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.

$77 CHEAP FLIGHTS from Florida to Chicago

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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

Wed, Dec 23 - Tue, Dec 29

2:24 pm - 4:59 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 35mnonstop

5:58 am - 5:20 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

10h 22m1 stop Atlanta Hartsfield-Jackson

$147Frontier

Tue, Feb 23 - Wed, Feb 24

1:39 pm - 4:14 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 35mnonstop

6:00 am - 3:14 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

8h 14m1 stop Atlanta Hartsfield-Jackson

$147Frontier

Wed, Jan 20 - Sat, Jan 23

8:40 am - 3:00 pmFLL Fort Lauderdale-MDW Chicago Midway

7h 20m2 stops Tampa Buffalo

7:45 am - 5:05 pmMDW Chicago Midway-FLL Fort Lauderdale

8h 20m2 stops Norfolk Baltimore/Washington

$147Southwest

Thu, Feb 25 - Mon, Mar 1

5:55 pm - 11:30 pmFLL Fort Lauderdale-MDW Chicago Midway

6h 35m1 stop Dallas Love Field

6:10 am - 10:10 amMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$147Southwest

Fri, Dec 11 - Mon, Dec 14

10:20 am - 4:04 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

6h 44m1 stop Baltimore/Washington

7:00 am - 11:10 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$148Multiple Airlines

Fri, Nov 13 - Mon, Nov 16

12:44 pm - 7:59 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

8h 15m1 stop Houston George Bush Intcntl

2:59 pm - 7:10 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 11mnonstop

$148Multiple Airlines

Thu, Feb 25 - Sun, Feb 28

8:26 am - 11:00 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 34mnonstop

8:15 pm - 12:21 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 06mnonstop

$150American Airlines

Wed, Apr 7 - Sat, Apr 17

5:30 pm - 7:57 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

6:19 pm - 10:29 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$151United Airlines

Sat, Nov 7 - Tue, Nov 10

6:27 am - 9:05 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 38mnonstop

7:23 pm - 11:26 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 03mnonstop

$152American Airlines

Mon, Dec 7 - Tue, Dec 8

7:00 am - 9:30 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

10:55 am - 3:08 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$152United Airlines

Recent last minute flight deals from Florida to Chicago

Sat, Oct 24 - Mon, Oct 26

9:58 pm - 9:21 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

12h 23m1 stop Atlanta Hartsfield-Jackson

8:04 am - 12:12 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$149Frontier

Sat, Oct 24 - Mon, Oct 26

1:07 pm - 3:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

8:04 am - 12:12 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$164Frontier

Sat, Oct 24 - Tue, Oct 27

1:07 pm - 3:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

2:42 pm - 6:55 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$183Multiple Airlines

Mon, Oct 26 - Sat, Oct 31

9:35 pm - 11:57 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 22mnonstop

8:00 am - 12:10 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$193Multiple Airlines

Tue, Oct 27 - Tue, Nov 3

12:40 pm - 2:45 pmFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

6:20 pm - 10:15 pmMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$220Southwest

Tue, Oct 27 - Tue, Nov 3

8:35 am - 11:05 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

5:05 pm - 9:13 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$220American Airlines

Tue, Oct 27 - Tue, Nov 3

7:00 am - 9:31 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 31mnonstop

9:00 am - 1:18 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 18mnonstop

$220United Airlines

Tue, Oct 27 - Tue, Nov 3

5:45 pm - 7:50 pmFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

12:05 pm - 6:35 pmMDW Chicago Midway-FLL Fort Lauderdale

5h 30m1 stop Washington, D.C. Reagan-National

$230Southwest

Tue, Oct 27 - Tue, Nov 3

12:25 pm - 6:29 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

7h 04m1 stop Newark

10:52 am - 3:05 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$230United Airlines

Mon, Oct 26 - Wed, Oct 28

8:35 am - 11:05 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

4:56 pm - 9:10 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 14mnonstop

$267American Airlines

Recent direct flight deals from Florida to Chicago

Mon, Nov 23 - Mon, Dec 7

9:02 pm - 11:34 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 32mnonstop

6:07 am - 10:29 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 22mnonstop

$148Frontier

Sat, Nov 7 - Mon, Nov 9

11:15 am - 1:42 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$149Multiple Airlines

Wed, Nov 4 - Mon, Nov 9

11:15 am - 1:44 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 29mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$149Multiple Airlines

Thu, Feb 25 - Sun, Feb 28

8:26 am - 11:00 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 34mnonstop

8:15 pm - 12:21 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 06mnonstop

$150American Airlines

Thu, Nov 12 - Fri, Nov 13

1:05 pm - 3:37 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 32mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$150Frontier

Wed, Apr 7 - Sat, Apr 17

5:30 pm - 7:57 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

6:19 pm - 10:29 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$151United Airlines

Sat, Nov 7 - Tue, Nov 10

6:27 am - 9:05 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 38mnonstop

7:23 pm - 11:26 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 03mnonstop

$152American Airlines

Mon, Dec 7 - Tue, Dec 8

7:00 am - 9:30 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

10:55 am - 3:08 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$152United Airlines

Fri, Nov 13 - Tue, Nov 17

9:15 pm - 11:36 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 21mnonstop

7:00 am - 11:10 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$152JetBlue

Fri, Dec 4 - Sat, Dec 5

9:10 pm - 11:33 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

2:59 pm - 7:10 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 11mnonstop

$152JetBlue

Useful Info

Low season	January
High season	June
Cheapest flight	$77

Best time to beat the crowds with an average 16% drop in price.

Most popular time to fly with an average 18% increase in price.

Flight from Fort Lauderdale to Chicago Midway Airport

Verified travelerFlew with ITA Airways-Sep 2026

If you have a connecting flight in Chicago check which terminal it boards from and transport there asap since Chicago is a huge airport. There was a very helpful very small desk tucked away downstairs that was able to assist with getting a number of passengers on an airport shuttle. I arrived at the terminal as the connecting flight was boarding. One clue, if you don't see your flight on the screen it might be at a different terminal.

Verified travelerFlew with Southwest-Sep 2026

Nothing much. just when it's time to check-in, try to check in at the exact 24 time limit window in order to get one of the earlier seats at the front of the plane

Verified travelerFlew with American Airlines-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-Dec 2025

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

Verified travelerFlew with Air Canada-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-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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$77 Find Cheap Flights from Florida to Chicago - Compare and Save

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

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

FAQs for booking flights from Florida to Chicago

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

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