£138
Wed 28/1012:15 -
Nonstop2h 55m
Mon 2/1106:40 -
Nonstop3h 05m
Deal found 1/10£147

Find flight deals from Chicago to Florida

Round-trip from

£81

One-way from

£66

Popular in

June

Cheapest in

February

Average price

£213

Good one-way deal

£457 or less
Frontier
  • Frontier
  • 6/11-14/11
  • Nonstop
  • 6h 42m total
  • Chicago to Florida
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JetBlue
  • JetBlue
  • 14/10-31/12
  • 1 total stop
  • 8h 21m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£19 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£5 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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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.

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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

£69

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Tue 13/10

10:57-15:15

Nonstop3h 18m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£69

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 19/12

14:32-18:45

Nonstop3h 13m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£69

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 17/10

12:38-21:59

1 stop8h 21m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£70

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Mon 26/10

19:40-23:35

Nonstop2h 55m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£78

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Fri 23/10

19:40-23:35

Nonstop2h 55m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£78

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 5/12

14:41-23:39

1 stop7h 58m

Fort Lauderdale

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

Wed 28/10

05:30-15:46

1 stop9h 16m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£82

ChicagoFort Lauderdale

MDW Chicago Midway - FLL Fort Lauderdale

MDWFLL

Chicago Midway

Wed 14/10

13:27-21:32

1 stop7h 05m

Fort Lauderdale

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 10/10

17:45-21:57

Nonstop3h 12m

Fort Lauderdale

Wed 31/12

00:00-23:00

Nonstop0h 00m

£83

Flights are sorted by cheapest return flights first.

Deals found on 27/9

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 £172). Flying from Chicago to Florida in June is currently the most expensive (average of £266). 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 17% on flights from Chicago to Florida by exploring options for tickets at midday.

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 £179 and £301 in November.
The cheapest return price found within the last 5 days was £173 on Frontier (12 Nov–14 Nov).

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 2h 55m. Fly via Frontier, Southwest, or United Airlines to get the fastest option. The distance between Chicago and Florida is about 1168 mi. All flights are typically direct.

  • 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 - Miami, Chicago O'Hare Intl - Fort Lauderdale or Chicago O'Hare Intl - Orlando 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%).

  • What are the cheapest flights from Chicago to Florida?

    On average you can expect to pay £457 for a flight from Chicago to Florida. The cheapest flight overall is £187 while the most popular route, (Chicago O'Hare Intl - Miami) is currently priced at £269.

  • 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 £172). Flying from Chicago to Florida in June is currently the most expensive (average of £266). 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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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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