What is the cheapest airline that flies from Florida to Chicago?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Florida to Chicago

How many flights depart from Florida to Chicago on average per day?

As of September 2025, there are 104 flights per day flying from Florida to Chicago. The most common time of day flights depart is 16:00, with 52% of flights taking off in the afternoon.

How long does it take to fly to Chicago?

On average, it takes 3h 03m to fly from Florida to Chicago if you fly out of Tampa (the most popular airport in Florida) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago). If you’re flying out of Orlando and into Chicago O'Hare Intl Airport, then the flight time is around 3h 08m.

How many flights depart from Florida to Chicago on average per week?

As of September 2025, 732 flights take off from Florida and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

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.

£37 Cheap Flights from Florida to Chicago in 2025/26

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Find the cheapest flights from Florida to Chicago

Round-trip

One-way

Last minute

Direct

Cheap return flights

15:53 - 17:53MCO-ORD

3h 00mdirect

06:00 - 09:44ORD-MCO

2h 44mdirect

£73Spirit Airlines

Find Deal

Tue, 14 Oct - Tue, 21 Oct

09:30 - 11:29TPA-ORD

2h 59mdirect

07:30 - 11:20ORD-TPA

2h 50mdirect

£108United Airlines

Find Deal

Sat, 8 Nov - Tue, 11 Nov

10:20 - 12:15TPA-ORD

2h 55mdirect

13:45 - 21:30ORD-TPA

6h 45m1 stop

£115Southwest

Find Deal

Thu, 27 Nov - Tue, 2 Dec

06:30 - 15:20TPA-ORD

9h 50m2 stops

12:40 - 22:25ORD-TPA

8h 45m1 stop

£119Southwest

Find Deal

Wed, 15 Oct - Wed, 22 Oct

07:00 - 12:04TPA-ORD

6h 04m1 stop

11:15 - 17:00ORD-TPA

4h 45m1 stop

£144Delta

Find Deal

Thu, 27 Nov - Wed, 3 Dec

09:00 - 12:16MCO-ORD

4h 16m1 stop

10:30 - 18:40ORD-MCO

7h 10m1 stop

£144Delta

Find Deal

Wed, 22 Oct - Mon, 27 Oct

12:47 - 18:55JAX-ORD

7h 08m1 stop

10:08 - 17:59ORD-JAX

6h 51m1 stop

£164JetBlue

Find Deal

Wed, 1 Oct - Tue, 7 Oct

06:35 - 12:10JAX-ORD

6h 35m1 stop

10:08 - 17:59ORD-JAX

6h 51m1 stop

£178JetBlue

Find Deal

Tue, 30 Sep - Tue, 7 Oct

11:43 - 10:03TPA-ORD

23h 20m1 stop

20:22 - 10:56ORD-TPA

13h 34m1 stop

£192Sun Country Air

Find Deal

Thu, 27 Nov - Mon, 1 Dec

13:54 - 08:20MCO-ORD

19h 26m1 stop

20:22 - 15:54ORD-MCO

18h 32m1 stop

£212Sun Country Air

Find Deal

Wed, 26 Nov - Mon, 1 Dec

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets

United Airlines

8 Nov

TPA09:30Tampa

2h 59m

ORD11:29Chicago O'Hare Intl

11 Nov

ORD07:30Chicago O'Hare Intl

2h 50m

TPA11:20Tampa

£108

Find similar

United Airlines

7 Nov

TPA16:20Tampa

3h 00m

ORD18:20Chicago O'Hare Intl

11 Nov

ORD07:30Chicago O'Hare Intl

2h 50m

TPA11:20Tampa

£109

Find similar

United Airlines

8 Nov

TPA09:30Tampa

2h 59m

ORD11:29Chicago O'Hare Intl

11 Nov

ORD09:15Chicago O'Hare Intl

8h 17m

1 stop

TPA18:32Tampa

£112

Find similar

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets

JetBlue

1 Oct

JAX12:47Jacksonville

7h 08m

1 stop

ORD18:55Chicago O'Hare Intl

7 Oct

ORD10:08Chicago O'Hare Intl

6h 51m

1 stop

JAX17:59Jacksonville

£164

Find similar

JetBlue

30 Sept

JAX06:35Jacksonville

6h 35m

1 stop

ORD12:10Chicago O'Hare Intl

7 Oct

ORD10:08Chicago O'Hare Intl

6h 51m

1 stop

JAX17:59Jacksonville

£178

Find similar

JetBlue

4 Oct

JAX11:25Jacksonville

7h 58m

1 stop

ORD18:23Chicago O'Hare Intl

7 Oct

ORD10:08Chicago O'Hare Intl

6h 51m

1 stop

JAX17:59Jacksonville

£193

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 14/10

15:53-17:53

Nonstop3h 00m

Chicago O'Hare Intl

Tue 21/10

06:00-09:44

Nonstop2h 44m

£73

TampaChicago

TPA - ORD

TPAORD

Tampa

Sat 8/11

09:30-11:29

Nonstop2h 59m

Chicago O'Hare Intl

Tue 11/11

07:30-11:20

Nonstop2h 50m

£108

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 27/11

10:20-12:15

Nonstop2h 55m

Chicago O'Hare Intl

Tue 2/12

13:45-21:30

1 stop6h 45m

£115

TampaChicago

TPA - ORD

TPAORD

Tampa

Wed 15/10

06:30-15:20

2 stops9h 50m

Chicago O'Hare Intl

Wed 22/10

12:40-22:25

1 stop8h 45m

£119

