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Cheap flights from Florida to Chicago from £50

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 4/5. 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 return train or bus tickets from Florida to Chicago.

All return flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:00 - 16:45MCO-ORD
7h 45m1 stop
11:44 - 21:33ORD-MCO
8h 49m1 stop
£156JetBlue
Find Deal
Wed, 19 Feb - Fri, 7 Mar
10:00 - 11:45JAX-ORD
2h 45mdirect
07:10 - 10:39ORD-JAX
2h 29mdirect
£157United Airlines
Find Deal
Wed, 12 Feb - Sat, 15 Feb
06:00 - 12:55MCO-ORD
7h 55m1 stop
05:45 - 11:45ORD-MCO
5h 00m1 stop
£165Delta
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Thu, 13 Feb - Tue, 18 Feb
07:35 - 13:00MCO-ORD
6h 25m1 stop
14:00 - 17:40ORD-MCO
2h 40mdirect
£166Southwest
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Mon, 17 Feb - Thu, 20 Feb
08:43 - 12:40TPA-ORD
4h 57m1 stop
17:00 - 23:09ORD-TPA
5h 09m1 stop
£167Delta
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Tue, 11 Mar - Tue, 11 Mar
09:20 - 14:00MCO-ORD
5h 40m1 stop
07:00 - 12:00ORD-MCO
4h 00m1 stop
£170Southwest
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Mon, 17 Feb - Thu, 20 Feb
19:35 - 19:11MCO-ORD
24h 36m1 stop
20:10 - 11:31ORD-MCO
14h 21m1 stop
£220Sun Country Air
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Wed, 2 Jul - Mon, 7 Jul
11:45 - 19:11TPA-ORD
8h 26m1 stop
20:10 - 10:50ORD-TPA
13h 40m1 stop
£244Sun Country Air
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Thu, 3 Jul - Sun, 6 Jul
07:00 - 09:05TPA-ORD
3h 05mdirect
12:20 - 21:33ORD-TPA
8h 13m1 stop
£257American Airlines
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Wed, 5 Feb - Thu, 6 Feb
07:00 - 09:05TPA-ORD
3h 05mdirect
17:35 - 21:19ORD-TPA
2h 44mdirect
£259American Airlines
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Sun, 26 Jan - Fri, 31 Jan
06:03 - 07:56TPA-ORD
2h 53mdirect
£50Frontier
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Sun, 4 May
16:33 - 18:20JAX-ORD
2h 47mdirect
£79United Airlines
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Tue, 25 Feb
10:48 - 16:45TPA-ORD
6h 57m1 stop
£79JetBlue
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Wed, 19 Feb
06:18 - 12:27MCO-ORD
7h 09m1 stop
£79JetBlue
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Wed, 9 Apr
06:00 - 12:55MCO-ORD
7h 55m1 stop
£82Delta
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Wed, 29 Jan
06:30 - 12:40TPA-ORD
7h 10m1 stop
£84Delta
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Wed, 26 Mar
13:00 - 22:20TPA-ORD
10h 20m2 stops
£88Southwest
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Wed, 5 Feb
11:15 - 22:21TPA-ORD
12h 06m1 stop
£90Spirit Airlines
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Sun, 4 May
13:00 - 22:20TPA-ORD
10h 20m2 stops
£107Southwest
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Thu, 30 Jan
09:00 - 22:52TPA-ORD
14h 52m2 stops
£113Spirit Airlines
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Sun, 4 May
06:55 - 15:44JAX-ORD
9h 49m1 stop
07:00 - 14:00ORD-JAX
6h 00m1 stop
£265JetBlue
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Mon, 13 Jan - Sun, 19 Jan
12:15 - 22:20MCO-ORD
11h 05m2 stops
13:30 - 20:45ORD-MCO
6h 15m1 stop
£273Southwest
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Mon, 13 Jan - Sat, 18 Jan
13:15 - 22:35MCO-ORD
10h 20m2 stops
07:00 - 16:15ORD-MCO
8h 15m2 stops
£305Southwest
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Mon, 13 Jan - Sat, 18 Jan
09:25 - 20:07JAX-ORD
11h 42m2 stops
17:00 - 10:52ORD-JAX
16h 52m2 stops
£315United Airlines
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Sat, 11 Jan - Mon, 13 Jan
09:25 - 20:07JAX-ORD
11h 42m2 stops
18:10 - 21:42ORD-JAX
2h 32mdirect
£324United Airlines
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Mon, 13 Jan - Sat, 18 Jan
07:27 - 18:55JAX-ORD
12h 28m2 stops
06:00 - 20:02ORD-JAX
13h 02m2 stops
£331United Airlines
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Sat, 11 Jan - Wed, 15 Jan
18:50 - 23:59TPA-ORD
6h 09m1 stop
10:30 - 19:13ORD-TPA
7h 43m1 stop
£581Delta
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Thu, 9 Jan - Tue, 21 Jan
08:40 - 12:55TPA-ORD
5h 15m1 stop
17:10 - 00:26ORD-TPA
6h 16m1 stop
£597Delta
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Sun, 12 Jan - Tue, 21 Jan
07:00 - 13:07TPA-ORD
31h 07m2 stops
15:35 - 05:39ORD-TPA
13h 04m2 stops
£763Alaska Airlines
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Sun, 12 Jan - Fri, 24 Jan
07:00 - 13:07TPA-ORD
31h 07m2 stops
15:35 - 05:39ORD-TPA
13h 04m2 stops
£890Alaska Airlines
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Sun, 12 Jan - Fri, 24 Jan
10:00 - 11:45JAX-ORD
2h 45mdirect
07:10 - 10:39ORD-JAX
2h 29mdirect
£157United Airlines
Find Deal
Wed, 12 Feb - Sat, 15 Feb
19:34 - 21:44MCO-ORD
3h 10mdirect
17:58 - 21:50ORD-MCO
2h 52mdirect
£181United Airlines
Find Deal
Sat, 15 Feb - Tue, 18 Feb
12:25 - 14:27TPA-ORD
3h 02mdirect
18:03 - 21:55ORD-TPA
2h 52mdirect
£194United Airlines
Find Deal
Sat, 8 Feb - Sun, 9 Feb
07:10 - 09:26MCO-ORD
3h 16mdirect
14:30 - 18:21ORD-MCO
2h 51mdirect
£197United Airlines
Find Deal
Fri, 14 Feb - Wed, 19 Feb
16:38 - 18:23JAX-ORD
2h 45mdirect
11:10 - 14:42ORD-JAX
2h 32mdirect
£213United Airlines
Find Deal
Wed, 22 Jan - Tue, 28 Jan
07:10 - 09:26MCO-ORD
3h 16mdirect
17:58 - 21:50ORD-MCO
2h 52mdirect
£213United Airlines
Find Deal
Fri, 14 Feb - Mon, 17 Feb
11:11 - 13:13TPA-ORD
3h 02mdirect
11:26 - 15:20ORD-TPA
2h 54mdirect
£217United Airlines
Find Deal
Thu, 30 Jan - Sun, 2 Feb
14:23 - 16:24TPA-ORD
3h 01mdirect
13:09 - 16:54ORD-TPA
2h 45mdirect
£234American Airlines
Find Deal
Wed, 5 Feb - Thu, 6 Feb
10:00 - 11:45JAX-ORD
2h 45mdirect
18:10 - 21:42ORD-JAX
2h 32mdirect
£237United Airlines
Find Deal
Tue, 4 Feb - Thu, 6 Feb
07:00 - 09:05TPA-ORD
3h 05mdirect
17:35 - 21:19ORD-TPA
2h 44mdirect
£259American Airlines
Find Deal
Sun, 26 Jan - Fri, 31 Jan

