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Cheap flights from Florida to Chicago from £48

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 27/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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Cheap return flights

Logo
19:30 - 21:33MCO-ORD
3h 03mdirect
Logo
19:43 - 23:37ORD-MCO
2h 54mdirect
£81
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Sat, 18 Oct - Sat, 25 Oct
Spirit Airlines Logo
08:13 - 10:08TPA-ORD
2h 55mdirect
Spirit Airlines Logo
18:18 - 21:57ORD-TPA
2h 39mdirect
£82Spirit Airlines
Find Deal
Sun, 19 Oct - Tue, 21 Oct
Frontier Logo
15:56 - 23:29MCO-ORD
8h 33m1 stop
Frontier Logo
19:43 - 23:37ORD-MCO
2h 54mdirect
£87Frontier
Find Deal
Sat, 18 Oct - Sat, 25 Oct
Frontier Logo
11:52 - 20:48MCO-ORD
9h 56m1 stop
Frontier Logo
13:14 - 00:05ORD-MCO
9h 51m1 stop
£107Frontier
Find Deal
Sat, 18 Oct - Sat, 25 Oct
United Airlines Logo
07:54 - 09:55TPA-ORD
3h 01mdirect
United Airlines Logo
07:30 - 11:20ORD-TPA
2h 50mdirect
£117United Airlines
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Wed, 22 Oct - Tue, 28 Oct
Southwest Logo
19:25 - 21:30MCO-ORD
3h 05mdirect
Southwest Logo
15:10 - 18:50ORD-MCO
2h 40mdirect
£117Southwest
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Sat, 4 Oct - Sat, 11 Oct
Southwest Logo
10:20 - 12:15TPA-ORD
2h 55mdirect
Southwest Logo
11:55 - 15:35ORD-TPA
2h 40mdirect
£118Southwest
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Thu, 27 Nov - Tue, 2 Dec
United Airlines Logo
16:20 - 18:23TPA-ORD
3h 03mdirect
United Airlines Logo
11:15 - 15:08ORD-TPA
2h 53mdirect
£125United Airlines
Find Deal
Fri, 24 Oct - Tue, 28 Oct
Delta Logo
06:05 - 09:43MCO-ORD
4h 38m1 stop
Delta Logo
16:56 - 22:35ORD-MCO
4h 39m1 stop
£147Delta
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Wed, 22 Oct - Sat, 25 Oct
Delta Logo
06:15 - 12:05MCO-ORD
6h 50m1 stop
Delta Logo
17:50 - 00:50ORD-MCO
6h 00m1 stop
£148Delta
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Thu, 11 Dec - Sun, 14 Dec

Spirit Airlines flights from Florida to Chicago

Our best Spirit Airlines deals on Florida to Chicago flight tickets
Spirit Airlines
19 Oct
TPA08:13Tampa
2h 55m
ORD10:08Chicago O'Hare Intl
21 Oct
ORD18:18Chicago O'Hare Intl
2h 39m
TPA21:57Tampa
£82
Find similar
Spirit Airlines
19 Sept
MCO19:50Orlando
3h 08m
ORD21:58Chicago O'Hare Intl
22 Sept
ORD06:30Chicago O'Hare Intl
2h 43m
MCO10:13Orlando
£88
Find similar
Spirit Airlines
18 Oct
MCO15:53Orlando
3h 00m
ORD17:53Chicago O'Hare Intl
22 Oct
ORD06:00Chicago O'Hare Intl
2h 44m
MCO09:44Orlando
£97
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United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets
United Airlines
22 Oct
TPA07:54Tampa
3h 01m
ORD09:55Chicago O'Hare Intl
28 Oct
ORD07:30Chicago O'Hare Intl
2h 50m
TPA11:20Tampa
£117
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United Airlines
24 Oct
TPA16:20Tampa
3h 03m
ORD18:23Chicago O'Hare Intl
28 Oct
ORD11:15Chicago O'Hare Intl
2h 53m
TPA15:08Tampa
£125
Find similar
United Airlines
3 Oct
TPA16:20Tampa
3h 03m
ORD18:23Chicago O'Hare Intl
5 Oct
ORD07:30Chicago O'Hare Intl
2h 50m
TPA11:20Tampa
£126
Find similar

momondo 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, momondo users made 279,928 searches. Data last updated 5 September 2025.
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

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 18/10

19:30-21:33

Nonstop3h 03m

Chicago O'Hare Intl

Sat 25/10

19:43-23:37

Nonstop2h 54m

£81

TampaChicago

TPA - ORD

TPAORD

Tampa

Sun 19/10

08:13-10:08

Nonstop2h 55m

Chicago O'Hare Intl

Tue 21/10

18:18-21:57

Nonstop2h 39m

£82

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 18/10

15:56-23:29

1 stop8h 33m

Chicago O'Hare Intl

Sat 25/10

19:43-23:37

Nonstop2h 54m

£87

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 18/10

11:52-20:48

1 stop9h 56m

Chicago O'Hare Intl

Sat 25/10

13:14-00:05

1 stop9h 51m

£107

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 22/10

07:54-09:55

Nonstop3h 01m

Chicago O'Hare Intl

Tue 28/10

07:30-11:20

Nonstop2h 50m

£117

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 4/10

19:25-21:30

Nonstop3h 05m

Chicago O'Hare Intl

Sat 11/10

15:10-18:50

Nonstop2h 40m

£117

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 27/11

10:20-12:15

Nonstop2h 55m

Chicago O'Hare Intl

Tue 2/12

11:55-15:35

Nonstop2h 40m

£118

TampaChicago

TPA - ORD

TPAORD

Tampa

Fri 24/10

16:20-18:23

Nonstop3h 03m

Chicago O'Hare Intl

Tue 28/10

11:15-15:08

Nonstop2h 53m

£125

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 22/10

06:05-09:43

1 stop4h 38m

Chicago O'Hare Intl

Sat 25/10

16:56-22:35

1 stop4h 39m

£147

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 11/12

06:15-12:05

1 stop6h 50m

Chicago O'Hare Intl

Sun 14/12

17:50-00:50

1 stop6h 00m

£148

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 September. Flight prices, which tend to average around £93, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Chicago from Florida during October instead. Flights to Chicago in October, while not as cheap as those in September, still average around £121.

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 Wednesday when prices can be found for as low as £113. 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 Friday, with ticket prices averaging around £492.

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

Flying to Chicago from Florida in the evening is the least expensive time of day to depart. momondo users have found prices as low as £283 when looking at flights departing in the evening. Flights at midday are often more expensive, with an average ticket price of £499.

What is the cheapest Florida to Chicago flight route?

Fly from Palm Beach Intl to Chicago O'Hare Intl for the best Florida - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £162 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Florida for as low as £130 on momondo.

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?

No. A direct flight is the cheapest option for a flight between Florida to Chicago.

Cheap Florida to Chicago flight deals and tips

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

Fastest flight time

2h 34m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Florida to Chicago takes 2h 34m
Direct flights go from Florida to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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  • 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?

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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport