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Cheap flights from Chicago to Florida from £49

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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
3 Apr — 10 Apr1
1 adult

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 29 March 2025.

Round-trip from

£99

One-way from

£49

Popular in

December

Cheapest in

May

Average price

£261

Good round-trip deal

£45 or less

Good one-way deal

£56 or less
Spirit Airlines
  • Spirit Airlines
  • 23/4-26/4
  • Nonstop
  • 6h 33m total
  • Chicago to Florida
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Spirit Airlines
  • Spirit Airlines
  • 17/5
  • Nonstop
  • 3h 03m total
  • Chicago to Florida
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£20 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 March 2025
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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

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 29 March 2025.

Wed 23/419:47ORD - FLL
Nonstop3h 12mSpirit Airlines
Sat 26/422:37FLL - ORD
Nonstop3h 21mSpirit Airlines
Deal found 28/3£99
Tue 6/519:00ORD - MIA
Nonstop3h 12mSpirit Airlines
Sat 10/514:29MIA - ORD
1 stop6h 38mSpirit Airlines
Deal found 28/3£101
Sun 13/408:10ORD - TPA
Nonstop2h 48mFrontier
Sun 20/413:03TPA - ORD
Nonstop3h 03mFrontier
Deal found 28/3£131
Sat 10/510:37ORD - MIA
Nonstop3h 19mUnited Airlines
Sat 17/516:08MIA - ORD
Nonstop3h 35mUnited Airlines
Deal found 28/3£137
Sat 3/516:00ORD - MCO
Nonstop2h 50mSouthwest
Tue 6/511:00MCO - ORD
Nonstop3h 05mSouthwest
Deal found 27/3£137
Tue 27/517:50ORD - MCO
Nonstop2h 56mUnited Airlines
Tue 5/809:32MCO - ORD
Nonstop3h 07mUnited Airlines
Deal found 28/3£140
Sun 13/408:10ORD - TPA
Nonstop2h 48mMultiple Airlines
Sun 20/405:00TPA - ORD
1 stop5h 24mMultiple Airlines
Deal found 28/3£148
Tue 6/508:45ORD - FLL
1 stop9h 47mJetBlue
Tue 13/515:55FLL - ORD
1 stop6h 59mJetBlue
Deal found 28/3£151
Sat 14/616:20ORD - FLL
Nonstop3h 14mUnited Airlines
Sat 21/607:09FLL - ORD
Nonstop3h 30mUnited Airlines
Deal found 28/3£152
Sat 3/517:00ORD - TPA
1 stop5h 24mDelta
Sat 10/509:54TPA - ORD
1 stop6h 12mDelta
Deal found 29/3£152
Wed 30/413:13ORD - MIA
1 stop8h 24mJetBlue
Tue 6/507:00MIA - ORD
1 stop9h 04mJetBlue
Deal found 29/3£152
Fri 2/513:13ORD - MCO
1 stop9h 46mJetBlue
Wed 7/514:20MCO - ORD
1 stop8h 34mJetBlue
Deal found 28/3£152

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 29 March 2025.
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

Wed 23/4

19:47-23:59

Nonstop3h 12m

Fort Lauderdale

Sat 26/4

22:37-00:58

Nonstop3h 21m

£99

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 6/5

19:00-23:12

Nonstop3h 12m

Miami

Sat 10/5

14:29-20:07

1 stop6h 38m

£101

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sun 13/4

08:10-11:58

Nonstop2h 48m

Tampa

Sun 20/4

13:03-15:06

Nonstop3h 03m

£131

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 10/5

10:37-14:56

Nonstop3h 19m

Miami

Sat 17/5

16:08-18:43

Nonstop3h 35m

£137

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 3/5

16:00-19:50

Nonstop2h 50m

Orlando

Tue 6/5

11:00-13:05

Nonstop3h 05m

£137

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 27/5

17:50-21:46

Nonstop2h 56m

Orlando

Tue 5/8

09:32-11:39

Nonstop3h 07m

£140

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sun 13/4

08:10-11:58

Nonstop2h 48m

Tampa

Sun 20/4

05:00-09:24

1 stop5h 24m

£148

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Tue 6/5

08:45-19:32

1 stop9h 47m

Fort Lauderdale

Tue 13/5

15:55-21:54

1 stop6h 59m

£151

ChicagoTampa

ORD - TPA

ORDTPA

Chicago O'Hare Intl

Sat 3/5

17:00-23:24

1 stop5h 24m

Tampa

Sat 10/5

09:54-15:06

1 stop6h 12m

£152

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 30/4

13:13-22:37

1 stop8h 24m

Miami

Tue 6/5

07:00-15:04

1 stop9h 04m

£152

Flights are sorted by cheapest return flights first.

Deals found on 28/3

Showing 1-10 of 59 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, January is the cheapest month in which you can book a flight from Chicago to Florida (average of £559). Flying from Chicago to Florida in July is currently the most expensive (average of £760). 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 29 March 2025.

When flying from Chicago to Florida, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 29 March 2025.

The most flights from CHI to USFL are scheduled on a Friday (56 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 on average).

Rainfall in Florida by month

Plan your trip to Florida by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida ranges from 61.0 - 221.0 inches per month. June is typically the wettest month, when rainfall can reach 221.0 mm. November is typically the driest time to visit Florida when rainfall is around 61.0 mm.

Temperature in Florida by month

Plan your trip to Florida by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 29.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 16.0 C).

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 29 March 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Chicago to Florida. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.1
Very Good
4,273 reviews
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Alaska Airlines
8.0
Very Good
9,797 reviews
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very Good
7,895 reviews
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
8,609 reviews
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very Good
4,273 reviews
Check prices

Crew

8.7

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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.

  • What are the cheapest airlines to fly from Chicago to Florida one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as £49. Users have also found prices from £68 and £76 on United Airlines and Delta, respectively.

  • 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 (89%), Air New Zealand (88%), United Airlines( 87%).

  • What are the cheapest flights from Chicago to Florida?

    On average you can expect to pay £129 for a flight from Chicago to Florida. The cheapest flight overall is £104 while the most popular route, (Chicago O'Hare Intl - Miami) is currently priced at £73.

  • 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 £559). Flying from Chicago to Florida in July is currently the most expensive (average of £760). 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 3 airlines flying from Chicago to Florida

Discover the top 3 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 29 March 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest£22Average£52FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest£59Average£148FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest£266Average£401FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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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.

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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