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Cheap flights from Florida to Chicago from £45

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 20/2. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
16 Jan — 23 Jan1
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 17 December 2025.

Wed 31/1212:17MCO - ORD
Nonstop3h 04mSpirit Airlines
Sun 4/107:20ORD - MCO
Nonstop2h 52mSpirit Airlines
Deal found 14/12£104
Thu 25/1214:27MCO - ORD
Nonstop3h 09mUnited Airlines
Thu 1/106:00ORD - MCO
Nonstop2h 48mUnited Airlines
Deal found 15/12£117
Tue 30/1212:17MCO - ORD
Nonstop3h 04mSpirit Airlines
Mon 5/112:09ORD - MCO
Nonstop2h 52mSpirit Airlines
Deal found 14/12£122
Mon 22/1216:56MCO - ORD
Nonstop3h 06mSpirit Airlines
Wed 7/105:00ORD - MCO
1 stop11h 29mSpirit Airlines
Deal found 14/12£123
Wed 24/1206:50TPA - ORD
1 stop6h 25mSouthwest
Thu 1/111:55ORD - TPA
Nonstop2h 40mSouthwest
Deal found 13/12£125
Wed 24/1206:20MCO - ORD
1 stop7h 40mSouthwest
Wed 31/1215:45ORD - MCO
Nonstop2h 40mSouthwest
Deal found 14/12£125
Thu 25/1212:48TPA - ORD
1 stop5h 34mDelta
Thu 1/105:30ORD - TPA
1 stop4h 44mDelta
Deal found 14/12£147
Thu 25/1206:00MCO - ORD
1 stop4h 36mDelta
Thu 1/105:30ORD - MCO
1 stop4h 29mDelta
Deal found 16/12£147
Thu 25/1216:26TPA - ORD
Nonstop3h 03mUnited Airlines
Wed 31/1213:24ORD - TPA
1 stop5h 39mUnited Airlines
Deal found 14/12£151
Wed 31/1207:20TPA - ORD
Nonstop3h 02mUnited Airlines
Mon 19/107:15ORD - TPA
Nonstop2h 53mUnited Airlines
Deal found 15/12£151
Wed 24/1214:15MCO - ORD
1 stop6h 23mDelta
Wed 7/105:30ORD - MCO
1 stop4h 25mDelta
Deal found 16/12£154
Wed 24/1214:50TPA - ORD
Nonstop3h 03mUnited Airlines
Thu 1/118:06ORD - TPA
Nonstop2h 53mUnited Airlines
Deal found 13/12£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 17 December 2025.

Round-trip from

£54

One-way from

£45

Popular in

March

Cheapest in

September

Average price

£148

Good one-way deal

£82 or less
Spirit Airlines
  • Spirit Airlines
  • 16/1-18/1
  • Nonstop
  • 6h 00m total
  • Florida to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 27/2
  • Nonstop
  • 3h 13m total
  • Florida to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£12 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (£3 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 2025
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 17 December 2025.
Use the filters below to find and compare flights from Florida to Chicago that are best for you.

Fly from

Florida

Fly to

Chicago

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 6/2

15:07-19:38

1 stop5h 31m

Chicago O'Hare Intl

Sun 8/2

15:22-23:42

1 stop7h 20m

£99

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 20/1

12:40-14:45

Nonstop3h 05m

Chicago O'Hare Intl

Wed 21/1

11:55-15:40

Nonstop2h 45m

£117

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 15/4

09:31-20:25

1 stop11h 54m

Chicago O'Hare Intl

Wed 22/4

15:49-19:39

Nonstop2h 50m

£118

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 23/1

18:15-20:24

Nonstop3h 09m

Chicago O'Hare Intl

Tue 27/1

07:20-11:15

Nonstop2h 55m

£125

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 15/1

09:05-11:10

Nonstop3h 05m

Chicago O'Hare Intl

Sun 18/1

15:45-19:30

Nonstop2h 45m

£132

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 27/2

06:00-11:48

1 stop6h 48m

Chicago O'Hare Intl

Sun 1/3

12:41-20:56

1 stop7h 15m

£134

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 5/3

06:00-11:48

1 stop6h 48m

Chicago O'Hare Intl

Sun 8/3

12:41-20:57

1 stop7h 16m

£134

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 6/2

11:00-19:45

1 stop9h 45m

Chicago O'Hare Intl

Sun 8/2

08:45-18:40

1 stop8h 55m

£134

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 15/1

11:00-19:36

1 stop9h 36m

Chicago O'Hare Intl

Sun 25/1

07:45-19:18

1 stop10h 33m

£134

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 15/1

11:00-19:36

1 stop9h 36m

Chicago O'Hare Intl

Fri 23/1

09:15-18:12

1 stop7h 57m

£134

Flights are sorted by cheapest return flights first.

Deals found on 14/12

Showing 1-10 of 58 results
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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, January is the cheapest month in which you can book a flight from Florida to Chicago (average of £22). 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 17 December 2025.

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 53% on your trip compared to booking a flight at midday.

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 Spirit Airlines, Southwest, and United Airlines fly from Florida to Chicago in about 3h 05m. The time it takes to get you to your destination can typically vary by up to 2h 26m. The distance from Florida to Chicago is about 1013 mi. This flight may include one or multiple stops.

  • 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: ANA (89%), Cathay Pacific (87%), GOL( 86%).

  • What are the cheapest flights from Florida to Chicago?

    The cheapest flight price from Florida to Chicago is £119. On average you can expect to pay £163. The most popular route, (Jacksonville - Chicago O'Hare Intl), can usually be booked for £128.

  • 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, January is the cheapest month in which you can book a flight from Florida to Chicago (average of £22). 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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Why should you use Cheapflights to find cheap flight tickets from Florida to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Florida to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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.

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

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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