How long does it take to fly to Chicago?

On average, it takes 3h 01m 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 26m.

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

As of December 2025, there are 36 flights per day flying from Florida to Chicago. The most common time of day flights depart is 12:00, with 56% of flights taking off in the afternoon.

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

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

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

As of December 2025, 258 flights take off from Florida and land in Chicago each week. The most common flight departure day for this route is Tue, with 38% 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.

£45 Cheap Flights from Florida to Chicago in 2025/26

1 adult

0 bags

Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Florida to Chicago

Round-trip

One-way

Last minute

Direct

Cheap return flights

Enter your travel dates to find the best prices.

11:04 - 13:13

MCO

ORD

3h 09mdirect

10:48 - 14:38

ORD

MCO

2h 50mdirect

£58Spirit Airlines

Wed, 28 Jan - Wed, 4 Feb

14:45 - 13:32

MCO

ORD

23h 47m1 stop

10:48 - 14:38

ORD

MCO

2h 50mdirect

£70Multiple Airlines

Wed, 28 Jan - Wed, 4 Feb

10:05 - 21:03

TPA

ORD

11h 58m1 stop

07:20 - 17:33

ORD

TPA

9h 13m1 stop

£74Spirit Airlines

Tue, 20 Jan - Wed, 21 Jan

17:28 - 19:41

MCO

ORD

3h 13mdirect

12:44 - 16:31

ORD

MCO

2h 47mdirect

£74Spirit Airlines

Fri, 6 Feb - Sun, 8 Feb

16:26 - 18:29

TPA

ORD

3h 03mdirect

18:06 - 21:59

ORD

TPA

2h 53mdirect

£117United Airlines

Thu, 25 Dec - Thu, 1 Jan

14:27 - 16:36

MCO

ORD

3h 09mdirect

06:00 - 09:48

ORD

MCO

2h 48mdirect

£117United Airlines

Thu, 25 Dec - Thu, 1 Jan

06:00 - 11:48

TPA

ORD

6h 48m1 stop

12:41 - 20:57

ORD

TPA

7h 16m1 stop

£134JetBlue

Thu, 5 Mar - Sun, 8 Mar

12:00 - 17:43

JAX

ORD

6h 43m1 stop

08:45 - 19:15

ORD

JAX

9h 30m1 stop

£176JetBlue

Thu, 5 Feb - Sun, 8 Feb

06:50 - 12:15

JAX

ORD

6h 25m1 stop

13:45 - 21:15

ORD

JAX

6h 30m1 stop

£194Southwest

Tue, 27 Jan - Wed, 28 Jan

06:00 - 09:36

JAX

ORD

4h 36m1 stop

05:30 - 12:38

ORD

JAX

6h 08m1 stop

£206Delta

Thu, 25 Dec - Thu, 1 Jan

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets

United Airlines

25 Dec

MCO14:27Orlando

3h 09m

ORD16:36Chicago O'Hare Intl

1 Jan

ORD06:00Chicago O'Hare Intl

2h 48m

MCO09:48Orlando

£117

Find similar

United Airlines

25 Dec

TPA09:00Tampa

6h 21m

1 stop

ORD14:21Chicago O'Hare Intl

1 Jan

ORD07:25Chicago O'Hare Intl

2h 54m

TPA11:19Tampa

£122

Find similar

United Airlines

16 Jan

TPA12:25Tampa

3h 03m

ORD14:28Chicago O'Hare Intl

20 Jan

ORD15:45Chicago O'Hare Intl

2h 53m

TPA19:38Tampa

£126

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

£134

Find similar

JetBlue

28 Jan

TPA11:46Tampa

6h 57m

1 stop

ORD17:43Chicago O'Hare Intl

1 Feb

ORD09:15Chicago O'Hare Intl

7h 57m

1 stop

TPA18:12Tampa

£146

Find similar

JetBlue

6 Mar

TPA06:00Tampa

6h 49m

1 stop

ORD11:49Chicago O'Hare Intl

10 Mar

ORD12:41Chicago O'Hare Intl

7h 16m

1 stop

TPA20:57Tampa

£160

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 28/1

11:04-13:13

Nonstop3h 09m

Chicago O'Hare Intl

Wed 4/2

10:48-14:38

Nonstop2h 50m

£58

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 28/1

14:45-13:32

1 stop23h 47m

Chicago O'Hare Intl

Wed 4/2

10:48-14:38

Nonstop2h 50m

£70

TampaChicago

TPA - ORD

TPAORD

Tampa

Tue 20/1

10:05-21:03

1 stop11h 58m

Chicago O'Hare Intl

Wed 21/1

07:20-17:33

1 stop9h 13m

£74

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 6/2

17:28-19:41

Nonstop3h 13m

Chicago O'Hare Intl

Sun 8/2

12:44-16:31

Nonstop2h 47m

£74

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 25/12

16:26-18:29

Nonstop3h 03m

Chicago O'Hare Intl

Thu 1/1

18:06-21:59

Nonstop2h 53m

£117

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 25/12

14:27-16:36

Nonstop3h 09m

Chicago O'Hare Intl

Thu 1/1

06:00-09:48

Nonstop2h 48m

£117

TampaChicago

TPA - ORD

TPAORD

Tampa

Thu 5/3

06:00-11:48

1 stop6h 48m

Chicago O'Hare Intl

Sun 8/3

12:41-20:57

1 stop7h 16m

£134

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 5/2

12:00-17:43

1 stop6h 43m

Chicago O'Hare Intl

Sun 8/2

08:45-19:15

1 stop9h 30m

£176

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 27/1

06:50-12:15

1 stop6h 25m

Chicago O'Hare Intl

Wed 28/1

13:45-21:15

1 stop6h 30m

£194

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 25/12

06:00-09:36

1 stop4h 36m

Chicago O'Hare Intl

Thu 1/1

05:30-12:38

1 stop6h 08m

£206

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 £87, 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 £105.

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 £112. 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 Thursday, with ticket prices averaging around £502.

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 £243 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £503.

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 £159 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 46m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Florida to Chicago takes 2h 46m

Direct flights go from Florida to Chicago every day.

There are 3 airports in Chicago. From Florida there are direct flights to 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 (18.31% of total bookings). The next most popular plane models are Airbus A321neo (17.44%), Boeing 737 MAX 8 (12.01%), and Airbus A320neo (6.56%).

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.