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Cheap flights from Florida to Chicago from £48

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 23/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
4 Mar — 11 Mar1
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 2 February 2026.

Fri 13/215:01
TPA
-
ORD
Nonstop3h 02m
Spirit Airlines
Sun 15/210:19
ORD
-
TPA
Nonstop2h 47m
Spirit Airlines
Deal found 30/1£79
Wed 18/311:45
TPA
-
ORD
Nonstop3h 13m
Frontier
Wed 25/316:51
ORD
-
TPA
1 stop6h 35m
Frontier
Deal found 1/2£91
Sat 6/607:39
TPA
-
ORD
Nonstop3h 10m
United Airlines
Sat 6/617:56
ORD
-
TPA
Nonstop2h 53m
United Airlines
Deal found 31/1£96
Wed 18/318:46
TPA
-
ORD
1 stop5h 31m
Multiple Airlines
Wed 25/316:51
ORD
-
TPA
1 stop6h 35m
Multiple Airlines
Deal found 1/2£97
Wed 22/416:55
TPA
-
ORD
Nonstop3h 05m
United Airlines
Sat 25/418:19
ORD
-
TPA
Nonstop2h 56m
United Airlines
Deal found 31/1£120
Wed 18/322:54
TPA
-
ORD
2 stops13h 56m
Spirit Airlines
Wed 25/307:17
ORD
-
TPA
1 stop9h 24m
Spirit Airlines
Deal found 1/2£135
Thu 26/207:00
MCO
-
ORD
Nonstop3h 18m
United Airlines
Mon 2/317:50
ORD
-
MCO
Nonstop2h 50m
United Airlines
Deal found 31/1£138
Wed 18/314:30
TPA
-
ORD
Nonstop3h 08m
United Airlines
Tue 24/316:10
ORD
-
TPA
Nonstop2h 49m
United Airlines
Deal found 30/1£144
Wed 1/407:30
MCO
-
ORD
Nonstop3h 15m
Southwest
Tue 7/405:55
ORD
-
MCO
Nonstop2h 40m
Southwest
Deal found 1/2£144
Fri 27/220:43
MCO
-
ORD
Nonstop3h 17m
United Airlines
Sun 1/315:41
ORD
-
MCO
Nonstop2h 49m
United Airlines
Deal found 31/1£145
Sat 6/607:39
TPA
-
ORD
Nonstop3h 10m
United Airlines
Mon 8/617:56
ORD
-
TPA
Nonstop2h 53m
United Airlines
Deal found 31/1£153
Thu 4/607:39
TPA
-
ORD
Nonstop3h 10m
United Airlines
Sat 6/608:40
ORD
-
TPA
1 stop5h 26m
United Airlines
Deal found 31/1£157

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 2 February 2026.

Round-trip from

£79

One-way from

£48

Popular in

June

Cheapest in

September

Average price

£110

Good one-way deal

£68 or less
Spirit Airlines
  • Spirit Airlines
  • 13/2-15/2
  • Nonstop
  • 5h 49m total
  • Florida to Chicago
Search Deals
United Airlines
  • United Airlines
  • 23/5
  • Nonstop
  • 3h 11m total
  • Florida to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£13 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 February 2026
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 2 February 2026.
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

Thu 26/2

07:00-09:18

Nonstop3h 18m

Chicago O'Hare Intl

Mon 2/3

17:50-21:40

Nonstop2h 50m

£138

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 11/4

05:45-14:20

1 stop9h 35m

Chicago O'Hare Intl

Sat 18/4

14:05-21:55

1 stop6h 50m

£164

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 14/2

09:05-11:10

Nonstop3h 05m

Chicago O'Hare Intl

Sat 21/2

16:25-20:10

Nonstop2h 45m

£170

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 19/2

07:20-09:26

Nonstop3h 06m

Chicago O'Hare Intl

Mon 23/2

07:24-11:14

Nonstop2h 50m

£171

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 12/3

06:00-07:48

Nonstop2h 48m

Chicago O'Hare Intl

Sat 14/3

18:05-21:32

Nonstop2h 27m

£180

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 23/2

09:05-11:10

Nonstop3h 05m

Chicago O'Hare Intl

Mon 23/2

15:45-19:30

Nonstop2h 45m

£181

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 27/2

08:00-21:50

2 stops14h 50m

Chicago O'Hare Intl

Sun 1/3

17:15-00:05

1 stop5h 50m

£182

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 6/6

07:39-09:49

Nonstop3h 10m

Chicago O'Hare Intl

Sat 6/6

14:05-21:39

1 stop6h 34m

£183

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 20/2

19:59-23:56

1 stop4h 57m

Chicago O'Hare Intl

Sun 22/2

06:45-13:46

1 stop6h 01m

£185

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 5/3

05:25-10:14

1 stop5h 49m

Chicago O'Hare Intl

Sun 8/3

05:30-11:23

1 stop4h 53m

£188

Flights are sorted by cheapest return flights first.

Deals found on 31/1

Showing 1-10 of 59 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, March is the cheapest month in which you can book a flight from Florida to Chicago (average of £31). Flying from Florida to Chicago in June is currently the most expensive (average of £78). 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 2 February 2026.

A simple way to save on the total cost of your ticket is to fly from Florida to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 56% 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 2 February 2026.

The most flights from USFL to CHI are scheduled on a Friday (54 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (38 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 United Airlines, Southwest, and Delta fly from Florida to Chicago in about 3h 18m. The time it takes to get you to your destination can typically vary by up to 6h 17m. The distance from Florida to Chicago is about 1006 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: Royal Jordanian (93%), Cathay Pacific (87%), Royal Air Maroc( 85%).

  • What are the cheapest flights from Florida to Chicago?

    The cheapest flight price from Florida to Chicago is £95. On average you can expect to pay £283. The most popular route, (Jacksonville - Chicago O'Hare Intl), can usually be booked for £126.

  • 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, March is the cheapest month in which you can book a flight from Florida to Chicago (average of £31). Flying from Florida to Chicago in June is currently the most expensive (average of £78). 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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