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Cheap flights from Chicago to Florida from £29

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
15 Feb — 22 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Florida

Keep the following information in mind while searching for Chicago to Florida flight deals. Data was last updated 16 January 2026.

Round-trip from

£66

One-way from

£29

Popular in

March

Cheapest in

August

Average price

£157

Good round-trip deal

£44 or less

Good one-way deal

£26 or less
Spirit Airlines
  • Spirit Airlines
  • 27/1-31/1
  • 1 total stop
  • 12h 26m total
  • Chicago to Florida
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Spirit Airlines
  • Spirit Airlines
  • 6/2
  • Nonstop
  • 3h 16m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (£1 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
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Average for round-trip flights in January 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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Find 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 16 January 2026.

Mon 2/309:18
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Thu 5/307:12
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 13/1£69
Sat 28/212:06
ORD
-
FLL
Nonstop3h 13m
Frontier
Sat 7/317:33
FLL
-
ORD
Nonstop3h 36m
Frontier
Deal found 14/1£70
Thu 26/220:16
ORD
-
FLL
Nonstop3h 17m
Spirit Airlines
Tue 3/308:54
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 14/1£71
Wed 4/319:23
ORD
-
MIA
Nonstop3h 16m
Multiple Airlines
Sat 7/307:15
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Deal found 15/1£72
Sat 7/210:07
ORD
-
FLL
1 stop8h 58m
Spirit Airlines
Sat 14/218:45
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 15/1£72
Fri 20/216:43
ORD
-
FLL
Nonstop3h 09m
Spirit Airlines
Sat 28/208:54
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 15/1£73
Mon 23/209:18
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Fri 27/221:53
MIA
-
ORD
1 stop11h 01m
Spirit Airlines
Deal found 13/1£75
Tue 24/209:18
ORD
-
FLL
1 stop9h 30m
Spirit Airlines
Wed 25/218:45
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 14/1£75
Sat 31/117:32
ORD
-
FLL
Nonstop3h 08m
Spirit Airlines
Sat 7/208:54
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 15/1£77
Fri 20/208:59
ORD
-
FLL
1 stop9h 49m
Spirit Airlines
Tue 24/221:26
FLL
-
ORD
Nonstop3h 21m
Spirit Airlines
Deal found 15/1£78
Mon 27/418:34
ORD
-
MIA
Nonstop3h 17m
Spirit Airlines
Thu 30/415:47
MIA
-
ORD
Nonstop3h 28m
Spirit Airlines
Deal found 13/1£82
Fri 27/219:23
ORD
-
MIA
Nonstop3h 16m
Spirit Airlines
Fri 6/307:12
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Deal found 13/1£83

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 16 January 2026.
Use the filters below to find and compare flights from Chicago to Florida that are best for you.

Fly from

Chicago

Fly to

Florida

Route

Depart

Return

Price

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 26/2

20:16-00:33

Nonstop3h 17m

Fort Lauderdale

Mon 2/3

21:26-23:47

Nonstop3h 21m

£73

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 19/2

08:59-19:48

1 stop9h 49m

Fort Lauderdale

Sat 21/2

22:19-07:54

1 stop10h 35m

£97

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Fri 30/1

20:43-00:59

Nonstop3h 16m

Fort Lauderdale

Mon 2/2

07:15-11:47

1 stop5h 32m

£105

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 5/2

20:43-00:59

Nonstop3h 16m

Fort Lauderdale

Mon 9/2

12:11-22:42

1 stop11h 31m

£116

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 5/3

20:16-00:33

Nonstop3h 17m

Fort Lauderdale

Sat 7/3

07:10-11:47

1 stop5h 37m

£116

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 7/4

07:17-11:20

Nonstop3h 03m

Fort Lauderdale

Tue 14/4

06:35-16:55

1 stop11h 20m

£116

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Mon 25/5

07:05-11:20

Nonstop3h 15m

Fort Lauderdale

Sat 30/5

21:20-23:41

Nonstop3h 21m

£119

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 4/3

09:18-19:48

1 stop9h 30m

Fort Lauderdale

Sat 7/3

07:10-11:47

1 stop5h 37m

£121

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 4/4

20:41-00:47

Nonstop3h 06m

Fort Lauderdale

Fri 10/4

07:10-11:47

1 stop5h 37m

£131

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Tue 17/2

09:15-13:09

Nonstop2h 54m

Tampa

Thu 19/2

06:00-11:38

1 stop6h 38m

£138

Flights are sorted by cheapest return flights first.

Deals found on 16/1

Showing 1-10 of 60 results
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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
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, October is the cheapest month in which you can book a flight from Chicago to Florida (average of £34). Flying from Chicago to Florida in June is currently the most expensive (average of £81). 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 16 January 2026.

Unlike at midday, when flights are generally more expensive, you can save up to 36% on flights from Chicago to Florida by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Chicago to Florida?

Use this chart to determine the cheapest time to fly return from Chicago to Florida. Price data was last updated on 17 August 2025.

Travellers seeking maximum savings on their Chicago to Florida flight should consider departing on Thursday evenings when fares are most often at their lowest. Tuesday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

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 16 January 2026.

The most flights from CHI to USFL are scheduled on a Thursday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated 16 January 2026.
See what other customers who have flown with American Airlines and Spirit Airlines from Chicago to Florida have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,135 reviews
Check prices

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
11,135 reviews
American Airlines
7.2
Good
11,135 reviews
Check prices

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
Spirit Airlines
6.3
Okay
8,320 reviews
American Airlines
7.2
Good
11,135 reviews
Check prices

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

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 2h 54m. Fly via Spirit Airlines, United Airlines, or Southwest to get the fastest option. The distance between Chicago and Florida is about 1013 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 - Miami 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 (81%), Alaska Airlines (77%), Air New Zealand( 77%).

  • What are the cheapest flights from Chicago to Florida?

    On average you can expect to pay £189 for a flight from Chicago to Florida. The cheapest flight overall is £123 while the most popular route, (Chicago O'Hare Intl - Fort Lauderdale) is currently priced at £119.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Florida (average of £34). Flying from Chicago to Florida in June is currently the most expensive (average of £81). 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.

Top 2 airlines flying from Chicago to Florida

Discover the top 2 airlines that operate flights from Chicago to Florida. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 16 January 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest£21Average£50FlexibilityNo cancel feeOn-time62%
Search Frontier flights
American AirlinesCheapest£81Average£246FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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.

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