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Cheap flights from Florida to Chicago from £61

MIA — CHI
8 Dec — 15 Dec1
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

Tue 8/1208:00 -
1 stop9h 42m
Tue 15/1214:59 -
Nonstop3h 11m
Deal found 4/11£113
Sat 19/1216:10 -
Nonstop3h 35m
Wed 23/1220:03 -
Nonstop3h 26m
Deal found 4/11£121
Thu 19/1114:24 -
Nonstop3h 28m
Tue 1/1218:15 -
Nonstop3h 21m
Deal found 3/11£127
Sun 20/1207:00 -
Nonstop3h 34m
Wed 23/1220:03 -
Nonstop3h 26m
Deal found 4/11£128
Tue 1/1207:00 -
Nonstop3h 30m
Tue 8/1210:55 -
Nonstop3h 13m
Deal found 3/11£130
Tue 24/1121:15 -
Nonstop3h 23m
Tue 1/1214:59 -
Nonstop3h 11m
Deal found 4/11£133
Mon 21/1221:30 -
Nonstop3h 31m
Wed 6/110:30 -
1 stop6h 37m
Deal found 4/11£133
Thu 26/1121:15 -
Nonstop3h 23m
Tue 1/1214:59 -
Nonstop3h 11m
Deal found 6/11£134
Wed 18/1106:00 -
1 stop7h 00m
Wed 9/1207:00 -
Nonstop3h 10m
Deal found 5/11£138
Sat 19/1214:25 -
Nonstop3h 35m
Tue 22/1218:18 -
Nonstop3h 27m
Deal found 3/11£140
Wed 25/1111:05 -
Nonstop3h 27m
Fri 27/1114:59 -
Nonstop3h 11m
Deal found 4/11£142
Sat 19/1207:09 -
Nonstop3h 36m
Tue 22/1218:24 -
Nonstop3h 26m
Deal found 5/11£150

Find flight deals from Florida to Chicago

Round-trip from

£113

One-way from

£61

Popular in

October

Cheapest in

February

Average price

£183

Good round-trip deal

£199 or less

Good one-way deal

£133 or less
JetBlue
  • JetBlue
  • 8/12-15/12
  • 1 total stop
  • 12h 53m total
  • Florida to Chicago
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JetBlue
  • JetBlue
  • 2/12-31/12
  • Nonstop
  • 3h 30m total
  • Florida to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£21 potential increase over avg. return price).
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Cheapest flight prices on average. 5% potential price decrease (£8 potential savings vs. average return price).
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Average for round-trip flights in November 2026
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Price to beat on a round-trip flight from Florida to Chicago (CHI).
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Price to beat on a one-way flight from Florida to Chicago (CHI).
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Cheapflights Fare Finder

 
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

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Tue 9/3

16:35-22:20

1 stop6h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£82

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Wed 6/1

08:00-12:56

1 stop5h 56m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£82

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Fri 25/12

14:35-20:03

1 stop6h 28m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£82

MiamiChicago

MIA Miami - ORD Chicago O'Hare Intl

MIAORD

Miami

Mon 8/2

08:45-11:24

Nonstop3h 39m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£85

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Sun 22/11

05:35-12:20

1 stop7h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£85

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Thu 26/11

12:20-14:35

Nonstop3h 15m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£89

MiamiChicago

MIA Miami - ORD Chicago O'Hare Intl

MIAORD

Miami

Thu 10/12

09:00-11:36

Nonstop3h 36m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£89

MiamiChicago

MIA Miami - ORD Chicago O'Hare Intl

MIAORD

Miami

Thu 3/12

10:40-13:15

Nonstop3h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£89

MiamiChicago

MIA Miami - ORD Chicago O'Hare Intl

MIAORD

Miami

Mon 28/12

07:09-09:45

Nonstop3h 36m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£89

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Tue 24/11

08:00-12:51

1 stop5h 51m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£93

Flights are sorted by cheapest return flights first.

Deals found on 3/11

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

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, February is the cheapest month in which you can book a flight from Florida to Chicago (average of £150). Flying from Florida to Chicago in June is currently the most expensive (average of £270). 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?

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

The most flights from USFL to CHI are scheduled on a Friday (59 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (34 on average).

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

Airfare is below average for this route at the moment.
Florida to Chicago flights typically cost between £165 and £307 in December.
The cheapest return price found within the last 5 days was £150 on United Airlines (19 Dec–22 Dec).

How far ahead should I book a flight from Florida to Chicago?

The best time to book flights from Florida to Chicago is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Related info for your journey

  • How long is the flight from Florida to Chicago?

    Airlines like United Airlines, Delta, and Southwest fly from Florida to Chicago in about 3h 10m. The time it takes to get you to your destination can typically vary by up to 3h 09m. The distance from Florida to Chicago is about 1183 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 Orlando - Chicago O'Hare Intl, Tampa - Chicago O'Hare Intl and Jacksonville - 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 (100%), Cathay Pacific (89%), Japan Airlines( 87%).

  • 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, February is the cheapest month in which you can book a flight from Florida to Chicago (average of £150). Flying from Florida to Chicago in June is currently the most expensive (average of £270). 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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Cheapflights makes it easy to find Florida to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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.

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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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