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.

$73 CHEAP FLIGHTS from Florida to Chicago

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Cheap Flights from Florida to Chicago

Cheap flights from Florida to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Sat, Nov 7 - Sat, Nov 14

7:15 am - 9:25 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

7:50 am - 2:40 pmMDW Chicago Midway-FLL Fort Lauderdale

5h 50m2 stops Columbus Tampa

$132Southwest

Wed, Nov 18 - Thu, Nov 26

6:31 am - 6:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

12h 59m1 stop Atlanta Hartsfield-Jackson

5:25 am - 8:57 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

14h 32m1 stop Houston George Bush Intcntl

$132Frontier

Thu, Nov 5 - Mon, Nov 9

2:22 pm - 11:47 pmFLL Fort Lauderdale-MDW Chicago Midway

10h 25m1 stop Atlanta Hartsfield-Jackson

6:08 am - 3:24 pmMDW Chicago Midway-FLL Fort Lauderdale

8h 16m1 stop Atlanta Hartsfield-Jackson

$133Frontier

Wed, Nov 18 - Wed, Dec 9

10:22 am - 11:23 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

26h 01m1 stop Baltimore/Washington

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

3h 11mnonstop

$134Multiple Airlines

Wed, Nov 18 - Wed, Dec 9

11:15 am - 1:42 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

$135JetBlue

Wed, Nov 11 - Sat, Nov 14

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

3h 27mnonstop

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

3h 10mnonstop

$135JetBlue

Tue, Oct 27 - Thu, Oct 29

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

3h 22mnonstop

6:00 am - 4:35 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

9h 35m1 stop Baltimore/Washington

$135Multiple Airlines

Fri, Nov 13 - Mon, Nov 16

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

3h 38mnonstop

5:10 pm - 9:18 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$136American Airlines

Fri, Nov 13 - Mon, Nov 16

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

$136American Airlines

Wed, Nov 25 - Wed, Dec 9

5:30 am - 7:35 amFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

1:20 pm - 8:40 pmMDW Chicago Midway-FLL Fort Lauderdale

6h 20m2 stops Atlanta Hartsfield-Jackson Tampa

$136Southwest

Wed, Oct 14 - Wed, Nov 11

6:39 am - 11:32 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

5h 53m1 stop Atlanta Hartsfield-Jackson

7:35 pm - 9:25 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

12h 50m1 stop Atlanta Hartsfield-Jackson

$152Frontier

Tue, Oct 13 - Thu, Oct 15

6:39 am - 11:32 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

5h 53m1 stop Atlanta Hartsfield-Jackson

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

3h 08mnonstop

$158Frontier

Tue, Oct 13 - Sat, Oct 31

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

$190Multiple Airlines

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

$190Multiple Airlines

Tue, Oct 13 - Sat, Oct 31

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

3h 10mnonstop

5:25 am - 12:45 pmMDW Chicago Midway-FLL Fort Lauderdale

6h 20m1 stop Tampa

$279Southwest

Sat, Oct 17 - Sat, Oct 24

11:25 am - 1:50 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 25mnonstop

2:55 pm - 7:04 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 09mnonstop

$282JetBlue

Sat, Oct 17 - Tue, Oct 27

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

3h 15mnonstop

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

3h 13mnonstop

$282JetBlue

Wed, Oct 14 - Wed, Oct 28

7:22 pm - 9:30 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 08mnonstop

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

2h 52mnonstop

$286American Airlines

Wed, Oct 14 - Wed, Oct 28

6:00 pm - 7:40 pmTPA Tampa-MDW Chicago Midway

2h 40mnonstop

1:00 pm - 6:20 pmMDW Chicago Midway-TPA Tampa

4h 20m1 stop Pittsburgh

$292Southwest

Wed, Oct 14 - Wed, Oct 28

12:10 pm - 5:51 pmTPA Tampa-ORD Chicago O'Hare Intl

6h 41m1 stop Charlotte Douglas

6:40 pm - 10:29 pmORD Chicago O'Hare Intl-TPA Tampa

2h 49mnonstop

$296American Airlines

Fri, Oct 30 - Mon, Nov 2

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

3h 32mnonstop

7:55 am - 12:05 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$133Frontier

Fri, Oct 30 - Mon, Nov 2

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

3h 32mnonstop

7:55 am - 12:05 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$133Frontier

Wed, Nov 18 - Wed, Dec 9

11:15 am - 1:42 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

$135JetBlue

Wed, Nov 11 - Sat, Nov 14

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

3h 27mnonstop

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

3h 10mnonstop

$135JetBlue

Fri, Nov 13 - Mon, Nov 16

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

3h 38mnonstop

5:10 pm - 9:18 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$136American Airlines

Fri, Nov 13 - Mon, Nov 16

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

$136American Airlines

Fri, Nov 13 - Mon, Nov 16

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

3h 31mnonstop

7:00 am - 11:08 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$136United Airlines

Fri, Nov 13 - Mon, Nov 16

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

3h 28mnonstop

3:37 pm - 7:46 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 09mnonstop

$136United Airlines

Thu, Nov 5 - Thu, Nov 12

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

3h 32mnonstop

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

3h 11mnonstop

$136Multiple Airlines

Fri, Nov 6 - Mon, Nov 9

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

3h 32mnonstop

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

3h 10mnonstop

$137Multiple Airlines

Low season	January
High season	June
Cheapest flight	$73

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

Most popular time to fly with an average 19% 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.