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Cheap flights from Florida to Chicago from £52

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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
20 Apr — 27 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Florida to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Florida to Chicago
Explore the most affordable flight options available from Florida to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 March 2026.

Fri 1/521:51
TPA
-
ORD
Nonstop3h 07m
Multiple Airlines
Fri 8/510:26
ORD
-
TPA
Nonstop2h 39m
Multiple Airlines
Deal found 17/3£96
Fri 1/507:00
MCO
-
ORD
Nonstop3h 05m
Spirit Airlines
Mon 4/511:51
ORD
-
MCO
1 stop4h 45m
Spirit Airlines
Deal found 20/3£99
Fri 1/521:07
MCO
-
ORD
Nonstop3h 00m
Multiple Airlines
Fri 8/517:30
ORD
-
MCO
Nonstop3h 02m
Multiple Airlines
Deal found 17/3£102
Fri 17/416:18
TPA
-
ORD
Nonstop3h 02m
Spirit Airlines
Fri 24/420:52
ORD
-
TPA
Nonstop2h 37m
Spirit Airlines
Deal found 18/3£104
Fri 1/515:30
MCO
-
ORD
1 stop8h 09m
Frontier
Fri 8/517:30
ORD
-
MCO
Nonstop3h 02m
Frontier
Deal found 17/3£108
Sat 2/516:04
TPA
-
ORD
Nonstop3h 20m
Multiple Airlines
Sat 9/509:35
ORD
-
TPA
1 stop9h 23m
Multiple Airlines
Deal found 18/3£111
Fri 1/521:51
TPA
-
ORD
Nonstop3h 07m
Frontier
Fri 8/521:42
ORD
-
TPA
1 stop13h 24m
Frontier
Deal found 17/3£120
Tue 14/422:54
TPA
-
ORD
1 stop11h 42m
Spirit Airlines
Fri 17/420:52
ORD
-
TPA
Nonstop2h 37m
Spirit Airlines
Deal found 20/3£124
Fri 1/518:02
TPA
-
ORD
2 stops16h 34m
Spirit Airlines
Fri 8/510:26
ORD
-
TPA
Nonstop2h 39m
Spirit Airlines
Deal found 17/3£139
Tue 14/419:45
MCO
-
ORD
Nonstop3h 10m
Southwest
Tue 21/413:35
ORD
-
MCO
Nonstop2h 50m
Southwest
Deal found 15/3£147
Tue 5/514:00
TPA
-
ORD
Nonstop3h 05m
Southwest
Wed 6/514:00
ORD
-
TPA
Nonstop2h 50m
Southwest
Deal found 20/3£162
Sat 25/419:45
MCO
-
ORD
Nonstop3h 10m
Southwest
Mon 27/419:35
ORD
-
MCO
Nonstop2h 45m
Southwest
Deal found 16/3£162

Find flight deals from Florida to Chicago

Keep the following information in mind while searching for Florida to Chicago flight deals. Data was last updated 21 March 2026.

Round-trip from

£96

One-way from

£52

Popular in

June

Cheapest in

September

Average price

£135

Good round-trip deal

£217 or less

Good one-way deal

£64 or less
Spirit Airlines
  • Spirit Airlines
  • 1/5-8/5
  • Nonstop
  • 5h 46m total
  • Florida to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 21/4
  • 1 total stop
  • 5h 01m total
  • Florida to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£12 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£4 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Florida to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Florida to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Florida to Chicago 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 21 March 2026.
Use the filters below to find and compare flights from Florida to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 12/6

10:30-19:25

1 stop9h 55m

Chicago O'Hare Intl

Sat 13/6

13:55-23:00

1 stop8h 05m

£171

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 6/5

21:10-12:50

2 stops16h 40m

Chicago O'Hare Intl

Mon 11/5

14:40-20:15

1 stop4h 35m

£185

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 21/4

06:30-12:50

1 stop7h 20m

Chicago O'Hare Intl

Wed 6/5

11:55-22:15

2 stops9h 20m

£193

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 14/4

06:30-12:50

1 stop7h 20m

Chicago O'Hare Intl

Tue 21/4

11:55-22:15

2 stops9h 20m

£193

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 17/4

08:30-21:55

2 stops14h 25m

Chicago O'Hare Intl

Sat 18/4

06:00-20:05

2 stops13h 05m

£204

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 17/4

08:30-21:55

2 stops14h 25m

Chicago O'Hare Intl

Sun 19/4

08:00-00:40

1 stop15h 40m

£204

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 2/5

08:40-15:30

2 stops7h 50m

Chicago O'Hare Intl

Tue 5/5

10:30-20:35

1 stop9h 05m

£209

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 7/5

09:35-18:50

2 stops10h 15m

Chicago O'Hare Intl

Sun 10/5

15:45-01:00

1 stop8h 15m

£211
Fastest return journey

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 21/5

15:10-17:10

Nonstop3h 00m

Chicago O'Hare Intl

Sun 31/5

10:26-14:05

Nonstop2h 39m

£212

TampaChicago

TPA - ORD

TPAORD

Tampa

Sun 7/6

15:10-17:10

Nonstop3h 00m

Chicago O'Hare Intl

Tue 9/6

10:26-14:05

Nonstop2h 39m

£212

Flights are sorted by cheapest return flights first.

Deals found on 17/3

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Florida to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Florida 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 Florida to Chicago

What is the cheapest month to book a flight from Florida to Chicago?

Currently, September is the cheapest month in which you can book a flight from Florida to Chicago (average of £34). Flying from Florida to Chicago 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 FL to CHI?

Find hourly flight availability from Florida to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 21 March 2026.

A simple way to save on the total cost of your ticket is to fly from Florida to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 52% on your trip compared to booking a flight at midday.

Weekly flight availability from Florida to Chicago

Explore weekly flight availability from Florida to Chicago. 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 21 March 2026.

The most flights from USFL to CHI are scheduled on a Thursday (61 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (45 on average).

Related info for your journey

Find useful and relevant information for your journey from Florida to Chicago. 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 Florida to Chicago?

    Airlines like JetBlue, Southwest, and Spirit Airlines fly from Florida to Chicago in about 3h. The time it takes to get you to your destination can typically vary by up to 13h 40m. The distance from Florida to Chicago is about 1013 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as £34. However, be on the lookout for offers from Allegiant Air and Spirit Airlines, as they are both options that can get you from Florida to Chicago for a low price.

  • What are the most popular routes from Florida to Chicago?

    The most popular flight routes from Florida to Chicago are Jacksonville - Chicago O'Hare Intl, Orlando - Chicago O'Hare Intl and Tampa - Chicago O'Hare Intl.

  • What are the most reliable airlines from Florida to Chicago?

    Before booking your flight to Chicago from Florida, check out the most reliable airlines to get you to your destination on time: Alaska Airlines (81%), Frontier (77%), Japan Airlines( 76%).

  • What are the cheapest flights from Florida to Chicago?

    The cheapest flight price from Florida to Chicago is £75. On average you can expect to pay £242. The most popular route, (Jacksonville - Chicago O'Hare Intl), can usually be booked for £129.

  • Can I find deals for flights from Florida to Chicago that include hotel bookings?

    Yes. In addition to deals on Florida to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Florida to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Chicago.

  • Can I find deals for business class flights from Florida to Chicago?

    Yes. Cheapflights offers flight deals from Florida to Chicago 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 Florida to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Florida to Chicago (average of £34). Flying from Florida to Chicago 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

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Can Cheapflights find flights from Florida to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Florida? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Not ready to book yet? You can track prices for flights from Florida to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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