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.

$62 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

Fri, Oct 16 - Mon, Oct 19

1:07 pm - 3:36 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 29mnonstop

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

3h 08mnonstop

$128Frontier

Wed, Sep 30 - Sat, Oct 3

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

$128Frontier

Tue, Sep 22 - Thu, Sep 24

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

3h 23mnonstop

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

3h 12mnonstop

$134Multiple Airlines

Fri, Sep 25 - Tue, Sep 29

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

$136Multiple Airlines

Thu, Oct 1 - Mon, Oct 5

8:55 pm - 11:08 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 13mnonstop

6:00 am - 9:59 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

2h 59mnonstop

$168JetBlue

Wed, Dec 2 - Sat, Dec 5

9:05 pm - 11:28 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

2:50 pm - 7:03 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$169JetBlue

Sat, Oct 3 - Sat, Oct 3

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

3h 27mnonstop

5:45 pm - 9:57 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 12mnonstop

$171United Airlines

Sat, Jan 30 - Mon, Feb 1

9:05 am - 11:33 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 28mnonstop

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

3h 14mnonstop

$171United Airlines

Wed, Nov 18 - Thu, Nov 26

9:54 am - 12:29 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 35mnonstop

7:23 pm - 11:34 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 11mnonstop

$171American Airlines

Thu, Sep 17 - Mon, Sep 21

1:23 pm - 3:54 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 31mnonstop

5:00 pm - 9:06 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 06mnonstop

$171American Airlines

Recent last minute flight deals from Florida to Chicago

Tue, Aug 25 - Wed, Aug 26

9:00 pm - 11:08 pmMCO Orlando-ORD Chicago O'Hare Intl

3h 08mnonstop

5:59 pm - 10:11 pmORD Chicago O'Hare Intl-MCO Orlando

3h 12mnonstop

$189Frontier

Mon, Aug 24 - Tue, Aug 25

11:08 am - 1:20 pmMCO Orlando-ORD Chicago O'Hare Intl

3h 12mnonstop

5:59 pm - 10:11 pmORD Chicago O'Hare Intl-MCO Orlando

3h 12mnonstop

$195Frontier

Mon, Aug 24 - Tue, Sep 1

10:18 am - 12:50 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 32mnonstop

7:00 am - 11:14 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 14mnonstop

$297Multiple Airlines

Fri, Aug 21 - Mon, Sep 21

5:15 am - 6:55 amTPA Tampa-MDW Chicago Midway

2h 40mnonstop

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

2h 35mnonstop

$320Southwest

Fri, Aug 21 - Mon, Sep 21

7:30 am - 9:33 amTPA Tampa-ORD Chicago O'Hare Intl

3h 03mnonstop

5:59 pm - 9:55 pmORD Chicago O'Hare Intl-TPA Tampa

2h 56mnonstop

$320United Airlines

Fri, Aug 21 - Mon, Sep 21

11:30 am - 2:30 pmTPA Tampa-MDW Chicago Midway

4h 00m1 stop Louisville Intl

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

2h 35mnonstop

$326Southwest

Fri, Aug 21 - Mon, Sep 21

9:00 am - 2:27 pmTPA Tampa-ORD Chicago O'Hare Intl

6h 27m1 stop Washington, D.C. Dulles Intl

5:59 pm - 9:55 pmORD Chicago O'Hare Intl-TPA Tampa

2h 56mnonstop

$326United Airlines

Tue, Aug 25 - Tue, Sep 8

5:00 am - 7:34 amMIA Miami-ORD Chicago O'Hare Intl

3h 34mnonstop

4:10 pm - 8:28 pmORD Chicago O'Hare Intl-MIA Miami

3h 18mnonstop

$332American Airlines

Sat, Aug 22 - Wed, Aug 26

11:45 am - 2:24 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 39mnonstop

8:05 am - 12:28 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 23mnonstop

$338Multiple Airlines

Tue, Aug 25 - Tue, Sep 8

9:07 am - 2:22 pmMIA Miami-ORD Chicago O'Hare Intl

6h 15m1 stop Charlotte Douglas

5:00 am - 9:07 amORD Chicago O'Hare Intl-MIA Miami

3h 07mnonstop

$342American Airlines

Recent direct flight deals from Florida to Chicago

Fri, Oct 16 - Mon, Oct 19

1:07 pm - 3:36 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 29mnonstop

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

3h 08mnonstop

$128Frontier

Wed, Sep 30 - Sat, Oct 3

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

$128Frontier

Tue, Sep 22 - Thu, Sep 24

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

3h 23mnonstop

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

3h 12mnonstop

$134Multiple Airlines

Fri, Sep 25 - Tue, Sep 29

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

$136Multiple Airlines

Thu, Oct 1 - Mon, Oct 5

8:55 pm - 11:08 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 13mnonstop

6:00 am - 9:59 amORD Chicago O'Hare Intl-FLL Fort Lauderdale

2h 59mnonstop

$168JetBlue

Wed, Dec 2 - Sat, Dec 5

9:05 pm - 11:28 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 23mnonstop

2:50 pm - 7:03 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$169JetBlue

Sat, Oct 3 - Sat, Oct 3

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

3h 27mnonstop

5:45 pm - 9:57 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 12mnonstop

$171United Airlines

Sat, Jan 30 - Mon, Feb 1

9:05 am - 11:33 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 28mnonstop

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

3h 14mnonstop

$171United Airlines

Wed, Nov 18 - Thu, Nov 26

9:54 am - 12:29 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 35mnonstop

7:23 pm - 11:34 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 11mnonstop

$171American Airlines

Thu, Sep 17 - Mon, Sep 21

1:23 pm - 3:54 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 31mnonstop

5:00 pm - 9:06 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 06mnonstop

$171American Airlines

Useful Info

Low season	January
High season	June
Cheapest flight	$62

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly with an average 25% increase in price.

Flight from Jacksonville 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

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Complete your trip

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Origins

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Return flight deals

Cabin class types available on flights to Florida

First Class flights to Chicagofrom $288

Business Class flights to Chicagofrom $214

Premium Economy Class flights to Chicagofrom $181

Economy Class flights to Chicagofrom $88

$62 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

Low season

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?

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