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Cheap flights from Florida to Chicago 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 Florida to Chicago departing on 24/2. 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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Cheap return flights

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Spirit Airlines Logo
16:56 - 19:02
MCO
-
ORD
3h 06mdirect
Spirit Airlines Logo
10:48 - 14:38
ORD
-
MCO
2h 50mdirect
£74Spirit Airlines
ons, 7 jan - sön, 11 jan
United Airlines Logo
09:10 - 11:19
MCO
-
ORD
3h 09mdirect
United Airlines Logo
16:02 - 19:52
ORD
-
MCO
2h 50mdirect
£79United Airlines
lör, 24 jan - lör, 24 jan
Southwest Logo
07:20 - 12:15
MCO
-
ORD
5h 55m1 stop
Southwest Logo
06:05 - 09:45
ORD
-
MCO
2h 40mdirect
£81Southwest
lör, 28 feb - tis, 3 mar
United Airlines Logo
09:00 - 14:25
TPA
-
ORD
6h 25m1 stop
United Airlines Logo
18:10 - 22:09
ORD
-
TPA
2h 59mdirect
£84United Airlines
tis, 6 jan - lör, 10 jan
Spirit Airlines Logo
15:43 - 17:52
MCO
-
ORD
3h 09mdirect
Spirit Airlines Logo
10:48 - 14:38
ORD
-
MCO
2h 50mdirect
£84Spirit Airlines
tors, 29 jan - sön, 1 feb
Southwest Logo
06:40 - 12:15
MCO
-
ORD
6h 35m1 stop
Southwest Logo
14:15 - 22:00
ORD
-
MCO
6h 45m1 stop
£85Southwest
tors, 15 jan - tis, 20 jan
Southwest Logo
19:40 - 21:50
MCO
-
ORD
3h 10mdirect
Southwest Logo
15:45 - 19:30
ORD
-
MCO
2h 45mdirect
£86Southwest
fre, 23 jan - mån, 26 jan
Spirit Airlines Logo
17:28 - 19:41
MCO
-
ORD
3h 13mdirect
Spirit Airlines Logo
15:22 - 23:42
ORD
-
MCO
7h 20m1 stop
£88Spirit Airlines
tors, 29 jan - sön, 1 feb
United Airlines Logo
07:30 - 09:32
TPA
-
ORD
3h 02mdirect
United Airlines Logo
13:55 - 17:48
ORD
-
TPA
2h 53mdirect
£89United Airlines
lör, 24 jan - lör, 24 jan
Delta Logo
05:30 - 08:42
JAX
-
ORD
4h 12m1 stop
Delta Logo
17:53 - 00:01
ORD
-
JAX
5h 08m1 stop
£195Delta
fre, 6 feb - mån, 16 feb

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets
United Airlines
24 Jan
MCO09:10Orlando
3h 09m
ORD11:19Chicago O'Hare Intl
24 Jan
ORD16:02Chicago O'Hare Intl
2h 50m
MCO19:52Orlando
£79
Find similar
United Airlines
6 Jan
TPA09:00Tampa
6h 25m
1 stop
ORD14:25Chicago O'Hare Intl
10 Jan
ORD18:10Chicago O'Hare Intl
2h 59m
TPA22:09Tampa
£84
Find similar
United Airlines
24 Jan
TPA07:30Tampa
3h 02m
ORD09:32Chicago O'Hare Intl
24 Jan
ORD13:55Chicago O'Hare Intl
2h 53m
TPA17:48Tampa
£89
Find similar

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets
JetBlue
5 Mar
TPA06:00Tampa
6h 48m
1 stop
ORD11:48Chicago O'Hare Intl
8 Mar
ORD12:41Chicago O'Hare Intl
7h 16m
1 stop
TPA20:57Tampa
£146
Find similar
JetBlue
16 Mar
MCO10:10Orlando
8h 14m
1 stop
ORD17:24Chicago O'Hare Intl
17 Mar
ORD10:56Chicago O'Hare Intl
6h 43m
1 stop
MCO18:39Orlando
£149
Find similar
JetBlue
5 Mar
TPA06:00Tampa
6h 48m
1 stop
ORD11:48Chicago O'Hare Intl
8 Mar
ORD12:41Chicago O'Hare Intl
7h 16m
1 stop
TPA20:57Tampa
£160
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 december 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

ons 7/1

16:56-19:02

Nonstop3h 06m

Chicago O'Hare Intl

sön 11/1

10:48-14:38

Nonstop2h 50m

£74

OrlandoChicago

MCO - ORD

MCOORD

Orlando

lör 24/1

09:10-11:19

Nonstop3h 09m

Chicago O'Hare Intl

lör 24/1

16:02-19:52

Nonstop2h 50m

£79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

lör 28/2

07:20-12:15

1 stop5h 55m

Chicago O'Hare Intl

tis 3/3

06:05-09:45

Nonstop2h 40m

£81

TampaChicago

TPA - ORD

TPAORD

Tampa

tis 6/1

09:00-14:25

1 stop6h 25m

Chicago O'Hare Intl

lör 10/1

18:10-22:09

Nonstop2h 59m

£84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

tors 29/1

15:43-17:52

Nonstop3h 09m

Chicago O'Hare Intl

sön 1/2

10:48-14:38

Nonstop2h 50m

£84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

tors 15/1

06:40-12:15

1 stop6h 35m

Chicago O'Hare Intl

tis 20/1

14:15-22:00

1 stop6h 45m

£85

OrlandoChicago

MCO - ORD

MCOORD

Orlando

fre 23/1

19:40-21:50

Nonstop3h 10m

Chicago O'Hare Intl

mån 26/1

15:45-19:30

Nonstop2h 45m

£86

OrlandoChicago

MCO - ORD

MCOORD

Orlando

tors 29/1

17:28-19:41

Nonstop3h 13m

Chicago O'Hare Intl

sön 1/2

15:22-23:42

1 stop7h 20m

£88

TampaChicago

TPA - ORD

TPAORD

Tampa

lör 24/1

07:30-09:32

Nonstop3h 02m

Chicago O'Hare Intl

lör 24/1

13:55-17:48

Nonstop2h 53m

£89

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

fre 6/2

05:30-08:42

1 stop4h 12m

Chicago O'Hare Intl

mån 16/2

17:53-00:01

1 stop5h 08m

£195

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 £88, 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 January instead. Flights to Chicago in January, while not as cheap as those in September, still average around £111.

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 £496.

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

Flying to Chicago from Florida in the morning is the least expensive time of day to depart. momondo users have found prices as low as £282 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £504.

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 £160 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 £131 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 46m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Florida to Chicago takes 2h 46m
Direct flights go from Florida to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • 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