How does KAYAK find such low prices on flights from Florida to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Florida is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Florida to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Florida with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$53 CHEAP FLIGHTS from Florida to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals

Cheap Flights from Florida to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Florida to Chicago

Tue, Aug 4 - Fri, Aug 7

9:53 am - 12:25 pm

FLL

ORD

3h 32mnonstop

8:05 am - 12:22 pm

ORD

FLL

3h 17mnonstop

$106Frontier

Tue, Jul 7 - Tue, Jul 21

9:53 am - 12:25 pm

FLL

ORD

3h 32mnonstop

8:05 am - 12:22 pm

ORD

FLL

3h 17mnonstop

$109Frontier

Tue, Aug 4 - Tue, Aug 11

9:53 am - 12:25 pm

FLL

ORD

3h 32mnonstop

7:00 am - 11:14 am

ORD

FLL

3h 14mnonstop

$124Multiple Airlines

Wed, Aug 12 - Thu, Aug 20

2:25 pm - 7:53 pm

TPA

ORD

6h 28m

1 stop

7:55 am - 3:44 pm

ORD

TPA

6h 49m

1 stop

$182Multiple Airlines

Wed, Jul 8 - Tue, Jul 14

9:55 pm - 11:35 pm

TPA

MDW

2h 40mnonstop

5:30 am - 9:00 am

MDW

TPA

2h 30mnonstop

$189Southwest

Wed, Jun 17 - Wed, Jun 24

7:10 am - 9:00 am

MCO

MDW

2h 50mnonstop

4:40 pm - 8:25 pm

MDW

MCO

2h 45mnonstop

$189Southwest

Wed, Jun 10 - Wed, Jun 17

9:20 am - 2:29 pm

JAX

ORD

6h 09m

1 stop

7:00 am - 10:40 am

ORD

JAX

2h 40mnonstop

$227United Airlines

Thu, Jun 18 - Sun, Jun 21

12:17 pm - 2:51 pm

PBI

ORD

3h 34mnonstop

7:10 am - 11:11 am

ORD

PBI

3h 01mnonstop

$289United Airlines

Thu, Jun 11 - Wed, Jun 17

6:42 pm - 9:18 pm

PBI

ORD

3h 36mnonstop

1:45 pm - 5:52 pm

ORD

PBI

3h 07mnonstop

$290American Airlines

Thu, Jun 11 - Mon, Jun 15

6:42 pm - 9:18 pm

PBI

ORD

3h 36mnonstop

6:29 am - 3:16 pm

ORD

PBI

7h 47m

1 stop

$296American Airlines

Useful Info

Low season	January
High season	July
Cheapest flight	$53

Best time to beat the crowds with an average 5% drop in price.

Most popular time to fly and prices are also 2% lower on average.

Flight from Fort Lauderdale to Chicago O'Hare Airport

Verified travelerFlew with American Airlines

RSW

ORD

May 2026

Don’t plan on using overhead bin space if you board after group 4 on any American flights using 737’s. They are frequently full by the time the 4th group boards. And, if your carry on bag has to be checked at the gate, be sure it has nothing breakable inside, as it may not survive that process.

BillFlew with Frontier

MCO

ORD

Dec 2025

Wear comfortable clothing and make sure you layer. We went from 80o to 30o,

Verified travelerFlew with Air Canada

JAX

ORD

Apr 2025

Chicago is a huge airport, wear comfortable shoes if you're looking to make a connection. It might be a 15 minute speed walk. Jacksonville is a little more compact and easier to navigate. Lots of food and beverage options in each.

CindyFlew with Southwest

TPA

MDW

Mar 2024

Don’t check a bag. Chicago takes forever to get your baggage.

How does KAYAK find such low prices on flights from Florida to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Florida is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Florida to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Florida with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Florida

First Class flights to Chicagofrom $333

Business Class flights to Chicagofrom $598

Premium Economy Class flights to Chicagofrom $283

Economy Class flights to Chicagofrom $41

$53 Find Cheap Flights from Florida to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Cheap Flights from Florida to Chicago

Recent round-trip flight deals from Florida to Chicago

Recent one-way flight deals from Florida to Chicago

Recent last minute flight deals from Florida to Chicago

Recent direct flight deals from Florida to Chicago

Good to know

Flights from Florida to Chicago: the best tips from KAYAK users

FAQs for booking flights from Florida to Chicago

How does KAYAK find such low prices on flights from Florida to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Florida to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Florida is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Florida to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Florida with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Florida

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight