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Cheap flights from Chicago to Florida from £38

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Florida departing on 7/1. 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 Chicago to Florida

Cheap return flights

These are some of the best return flight deals from Chicago to Florida 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 Chicago to Florida.

Cheap last-minute flights

Planning a quick getaway from Chicago to Florida? 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 Florida, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Chicago to Florida

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

All round-trip flight deals to Florida

The cheapest plane tickets to Florida found on KAYAK recently.
15:56 - 20:10ORD-FLL
3h 14mdirect
17:50 - 20:13FLL-ORD
3h 23mdirect
£73Spirit Airlines
Find Deal
Sat, 1 Feb - Tue, 4 Feb
14:29 - 18:38ORD-FLL
3h 09mdirect
08:05 - 10:35FLL-ORD
3h 30mdirect
£76Spirit Airlines
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Tue, 18 Feb - Sat, 22 Feb
19:18 - 23:16ORD-MCO
2h 58mdirect
07:05 - 09:27MCO-ORD
3h 22mdirect
£92Frontier
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Wed, 12 Feb - Wed, 19 Feb
08:33 - 18:02ORD-MCO
8h 29m1 stop
07:05 - 09:27MCO-ORD
3h 22mdirect
£104Frontier
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Wed, 12 Feb - Wed, 19 Feb
16:41 - 23:42ORD-MIA
6h 01m1 stop
10:00 - 12:29MIA-ORD
3h 29mdirect
Sun, 2 Feb - Fri, 7 Feb
08:33 - 18:02ORD-MCO
8h 29m1 stop
18:09 - 23:58MCO-ORD
6h 49m1 stop
Wed, 12 Feb - Wed, 19 Feb
07:10 - 11:31ORD-MIA
3h 21mdirect
09:00 - 11:34MIA-ORD
3h 34mdirect
£125United Airlines
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Tue, 28 Jan - Tue, 4 Feb
18:09 - 22:00ORD-TPA
2h 51mdirect
07:30 - 09:37TPA-ORD
3h 07mdirect
£141United Airlines
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Sat, 15 Feb - Sun, 16 Feb
16:25 - 00:29ORD-FLL
7h 04m1 stop
06:00 - 12:22FLL-ORD
7h 22m1 stop
£154JetBlue
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Thu, 6 Mar - Mon, 10 Mar
09:05 - 18:45ORD-MCO
8h 40m1 stop
09:05 - 17:55MCO-ORD
9h 50m1 stop
£155JetBlue
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Wed, 29 Jan - Wed, 5 Feb
05:00 - 09:11ORD-FLL
3h 11mdirect
£38Spirit Airlines
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Tue, 7 Jan
15:56 - 20:10ORD-FLL
3h 14mdirect
£39Spirit Airlines
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Sat, 18 Jan
18:35 - 22:52ORD-FLL
3h 17mdirect
£63United Airlines
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Sat, 1 Mar
18:09 - 22:00ORD-TPA
2h 51mdirect
£63United Airlines
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Sat, 1 Mar
16:25 - 00:29ORD-FLL
7h 04m1 stop
£77JetBlue
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Thu, 6 Mar
11:00 - 18:42ORD-TPA
6h 42m1 stop
£78JetBlue
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Fri, 31 Jan
17:10 - 00:35ORD-MCO
6h 25m1 stop
£78Delta
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Tue, 28 Jan
07:05 - 15:24ORD-TPA
7h 19m1 stop
£86Delta
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Tue, 18 Mar
19:00 - 15:29ORD-TPA
19h 29m1 stop
£110Sun Country Air
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Mon, 31 Mar
