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Cheap flights from Florida to Chicago from £63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florida to Chicago departing on 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Florida to Chicago

Cheap return flights

These are some of the best return flight deals from Florida to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Florida to Chicago.

Cheap last-minute flights

Planning a quick getaway from Florida to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Florida to Chicago

Find recent round-trip train or bus tickets from Florida to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
08:40 - 12:55TPA-ORD
5h 15m1 stop
14:55 - 20:21ORD-TPA
4h 26m1 stop
£156Delta
Find Deal
Tue, 28 Jan - Sat, 8 Feb
05:27 - 10:59MCO-ORD
6h 32m1 stop
11:44 - 20:35ORD-MCO
7h 51m1 stop
£156JetBlue
Find Deal
Thu, 6 Mar - Tue, 11 Mar
19:09 - 23:20TPA-ORD
5h 11m1 stop
08:48 - 15:07ORD-TPA
5h 19m1 stop
£181United Airlines
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Mon, 9 Dec - Tue, 10 Dec
12:25 - 14:27TPA-ORD
3h 02mdirect
14:10 - 18:02ORD-TPA
2h 52mdirect
£188United Airlines
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Wed, 15 Jan - Wed, 22 Jan
17:05 - 09:03TPA-ORD
16h 58m1 stop
18:35 - 10:50ORD-TPA
15h 15m1 stop
£211Sun Country Air
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Tue, 24 Dec - Tue, 31 Dec
13:15 - 22:35MCO-ORD
10h 20m2 stops
07:00 - 13:05ORD-MCO
5h 05m1 stop
£212Southwest
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Thu, 9 Jan - Tue, 14 Jan
10:20 - 18:10MCO-ORD
8h 50m2 stops
11:25 - 19:10ORD-MCO
6h 45m1 stop
£215Southwest
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Thu, 16 Jan - Tue, 21 Jan
11:59 - 18:39JAX-ORD
7h 40m1 stop
18:50 - 11:35ORD-JAX
15h 45m1 stop
£219Sun Country Air
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Fri, 25 Apr - Sun, 27 Apr
08:00 - 10:06TPA-ORD
3h 06mdirect
12:25 - 18:50ORD-TPA
5h 25m1 stop
£265American Airlines
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Mon, 9 Dec - Wed, 11 Dec
08:00 - 10:06TPA-ORD
3h 06mdirect
18:05 - 21:53ORD-TPA
2h 48mdirect
£312American Airlines
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Mon, 9 Dec - Wed, 11 Dec
18:18 - 20:25MCO-ORD
3h 07mdirect
£63United Airlines
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Sat, 11 Jan
09:35 - 11:48MCO-ORD
3h 13mdirect
£68United Airlines
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Fri, 28 Feb
17:19 - 21:05TPA-ORD
4h 46m1 stop
£78Delta
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Mon, 16 Dec
08:15 - 15:40MCO-ORD
8h 25m1 stop
£78JetBlue
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Tue, 11 Mar
11:43 - 17:18JAX-ORD
6h 35m1 stop
£80JetBlue
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Thu, 9 Jan
20:06 - 23:59TPA-ORD
4h 53m1 stop
£86Delta
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Mon, 27 Jan
11:43 - 17:25TPA-ORD
6h 42m1 stop
£106Sun Country Air
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Wed, 18 Dec
17:05 - 09:03TPA-ORD
16h 58m1 stop
£110Sun Country Air
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Tue, 24 Dec
08:05 - 21:30TPA-ORD
14h 25m2 stops
£117Southwest
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Mon, 9 Dec
07:10 - 16:45TPA-ORD
10h 35m2 stops
£122Southwest
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Sun, 9 Feb
11:45 - 17:55TPA-ORD
7h 10m1 stop
20:00 - 11:49ORD-TPA
14h 49m1 stop
£394Sun Country Air
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Tue, 26 Nov - Mon, 2 Dec
06:20 - 13:00MCO-ORD
7h 40m2 stops
15:10 - 22:40ORD-MCO
6h 30m1 stop
£475Southwest
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Thu, 28 Nov - Tue, 3 Dec
19:54 - 23:59TPA-ORD
5h 05m1 stop
12:00 - 17:19ORD-TPA
4h 19m1 stop
£487Delta
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Tue, 26 Nov - Tue, 3 Dec
07:30 - 09:33MCO-ORD
3h 03mdirect
07:10 - 18:25ORD-MCO
10h 15m1 stop
£516United Airlines
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Fri, 29 Nov - Tue, 3 Dec
12:00 - 21:06MCO-ORD
10h 06m1 stop
10:15 - 18:03ORD-MCO
6h 48m1 stop
£552JetBlue
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Fri, 29 Nov - Tue, 3 Dec
07:30 - 09:33MCO-ORD
3h 03mdirect
17:55 - 21:44ORD-MCO
2h 49mdirect
£566United Airlines
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Fri, 29 Nov - Tue, 3 Dec
06:10 - 11:27JAX-ORD
6h 17m1 stop
14:30 - 23:52ORD-JAX
8h 22m1 stop
£608JetBlue
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Wed, 27 Nov - Sat, 30 Nov
07:40 - 16:31MCO-ORD
9h 51m2 stops
17:20 - 00:05ORD-MCO
5h 45m1 stop
£708Delta
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Thu, 28 Nov - Sun, 8 Dec
07:00 - 05:28TPA-ORD
23h 28m2 stops
13:58 - 17:27ORD-TPA
26h 29m2 stops
£960Alaska Airlines
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Tue, 26 Nov - Wed, 4 Dec
07:00 - 17:55MCO-ORD
35h 55m2 stops
08:00 - 05:42ORD-MCO
20h 42m2 stops
£1,058Alaska Airlines
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Thu, 28 Nov - Sun, 8 Dec
12:25 - 14:27TPA-ORD
3h 02mdirect
14:10 - 18:02ORD-TPA
2h 52mdirect
£188United Airlines
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Wed, 15 Jan - Wed, 22 Jan
12:30 - 14:33MCO-ORD
3h 03mdirect
13:55 - 17:43ORD-MCO
2h 48mdirect
£222United Airlines
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Tue, 10 Dec - Sat, 14 Dec
06:00 - 08:08TPA-ORD
3h 08mdirect
06:30 - 10:17ORD-TPA
2h 47mdirect
£265United Airlines
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Sun, 23 Mar - Sun, 13 Apr
18:05 - 20:16MCO-ORD
3h 11mdirect
19:58 - 23:50ORD-MCO
2h 52mdirect
£266United Airlines
Find Deal
Wed, 5 Mar - Mon, 10 Mar
10:43 - 12:28JAX-ORD
2h 45mdirect
18:20 - 21:58ORD-JAX
2h 38mdirect
£292United Airlines
Find Deal
Wed, 25 Dec - Mon, 30 Dec
07:18 - 09:20TPA-ORD
3h 02mdirect
07:30 - 11:11ORD-TPA
2h 41mdirect
£309United Airlines
Find Deal
Sat, 17 May - Fri, 23 May
08:00 - 10:06TPA-ORD
3h 06mdirect
18:05 - 21:53ORD-TPA
2h 48mdirect
£312American Airlines
Find Deal
Mon, 9 Dec - Wed, 11 Dec
06:00 - 07:46JAX-ORD
2h 46mdirect
19:45 - 23:16ORD-JAX
2h 31mdirect
£316United Airlines
Find Deal
Sun, 29 Dec - Sun, 29 Dec
18:15 - 20:25MCO-ORD
3h 10mdirect
09:15 - 13:08ORD-MCO
2h 53mdirect
£316United Airlines
Find Deal
Fri, 25 Apr - Sun, 27 Apr
09:40 - 11:22JAX-ORD
2h 42mdirect
17:40 - 21:10ORD-JAX
2h 30mdirect
£322American Airlines
Find Deal
Thu, 9 Jan - Thu, 16 Jan

