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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$33 CHEAP FLIGHTS from Florida to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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Flights Deals

Cheap Flights from Florida to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Florida to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Florida to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Florida to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

3:15 pm - 5:41 pmMIA-ORD

3h 26mnonstop

9:55 am - 2:10 pmORD-MIA

3h 15mnonstop

$71Spirit Airlines

Find Deal

mié., may. 28 - mié., jun. 4

3:15 pm - 5:41 pmMIA-ORD

3h 26mnonstop

8:17 am - 12:30 pmORD-MIA

3h 13mnonstop

$72Spirit Airlines

Find Deal

mié., may. 28 - dom., jun. 1

3:23 pm - 5:26 pmTPA-ORD

3h 03mnonstop

6:30 am - 10:08 amORD-TPA

2h 38mnonstop

$74

Find Deal

jue., may. 29 - dom., jun. 1

3:23 pm - 5:26 pmTPA-ORD

3h 03mnonstop

1:02 pm - 4:48 pmORD-TPA

2h 46mnonstop

$80Frontier

Find Deal

jue., may. 29 - sáb., may. 31

9:25 pm - 11:29 pmMCO-ORD

3h 04mnonstop

4:15 pm - 8:18 pmORD-MCO

3h 03mnonstop

$80

Find Deal

sáb., may. 17 - lun., may. 19

9:23 pm - 11:32 pmMCO-ORD

3h 09mnonstop

4:15 pm - 8:18 pmORD-MCO

3h 03mnonstop

$82Frontier

Find Deal

sáb., may. 10 - sáb., may. 17

7:25 pm - 9:10 pmTPA-MDW

2h 45mnonstop

9:00 pm - 12:35 amMDW-TPA

2h 35mnonstop

$169Southwest

Find Deal

mié., may. 28 - dom., jun. 1

4:50 pm - 7:18 pmFLL-ORD

3h 28mnonstop

8:37 am - 12:40 pmORD-FLL

3h 03mnonstop

$172American Airlines

Find Deal

jue., may. 29 - lun., jun. 2

8:40 pm - 10:20 pmTPA-MDW

2h 40mnonstop

5:15 pm - 8:50 pmMDW-TPA

2h 35mnonstop

$178Southwest

Find Deal

mié., jun. 11 - sáb., jun. 14

6:50 pm - 8:57 pmTPA-ORD

3h 07mnonstop

9:17 am - 2:44 pmORD-TPA

4h 27m1 stop

$179American Airlines

Find Deal

jue., jul. 10 - mié., jul. 16

Useful Info

Low season	January
High season	May
Cheapest flight	$33

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% lower on average.

Flight from Miami to Chicago O'Hare Airport

Verified travelerFlew with Air CanadaJAX-ORDApr 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.

JaneFlew with Spirit AirlinesTPA-ORDApr 2025

Tampa Airport is actually quite nice. I can't comment on Chicago since that trip didn't actually happen. As per airlines, I think Allegiant actually does a pretty good job for being a low-cost carrier. JetBlue is nice too.

Verified travelerFlew with FrontierMCO-MDWJan 2025

Tips? Don't fly Frontier and you'll enjoy yourself immensely!!

RachelFlew with SouthwestTPA-MDWJan 2025

Tampa Intl was a surprisingly easy airport to navigate!

Verified travelerFlew with Spirit AirlinesFLL-ORDOct 2024

Please leave on time. Arrive on time and don’t make people wait almost an hour to off board.

Verified travelerFlew with Spirit AirlinesRSW-ORDApr 2024

Fly with Southwest, they are the best, good customer service, flexible schedule, no extra charge for luggage, several flights a day, comparable price. If you don't want to be stranded, DO NOT fly on Spirit!

CindyFlew with SouthwestTPA-MDWMar 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.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Florida

First Class flights to Chicagofrom $445

Business Class flights to Chicagofrom $592

Prem Econ Class flights to Chicagofrom $465

Economy Class flights to Chicagofrom $24

$33 Find Cheap Flights from Florida to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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

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

FAQs for booking flights from Florida to Chicago

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.

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