21:15 - 19:03ORD-MCO
20h 48m1 stop
£110Sun Country Air
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Sun, 13 Apr
20:14 - 07:38ORD-FLL
10h 24m1 stop
06:15 - 12:39FLL-ORD
7h 24m1 stop
£177Spirit Airlines
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Fri, 3 Jan - Sun, 12 Jan
20:14 - 07:38ORD-FLL
10h 24m1 stop
07:55 - 10:17FLL-ORD
3h 22mdirect
£188Spirit Airlines
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Fri, 3 Jan - Sun, 12 Jan
08:42 - 18:50ORD-MIA
9h 08m1 stop
06:32 - 15:44MIA-ORD
10h 12m1 stop
£402JetBlue
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Thu, 2 Jan - Thu, 9 Jan
10:11 - 20:10ORD-MCO
8h 59m1 stop
11:00 - 17:59MCO-ORD
7h 59m1 stop
£424JetBlue
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Fri, 3 Jan - Wed, 8 Jan
11:53 - 10:47ORD-MCO
21h 54m1 stop
21:23 - 18:05MCO-ORD
21h 42m1 stop
£432Sun Country Air
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Thu, 2 Jan - Sun, 5 Jan
11:53 - 10:09ORD-MCO
21h 16m1 stop
12:00 - 18:05MCO-ORD
7h 05m1 stop
£451Sun Country Air
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Fri, 3 Jan - Mon, 6 Jan
18:08 - 22:00ORD-TPA
2h 52mdirect
16:33 - 18:35TPA-ORD
3h 02mdirect
£455United Airlines
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Wed, 1 Jan - Wed, 15 Jan
09:03 - 17:44ORD-MCO
7h 41m1 stop
07:15 - 09:21MCO-ORD
3h 06mdirect
£455United Airlines
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Tue, 31 Dec - Sat, 11 Jan
05:40 - 11:10ORD-TPA
4h 30m1 stop
12:20 - 18:49TPA-ORD
7h 29m1 stop
£466Delta
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Tue, 31 Dec - Tue, 14 Jan
12:40 - 20:25ORD-TPA
6h 45m1 stop
14:25 - 20:53TPA-ORD
7h 28m1 stop
£475Delta
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Thu, 2 Jan - Thu, 16 Jan
05:00 - 09:07ORD-FLL
3h 07mdirect
08:05 - 10:35FLL-ORD
3h 30mdirect
£73Spirit Airlines
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Wed, 19 Feb - Mon, 24 Feb
14:29 - 18:38ORD-FLL
3h 09mdirect
08:05 - 10:35FLL-ORD
3h 30mdirect
£76Spirit Airlines
Find Deal
Tue, 18 Feb - Sat, 22 Feb
05:11 - 09:20ORD-FLL
3h 09mdirect
17:50 - 20:13FLL-ORD
3h 23mdirect
£76Spirit Airlines
Find Deal
Mon, 27 Jan - Fri, 31 Jan
15:56 - 20:10ORD-FLL
3h 14mdirect
17:50 - 20:13FLL-ORD
3h 23mdirect
£83Spirit Airlines
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Fri, 31 Jan - Wed, 5 Feb
19:18 - 23:16ORD-MCO
2h 58mdirect
07:05 - 09:27MCO-ORD
3h 22mdirect
£92Frontier
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Wed, 12 Feb - Wed, 19 Feb
09:25 - 13:21ORD-MCO
2h 56mdirect
16:45 - 19:04MCO-ORD
3h 19mdirect
£114Frontier
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Sun, 6 Apr - Tue, 15 Apr
07:35 - 11:52ORD-MIA
3h 17mdirect
07:00 - 09:34MIA-ORD
3h 34mdirect
£125United Airlines
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Wed, 26 Feb - Wed, 5 Mar
18:09 - 22:00ORD-TPA
2h 51mdirect
07:30 - 09:37TPA-ORD
3h 07mdirect
£141United Airlines
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Sat, 15 Feb - Sun, 16 Feb
08:15 - 12:32ORD-MIA
3h 17mdirect
21:44 - 00:27MIA-ORD
3h 43mdirect
£182American Airlines
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Sun, 2 Feb - Thu, 6 Feb
17:43 - 21:21ORD-TPA
2h 38mdirect
12:55 - 15:00TPA-ORD
3h 05mdirect
£211American Airlines
Find Deal
Wed, 16 Apr - Tue, 22 Apr