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 27/11

07:00-12:04

1 stop6h 04m

Chicago O'Hare Intl

Wed 3/12

11:15-17:00

1 stop4h 45m

£144

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 22/10

09:00-12:16

1 stop4h 16m

Chicago O'Hare Intl

Mon 27/10

10:30-18:40

1 stop7h 10m

£144

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 1/10

12:47-18:55

1 stop7h 08m

Chicago O'Hare Intl

Tue 7/10

10:08-17:59

1 stop6h 51m

£164

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 30/9

06:35-12:10

1 stop6h 35m

Chicago O'Hare Intl

Tue 7/10

10:08-17:59

1 stop6h 51m

£178

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 27/11

11:43-10:03

1 stop23h 20m

Chicago O'Hare Intl

Mon 1/12

20:22-10:56

1 stop13h 34m

£192

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 26/11

13:54-08:20

1 stop19h 26m

Chicago O'Hare Intl

Mon 1/12

20:22-15:54

1 stop18h 32m

£212

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 £109, 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 August instead. Flights to Chicago in August, while not as cheap as those in September, still average around £117.

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 £111. 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 £485.

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 £279 when looking at flights departing in the evening. Flights at midday are often more expensive, with an average ticket price of £492.

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 £161 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 £129 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)

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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Florida to Chicago is Boeing 737-800 (20.00% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (11.21%), Airbus A321-100/200 (10.85%), and Airbus A321neo (9.85%).

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.

An easier way to manage your Chicago trip

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Cheap flights from Florida to Chicago from £37

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 24/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Florida to Chicago

Cheap return flights

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Cheap last-minute flights

Cheap direct flights

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Florida to Chicago that are best for you.

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?

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 £111. 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 £485.

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 £279 when looking at flights departing in the evening. Flights at midday are often more expensive, with an average ticket price of £492.

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?

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.

What is the cheapest airline that flies from Florida to Chicago?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Florida to Chicago

How many flights depart from Florida to Chicago on average per day?

As of September 2025, there are 104 flights per day flying from Florida to Chicago. The most common time of day flights depart is 16:00, with 52% of flights taking off in the afternoon.

How many flights depart from Florida to Chicago on average per week?

As of September 2025, 732 flights take off from Florida and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

How long does it take to fly 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

Direct flights

Airports in Chicago

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

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

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

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?

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

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

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

An easier way to manage your Chicago trip

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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