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.

$64 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

Sat, Sep 26 - Tue, Oct 6

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

3h 27mnonstop

7:11 am - 11:23 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 12mnonstop

$130Frontier

Wed, Sep 30 - Thu, Oct 8

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

3h 27mnonstop

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

3h 08mnonstop

$130Frontier

Sat, Oct 17 - Wed, Oct 21

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

$162Multiple Airlines

Tue, Oct 27 - Thu, Oct 29

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

3h 29mnonstop

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

3h 10mnonstop

$162Multiple Airlines

Thu, Nov 12 - Mon, Nov 16

6:00 am - 11:59 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

6h 59m1 stop Boston Logan Intl

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

3h 10mnonstop

$165JetBlue

Sat, Oct 3 - Tue, Oct 6

11:22 am - 1:45 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

7:05 am - 2:45 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

6h 40m1 stop New York John F Kennedy Intl

$173JetBlue

Fri, Nov 6 - Sun, Nov 8

4:26 pm - 7:00 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 34mnonstop

6:59 am - 11:07 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$197United Airlines

Sat, Nov 14 - Mon, Nov 16

4:56 pm - 7:30 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 34mnonstop

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

3h 08mnonstop

$197United Airlines

Mon, Oct 19 - Tue, Oct 20

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

7:55 am - 11:50 amMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$197Southwest

Mon, Oct 19 - Wed, Oct 21

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

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

3h 00mnonstop

$197Southwest

Recent last minute flight deals from Florida to Chicago

Wed, Sep 9 - Thu, Sep 10

8:51 pm - 10:59 pmMCO Orlando-ORD Chicago O'Hare Intl

3h 08mnonstop

11:15 am - 3:08 pmORD Chicago O'Hare Intl-MCO Orlando

2h 53mnonstop

$178Frontier

Wed, Sep 9 - Wed, Sep 9

7:14 am - 11:51 amMCO Orlando-ORD Chicago O'Hare Intl

5h 37m1 stop Atlanta Hartsfield-Jackson

3:50 pm - 7:46 pmORD Chicago O'Hare Intl-MCO Orlando

2h 56mnonstop

$178Frontier

Wed, Sep 9 - Fri, Sep 11

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

3h 27mnonstop

3:00 pm - 7:09 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 09mnonstop

$236Multiple Airlines

Thu, Sep 10 - Fri, Sep 11

12:18 pm - 2:45 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

3:00 pm - 7:09 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 09mnonstop

$236Multiple Airlines

Wed, Sep 9 - Sat, Sep 12

1:44 pm - 3:54 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 10mnonstop

8:10 am - 11:58 amORD Chicago O'Hare Intl-TPA Tampa

2h 48mnonstop

$261American Airlines

Wed, Sep 9 - Sat, Sep 12

1:22 pm - 3:30 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 08mnonstop

4:40 pm - 8:36 pmORD Chicago O'Hare Intl-TPA Tampa

2h 56mnonstop

$261United Airlines

Wed, Sep 9 - Thu, Sep 10

4:23 pm - 6:31 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 08mnonstop

10:55 am - 2:51 pmORD Chicago O'Hare Intl-TPA Tampa

2h 56mnonstop

$261United Airlines

Wed, Sep 9 - Sat, Sep 12

3:00 pm - 7:35 pmTPA Tampa-MDW Chicago Midway

5h 35m1 stop Washington, D.C. Reagan-National

6:05 am - 9:35 amMDW Chicago Midway-TPA Tampa

2h 30mnonstop

$271Southwest

Wed, Sep 9 - Thu, Sep 10

11:40 am - 4:30 pmTPA Tampa-MDW Chicago Midway

5h 50m1 stop Milwaukee-Mitchell

7:55 pm - 11:30 pmMDW Chicago Midway-TPA Tampa

2h 35mnonstop

$271Southwest

Thu, Sep 10 - Tue, Sep 15

7:18 pm - 9:37 pmTPA Tampa-ORD Chicago O'Hare Intl

3h 19mnonstop

7:00 pm - 10:52 pmORD Chicago O'Hare Intl-TPA Tampa

2h 52mnonstop

$317American Airlines

Recent direct flight deals from Florida to Chicago

Sat, Sep 26 - Tue, Oct 6

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

3h 27mnonstop

7:11 am - 11:23 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 12mnonstop

$130Frontier

Thu, Oct 8 - Tue, Oct 13

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

$130Frontier

Tue, Oct 27 - Thu, Oct 29

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

3h 29mnonstop

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

3h 10mnonstop

$162Multiple Airlines

Sat, Oct 17 - Wed, Oct 21

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

$162Multiple Airlines

Mon, Nov 2 - Sun, Nov 8

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

$195JetBlue

Fri, Nov 6 - Sun, Nov 8

9:35 pm - 11:55 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 20mnonstop

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

3h 10mnonstop

$195JetBlue

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

$197United Airlines

Fri, Sep 25 - Mon, Sep 28

7:00 am - 9:27 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 27mnonstop

12:29 pm - 4:38 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 09mnonstop

$197United Airlines

Mon, Oct 19 - Wed, Oct 21

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

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

3h 00mnonstop

$197Southwest

Mon, Oct 19 - Tue, Oct 20

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

7:55 am - 11:50 amMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$197Southwest

Useful Info

Low season	January
High season	June
Cheapest flight	$64

Best time to beat the crowds with an average 14% drop in price.

Most popular time to fly with an average 23% increase in price.

Flight from Fort Lauderdale to Chicago O'Hare Airport

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

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$64 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

Good to know

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High season

Cheapest flight

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

Cabin class types available on flights to Florida

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