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Cheap flights from Chicago to Florida from £40

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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
1 Feb — 8 Feb1
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 2 January 2026.

Wed 31/1215:45ORD - MIA
1 stop5h 05mSouthwest
Thu 1/106:55MIA - ORD
1 stop5h 15mSouthwest
Deal found 31/12£243
Wed 31/1205:00ORD - MCO
Nonstop2h 48mUnited Airlines
Sat 10/110:25MCO - ORD
Nonstop3h 08mUnited Airlines
Deal found 30/12£413
Wed 31/1213:45ORD - MCO
1 stop7h 00mSouthwest
Wed 7/109:05MCO - ORD
Nonstop3h 05mSouthwest
Deal found 31/12£420
Wed 31/1205:00ORD - MCO
Nonstop2h 48mUnited Airlines
Thu 8/115:00MCO - ORD
Nonstop3h 08mUnited Airlines
Deal found 30/12£427
Wed 31/1221:05ORD - TPA
2 stops22h 08mUnited Airlines
Mon 23/312:25TPA - ORD
Nonstop3h 08mUnited Airlines
Deal found 31/12£430
Wed 31/1214:30ORD - FLL
Nonstop3h 16mUnited Airlines
Wed 7/110:45FLL - ORD
Nonstop3h 28mUnited Airlines
Deal found 30/12£443
Wed 31/1207:30ORD - FLL
Nonstop3h 09mSpirit Airlines
Fri 2/112:00FLL - ORD
1 stop8h 02mSpirit Airlines
Deal found 30/12£461
Wed 31/1205:00ORD - MCO
Nonstop2h 48mUnited Airlines
Tue 6/112:30MCO - ORD
Nonstop3h 09mUnited Airlines
Deal found 30/12£472
Tue 30/1220:08ORD - MCO
1 stop8h 43mUnited Airlines
Tue 6/112:30MCO - ORD
Nonstop3h 09mUnited Airlines
Deal found 30/12£479
Wed 31/1205:00ORD - FLL
Nonstop3h 10mSpirit Airlines
Mon 5/122:10FLL - ORD
Nonstop3h 20mSpirit Airlines
Deal found 30/12£503
Wed 31/1211:45ORD - TPA
1 stop21h 53mSun Country Air
Sun 4/119:59TPA - ORD
1 stop22h 39mSun Country Air
Deal found 31/12£531
Wed 31/1210:35ORD - MIA
Nonstop3h 29mUnited Airlines
Mon 5/107:15MIA - ORD
Nonstop3h 34mUnited Airlines
Deal found 31/12£544

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 2 January 2026.

Round-trip from

£68

One-way from

£40

Popular in

December

Cheapest in

August

Average price

£157

Good round-trip deal

£43 or less

Good one-way deal

£85 or less
Spirit Airlines
  • Spirit Airlines
  • 6/2-9/2
  • Nonstop
  • 6h 41m total
  • Chicago to Florida
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 8/4
  • Nonstop
  • 3h 07m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£15 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£5 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 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 2 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

Tue 3/2

17:32-21:40

Nonstop3h 08m

Fort Lauderdale

Mon 9/2

06:40-14:17

1 stop8h 37m

£73

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Fri 6/2

20:43-00:59

Nonstop3h 16m

Fort Lauderdale

Tue 10/2

13:03-21:44

1 stop9h 41m

£73

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Mon 23/2

20:16-00:33

Nonstop3h 17m

Fort Lauderdale

Fri 27/2

18:15-00:40

1 stop7h 25m

£73

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sun 18/1

07:20-11:35

Nonstop3h 15m

Fort Lauderdale

Tue 20/1

07:10-11:47

1 stop5h 37m

£85

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Sat 18/4

05:15-09:22

Nonstop3h 07m

Fort Lauderdale

Wed 22/4

21:20-23:41

Nonstop3h 21m

£86

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sun 18/1

18:57-23:14

Nonstop3h 17m

Miami

Tue 20/1

05:54-08:18

Nonstop3h 24m

£88

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Thu 22/1

10:07-20:05

1 stop8h 58m

Fort Lauderdale

Mon 26/1

06:40-14:17

1 stop8h 37m

£92

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Mon 11/5

05:15-09:22

Nonstop3h 07m

Fort Lauderdale

Fri 15/5

21:20-23:41

Nonstop3h 21m

£102

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sun 17/5

09:41-19:54

1 stop9h 13m

Tampa

Fri 22/5

08:25-14:20

1 stop6h 55m

£133

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 26/2

10:44-14:34

Nonstop2h 50m

Orlando

Sun 1/3

17:34-19:47

Nonstop3h 13m

£138

Flights are sorted by cheapest return flights first.

Deals found on 30/12

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, March is the cheapest month in which you can book a flight from Chicago to Florida (average of £31). Flying from Chicago to Florida in June is currently the most expensive (average of £80). 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 2 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 2 January 2026.

The most flights from CHI to USFL are scheduled on a Thursday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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

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 2 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
11,074 reviews
Check prices

Overall

7.2

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

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
11,074 reviews
American Airlines
7.2
Good
11,074 reviews
Check prices

Overall

7.2

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

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
8,258 reviews
American Airlines
7.2
Good
11,074 reviews
Check prices

Overall

7.2

Comfort

7.2

Food

6.4

Crew

8.0

Boarding

7.5

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 45m. Fly via Spirit Airlines, Southwest, or JetBlue to get the fastest option. The distance between Chicago and Florida is about 1006 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 - Jacksonville 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 (79%), Alaska Airlines (79%), Royal Jordanian( 77%).

  • What are the cheapest flights from Chicago to Florida?

    On average you can expect to pay £188 for a flight from Chicago to Florida. The cheapest flight overall is £140 while the most popular route, (Chicago O'Hare Intl - Fort Lauderdale) is currently priced at £101.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Florida (average of £31). Flying from Chicago to Florida in June is currently the most expensive (average of £80). 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 2 January 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest£21Average£50FlexibilityNo cancel feeOn-time62%
Search Frontier flights
American AirlinesCheapest£103Average£266FlexibilityNo 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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