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets
JetBlue
6 Mar
MCO05:27Orlando
6h 32m
1 stop
ORD10:59Chicago O'Hare Intl
11 Mar
ORD11:44Chicago O'Hare Intl
7h 51m
1 stop
MCO20:35Orlando
JetBlue
23 Jan
JAX06:55Jacksonville
9h 49m
1 stop
ORD15:44Chicago O'Hare Intl
26 Jan
ORD07:00Chicago O'Hare Intl
6h 00m
1 stop
JAX14:00Jacksonville
JetBlue
17 Dec
MCO09:44Orlando
7h 09m
1 stop
ORD15:53Chicago O'Hare Intl
3 Jan
ORD10:11Chicago O'Hare Intl
8h 59m
1 stop
MCO20:10Orlando

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets
United Airlines
9 Dec
TPA19:09Tampa
5h 11m
1 stop
ORD23:20Chicago O'Hare Intl
10 Dec
ORD08:48Chicago O'Hare Intl
5h 19m
1 stop
TPA15:07Tampa
United Airlines
15 Jan
TPA12:25Tampa
3h 02m
ORD14:27Chicago O'Hare Intl
22 Jan
ORD14:10Chicago O'Hare Intl
2h 52m
TPA18:02Tampa
United Airlines
15 Jan
TPA16:33Tampa
3h 02m
ORD18:35Chicago O'Hare Intl
22 Jan
ORD08:50Chicago O'Hare Intl
5h 29m
1 stop
TPA15:19Tampa

See travel insights to Chicago from

How to get the cheapest flight ticket from Florida to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Florida is in February. Flight prices, which tend to average around £94, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Florida during April instead. Flights to Chicago in April, while not as cheap as those in February, still average around £98.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as £0. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Tuesday, with ticket prices averaging around £256.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Florida at midday is the least expensive time of day to depart. momondo users have found prices as low as £0 when looking at flights departing at midday. Flights in the morning are often more expensive, with an average ticket price of £140.

What is the cheapest Florida to Chicago flight route?

Fly from Miami to Chicago Midway for the best Florida - Chicago flight prices

How far in advance should I book a flight to Chicago?

The ideal time to book your flight to Chicago is 29 days in advance, when prices tend to average £134. However, in the past 72 hours, people saw flights from Florida for as low as £59.

What cabin class options are available on Florida to Chicago flights?

There are 4 cabin classes available to choose from on Florida to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Florida to Chicago flights?

You could potentially save up to 13% on your flight if you consider stops on a Florida to Chicago flight.

Cheap Florida to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Florida to Chicago

Best price found

£63

Fastest flight time

2h 38m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Florida in the past 72 hours is £63. The best return flight deal from Florida to Chicago found on momondo in the last 72 hours is £156.
The fastest flight from Florida to Chicago takes 2h 38m
Direct flights go from Florida to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • When did momondo last update prices for flights from Florida to Chicago?

    Prices for flights from Florida to Chicago were last updated today.

  • How old do you have to be to fly from Florida to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Florida to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Florida to Chicago?


Best airlines flying from Florida to Chicago

Compare and see reviews for airlines that fly from Florida to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom £32Free CancellationRating
6.3
8,176 reviews
Search Spirit Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Florida to Chicago?

It is quick and easy to find Florida to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Florida to Chicago with flexible booking policies on momondo?

Flights from Florida to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Florida to Chicago?

momondo helps you find the best flight between Florida and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Florida to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Florida are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago