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.

$70 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

Thu, Dec 10 - Thu, Dec 31

11:24 am - 1:59 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 35mnonstop

9:21 pm - 8:03 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

9h 42m1 stop Atlanta Hartsfield-Jackson

$134Frontier

Fri, Nov 6 - Tue, Nov 10

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

3h 32mnonstop

7:15 am - 2:15 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

6h 00m1 stop Atlanta Hartsfield-Jackson

$134Frontier

Wed, Oct 14 - Wed, Nov 11

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

3h 23mnonstop

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

3h 10mnonstop

$137Multiple Airlines

Sat, Oct 17 - Tue, Oct 20

9:15 pm - 11:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 15mnonstop

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

3h 08mnonstop

$138Multiple Airlines

Wed, Nov 4 - Wed, Nov 18

6:00 am - 12:00 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

7h 00m1 stop Boston Logan Intl

1:00 pm - 10:32 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

8h 32m1 stop Boston Logan Intl

$166JetBlue

Wed, Nov 4 - Wed, Nov 18

6:00 am - 12:00 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

7h 00m1 stop Boston Logan Intl

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

3h 10mnonstop

$168JetBlue

Sat, Oct 17 - Wed, Oct 21

7:00 am - 9:30 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

$183American Airlines

Tue, Nov 24 - Tue, Dec 1

6:20 am - 9:00 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 40mnonstop

7:30 pm - 11:41 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 11mnonstop

$183American Airlines

Wed, Nov 18 - Wed, Nov 18

9:00 am - 11:28 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 28mnonstop

6:25 pm - 10:45 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 20mnonstop

$183United Airlines

Tue, Nov 10 - Tue, Nov 10

12:20 pm - 2:47 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

7:45 pm - 11:59 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 14mnonstop

$183United Airlines

Recent last minute flight deals from Florida to Chicago

Tue, Oct 6 - Thu, Oct 8

6:20 am - 11:51 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

6h 31m1 stop Atlanta Hartsfield-Jackson

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

3h 08mnonstop

$150Frontier

Thu, Oct 8 - Tue, Oct 20

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

$172Frontier

Thu, Oct 8 - Tue, Oct 20

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

3h 23mnonstop

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

3h 10mnonstop

$218Multiple Airlines

Tue, Oct 6 - Tue, Nov 10

12:53 pm - 3:20 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

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

3h 11mnonstop

$259Multiple Airlines

Thu, Oct 8 - Tue, Oct 20

6:00 pm - 8:34 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 34mnonstop

9:00 am - 4:42 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

6h 42m1 stop Newark

$319United Airlines

Wed, Oct 7 - Wed, Oct 21

6:50 am - 8:56 amTPA Tampa-ORD Chicago O'Hare Intl

3h 06mnonstop

2:40 pm - 6:32 pmORD Chicago O'Hare Intl-TPA Tampa

2h 52mnonstop

$335American Airlines

Wed, Oct 7 - Tue, Oct 13

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

3h 05mnonstop

5:55 pm - 9:55 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$338Southwest

Wed, Oct 7 - Wed, Oct 14

6:50 am - 9:00 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

12:15 pm - 4:10 pmMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$338Southwest

Wed, Oct 7 - Wed, Oct 21

7:00 am - 11:05 amTPA Tampa-ORD Chicago O'Hare Intl

5h 05m1 stop Charlotte Douglas

2:40 pm - 6:32 pmORD Chicago O'Hare Intl-TPA Tampa

2h 52mnonstop

$345American Airlines

Tue, Oct 6 - Tue, Oct 13

7:33 pm - 9:38 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 05mnonstop

12:59 pm - 4:47 pmORD Chicago O'Hare Intl-TPA Tampa

2h 48mnonstop

$393United Airlines

Recent direct flight deals from Florida to Chicago

Thu, Nov 5 - Mon, Nov 9

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

3h 32mnonstop

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

3h 10mnonstop

$135Frontier

Wed, Oct 14 - Sat, Oct 24

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

$137Frontier

Wed, Oct 14 - Wed, Nov 11

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

3h 23mnonstop

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

3h 10mnonstop

$137Multiple Airlines

Wed, Oct 21 - Tue, Oct 27

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

3h 23mnonstop

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

3h 10mnonstop

$138Multiple Airlines

Wed, Nov 4 - Tue, Nov 10

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

3h 22mnonstop

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

3h 10mnonstop

$178JetBlue

Wed, Dec 9 - Wed, Jan 6

11:00 am - 1:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

7:00 am - 11:12 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 12mnonstop

$178JetBlue

Wed, Nov 4 - Tue, Nov 10

5:40 pm - 7:45 pmFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

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

3h 00mnonstop

$183Southwest

Tue, Nov 3 - Tue, Nov 10

5:40 pm - 7:45 pmFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

8:15 am - 12:15 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$183Southwest

Wed, Dec 16 - Sat, Jan 9

6:24 am - 9:04 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 40mnonstop

6:35 pm - 10:45 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$183American Airlines

Tue, Dec 8 - Tue, Dec 15

6:24 am - 9:04 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 40mnonstop

5:05 pm - 9:19 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 14mnonstop

$183American Airlines

Useful Info

Low season	January
High season	June
Cheapest flight	$70

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

Most popular time to fly with an average 20% increase in price.

Flight from Fort Lauderdale to Chicago O'Hare 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

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$70 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

Traveling to a place near Chicago?

More options for your flight to Chicago

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

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