United Airlines flights from Chicago to Florida

Our best United Airlines deals on Chicago to Florida flight tickets
United Airlines
28 Jan
ORD07:10Chicago O'Hare Intl
3h 21m
MIA11:31Miami
4 Feb
MIA09:00Miami
3h 34m
ORD11:34Chicago O'Hare Intl
United Airlines
4 Mar
ORD07:35Chicago O'Hare Intl
3h 17m
MIA11:52Miami
11 Mar
MIA16:14Miami
3h 41m
ORD18:55Chicago O'Hare Intl
United Airlines
26 Feb
ORD18:06Chicago O'Hare Intl
2h 28m
JAX21:34Jacksonville
4 Mar
JAX11:25Jacksonville
2h 48m
ORD13:13Chicago O'Hare Intl

Frontier flights from Chicago to Florida

Our best Frontier deals on Chicago to Florida flight tickets
Frontier
12 Feb
ORD19:18Chicago O'Hare Intl
2h 58m
MCO23:16Orlando
19 Feb
MCO07:05Orlando
3h 22m
ORD09:27Chicago O'Hare Intl
Frontier
12 Feb
ORD08:33Chicago O'Hare Intl
8h 29m
1 stop
MCO18:02Orlando
19 Feb
MCO07:05Orlando
3h 22m
ORD09:27Chicago O'Hare Intl
Frontier
6 Apr
ORD09:25Chicago O'Hare Intl
2h 56m
MCO13:21Orlando
15 Apr
MCO16:45Orlando
3h 19m
ORD19:04Chicago O'Hare Intl

See travel insights to Florida from

How to get the cheapest flight ticket from Chicago to Florida

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 Florida?

The cheapest month to fly to Florida from Chicago is in May. Flight prices, which tend to average around £169, are often lower during this time because this is during the off-season. If you’re not able to fly to Florida in May, then April is your next best option. Flight prices from Chicago to Florida during April average around £173.

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

The cheapest day to depart from Chicago to Florida is on a Monday. Travellers who choose to depart for Florida on a Monday will often find tickets for as low as £0. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around £320. These prices are subject to change though, so be sure to set up a Price Alert for flights to Florida.

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

According to our data, the cheapest time of day to fly to Florida is at midday. momondo users have found flights departing from Chicago to Florida at midday for as low as £0. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Florida is in the morning when prices are around £298.

What is the cheapest Chicago to Florida flight route?

Fly from Chicago Greater Rockford to Orlando Sanford Intl for the best Chicago - Florida flight prices

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

In general, most travellers find the cheapest time to book a flight to Florida is about 17 days prior to their departure date, when tickets on average are £221. Keep in mind that you might also find cheap flights to Florida outside of this time window. In fact, momondo users recently found flights from Chicago to Florida for £127.

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

There are 3 cabin classes available to choose from on Chicago to Florida 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 Chicago to Florida flights?

You could potentially save up to 54% on your flight if you consider stops on a Chicago to Florida flight.

Cheap Chicago to Florida flight deals and tips

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

Best price found

£38

Fastest flight time

2h 28m

Direct flights

Every day

Airports in Florida

5 airports
The best one-way flight to Florida from Chicago in the past 72 hours is £38. The best return flight deal from Chicago to Florida found on momondo in the last 72 hours is £73.
The fastest flight from Chicago to Florida takes 2h 28m
Direct flights go from Chicago to Florida every day.
There are 5 airports near Florida: Jacksonville (JAX), Tampa (TPA), Miami (MIA), Fort Lauderdale (FLL), Orlando (MCO)

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

    Prices for flights from Chicago to Florida are updated daily.

  • How many operators does momondo search for flights from Chicago to Florida?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Florida.

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

    The required travel and health documents for your Florida trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Florida. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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


Best airlines flying from Chicago to Florida

Compare and see reviews for airlines that fly from Chicago to Florida with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom £51Free CancellationRating
6.3
8,100 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom £305Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida from Chicago.

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

Flights from Chicago to Florida 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 Chicago to Florida?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Florida from Chicago.

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

Yes momondo offers price alerts on flights to Florida from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

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Popular Cities in Florida

Popular flights according to clicks in the last 7 days on momondo