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets
JetBlue
19 Feb
MCO10:00Orlando
7h 45m
1 stop
ORD16:45Chicago O'Hare Intl
7 Mar
ORD11:44Chicago O'Hare Intl
8h 49m
1 stop
MCO21:33Orlando
JetBlue
3 Mar
MCO05:27Orlando
6h 32m
1 stop
ORD10:59Chicago O'Hare Intl
8 Mar
ORD11:35Chicago O'Hare Intl
10h 00m
1 stop
MCO22:35Orlando
JetBlue
30 Jan
JAX10:24Jacksonville
6h 20m
1 stop
ORD15:44Chicago O'Hare Intl
4 Feb
ORD07:00Chicago O'Hare Intl
6h 00m
1 stop
JAX14:00Jacksonville

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets
United Airlines
12 Feb
JAX10:00Jacksonville
2h 45m
ORD11:45Chicago O'Hare Intl
15 Feb
ORD07:10Chicago O'Hare Intl
2h 29m
JAX10:39Jacksonville
United Airlines
12 Feb
JAX16:38Jacksonville
2h 45m
ORD18:23Chicago O'Hare Intl
15 Feb
ORD11:15Chicago O'Hare Intl
7h 50m
1 stop
JAX20:05Jacksonville
United Airlines
15 Feb
MCO19:34Orlando
3h 10m
ORD21:44Chicago O'Hare Intl
19 Feb
ORD14:30Chicago O'Hare Intl
2h 51m
MCO18:21Orlando

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 £106.

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 £298.

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 £141.

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 54 days in advance, when prices tend to average £161. However, in the past 72 hours, people saw flights from Florida for as low as £78.

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 57% 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

£50

Fastest flight time

2h 43m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Florida in the past 72 hours is £50. 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 43m
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
8,074 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