Find flights
Deals
When to book
FAQs

Cheap flights from Chicago to Florida from £64

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
3 Sep — 10 Sep1
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
Explore the most affordable flight options available from Chicago to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 August 2026.

Thu 17/907:25
ORD
-
FLL
1 stop8h 23m
Frontier
Thu 24/912:18
FLL
-
ORD
Nonstop3h 27m
Frontier
Deal found 3/8£103
Wed 2/913:59
ORD
-
FLL
1 stop9h 45m
Frontier
Wed 9/912:53
FLL
-
ORD
Nonstop3h 27m
Frontier
Deal found 1/8£103
Wed 18/1107:00
ORD
-
FLL
Nonstop3h 08m
United Airlines
Tue 1/1220:52
FLL
-
ORD
Nonstop3h 44m
United Airlines
Deal found 30/7£111
Sat 22/816:40
ORD
-
FLL
Nonstop3h 19m
United Airlines
Wed 26/812:20
FLL
-
ORD
Nonstop3h 28m
United Airlines
Deal found 30/7£119
Sat 17/1017:30
ORD
-
FLL
Nonstop3h 12m
United Airlines
Sat 24/1018:00
FLL
-
ORD
Nonstop3h 36m
United Airlines
Deal found 30/7£127
Fri 13/1119:45
ORD
-
FLL
Nonstop3h 14m
United Airlines
Tue 17/1116:23
FLL
-
ORD
Nonstop3h 34m
United Airlines
Deal found 30/7£131
Tue 1/906:00
ORD
-
MIA
1 stop7h 46m
United Airlines
Tue 8/912:17
MIA
-
ORD
Nonstop3h 31m
United Airlines
Deal found 30/7£132
Tue 8/907:00
ORD
-
FLL
Nonstop3h 14m
United Airlines
Tue 15/911:15
FLL
-
ORD
1 stop8h 15m
United Airlines
Deal found 30/7£134
Sat 5/907:00
ORD
-
FLL
Nonstop3h 14m
United Airlines
Thu 10/918:00
FLL
-
ORD
Nonstop3h 36m
United Airlines
Deal found 1/8£135
Fri 11/907:30
ORD
-
MIA
Nonstop3h 24m
United Airlines
Mon 14/915:57
MIA
-
ORD
Nonstop3h 33m
United Airlines
Deal found 31/7£135
Tue 3/1114:25
ORD
-
MIA
Nonstop3h 20m
United Airlines
Tue 10/1117:34
MIA
-
ORD
1 stop7h 15m
United Airlines
Deal found 30/7£137
Fri 11/919:28
ORD
-
MCO
1 stop11h 41m
Frontier
Mon 14/909:30
MCO
-
ORD
1 stop9h 53m
Frontier
Deal found 2/8£138

Find flight deals from Chicago to Florida

Keep the following information in mind while searching for Chicago to Florida flight deals. Data was last updated 4 August 2026.

Round-trip from

£103

One-way from

£64

Popular in

June

Cheapest in

September

Average price

£161

Good round-trip deal

£482 or less

Good one-way deal

£157 or less
Frontier
  • Frontier
  • 17/9-24/9
  • 1 total stop
  • 11h 50m total
  • Chicago to Florida
Search Deals
JetBlue
  • JetBlue
  • 5/9
  • Nonstop
  • 3h 14m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (£28 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (£7 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Florida.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Florida.
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Chicago to Florida that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 4 August 2026.
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

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 12/9

05:00-14:51

1 stop8h 51m

Miami

Mon 14/9

15:57-18:30

Nonstop3h 33m

£149

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 8/9

07:30-11:54

Nonstop3h 24m

Miami

Tue 15/9

11:30-18:30

1 stop8h 00m

£149

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 9/9

12:47-20:10

1 stop6h 23m

Fort Lauderdale

Tue 22/9

12:04-16:29

1 stop5h 25m

£157

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 19/9

12:55-20:54

1 stop6h 59m

Jacksonville

Sat 26/9

19:20-23:31

1 stop5h 11m

£158

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 12/11

08:04-15:30

1 stop6h 26m

Fort Lauderdale

Mon 16/11

19:35-23:59

1 stop5h 24m

£161

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 1/12

08:04-15:30

1 stop6h 26m

Fort Lauderdale

Thu 17/12

19:35-23:59

1 stop5h 24m

£161

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 27/8

06:00-14:46

1 stop7h 46m

Miami

Mon 31/8

12:17-14:48

Nonstop3h 31m

£176

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Thu 1/10

08:50-15:16

1 stop5h 26m

Tampa

Mon 5/10

18:00-20:05

Nonstop3h 05m

£179

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 13/10

14:35-22:09

1 stop6h 34m

Orlando

Sun 18/10

18:25-23:44

1 stop6h 19m

£181
Fastest return journey

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Thu 1/10

12:59-16:47

Nonstop2h 48m

Tampa

Sun 4/10

19:33-21:38

Nonstop3h 05m

£188

Flights are sorted by cheapest return flights first.

Deals found on 1/8

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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 £262). 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?

Find hourly flight availability from Chicago to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 4 August 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 8% on flights from Chicago to Florida by exploring options for tickets at midday.

Weekly flight availability from Chicago to Florida

Explore weekly flight availability from Chicago to Florida. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 4 August 2026.

The most flights from CHI to USFL are scheduled on a Monday (54 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (13 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 £159 and £278 in September.
The cheapest return price found within the last 5 days was £132 on United Airlines (1 Sept–8 Sept).

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

Find useful and relevant information for your journey from Chicago to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Florida?

    There are many flights that can get you from Chicago to Florida in 6h 26m. Fly via United Airlines, Delta, or JetBlue 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 - Orlando, Chicago O'Hare Intl - Miami or Chicago O'Hare Intl - Tampa 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 (80%), Atlas Air (80%), Copa Airlines( 76%).

  • What are the cheapest flights from Chicago to Florida?

    On average you can expect to pay £389 for a flight from Chicago to Florida. The cheapest flight overall is £104 while the most popular route, (Chicago O'Hare Intl - Orlando) is currently priced at £146.

  • 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 £262). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Florida?

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.

Can Cheapflights notify me if prices for flights from Chicago to Florida become cheaper?

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.