What is the cheapest airline that flies from Florida to Chicago?

Spirit Airlines, Southwest, and Frontier are the most popular carriers operating from Florida to Chicago

How many flights depart from Florida to Chicago on average per week?

1,177 flights are operational weekly from Florida to Chicago as of April 2026. The most popular departure day for this route is Tue, with 20% of flights per week taking off on this day.

How many flights depart from Florida to Chicago on average per day?

As of April 2026, 168 flights take off from Florida and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 48% of daily flights taking off in the afternoon.

What airlines fly to Chicago?

American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Florida according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Chicago?

Average flight duration from Florida to Chicago depends on which airport you fly into and out of. Flying from Tampa to Chicago O'Hare Intl Airport is 2h 44m on average, while flying from Orlando to Chicago O'Hare Intl Airport is 2h 50m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

When did momondo last update prices for flights from Florida to Chicago?

Prices for flights from Florida to Chicago were last updated today.

How many operators does momondo search for flights from Florida to Chicago?

As of April 2026, there are 7 operators available to choose from for flights from Florida to Chicago.

How old do you have to be to fly from Florida to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$49 Cheap Flights from Florida to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Florida to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:53 am - 12:25 pm

FLL

ORD

3h 32mnonstop

7:55 am - 12:12 pm

ORD

FLL

3h 17mnonstop

$82Frontier

Thu, Jun 25 - Wed, Jul 1

6:39 pm - 9:17 pm

FLL

ORD

3h 38mnonstop

4:05 pm - 8:20 pm

ORD

FLL

3h 15mnonstop

$83Frontier

Sat, Apr 25 - Mon, May 11

7:05 am - 9:36 am

FLL

ORD

3h 31mnonstop

5:05 am - 9:10 am

ORD

FLL

3h 05mnonstop

$84Spirit Airlines

Sat, Apr 18 - Tue, Apr 21

7:05 am - 9:36 am

FLL

ORD

3h 31mnonstop

7:33 pm - 11:42 pm

ORD

FLL

3h 09mnonstop

$85Spirit Airlines

Sat, May 2 - Mon, May 4

6:15 am - 10:23 am

FLL

ORD

5h 08m

1 stop

1:22 pm - 5:39 pm

ORD

FLL

3h 17mnonstop

$86Multiple Airlines

Fri, Apr 24 - Mon, Apr 27

2:13 pm - 4:50 pm

MIA

ORD

3h 37mnonstop

9:20 am - 1:28 pm

ORD

MIA

3h 08mnonstop

$88Multiple Airlines

Thu, May 7 - Mon, May 11

7:00 am - 9:15 am

MIA

MDW

3h 15mnonstop

3:45 pm - 7:40 pm

MDW

MIA

2h 55mnonstop

$157Southwest

Sat, May 2 - Sat, May 9

5:38 pm - 9:53 pm

JAX

ORD

5h 15m

1 stop

11:26 am - 5:59 pm

ORD

JAX

5h 33m

1 stop

$257Delta

Sat, May 9 - Wed, May 13

7:04 pm - 12:07 am

JAX

ORD

6h 03m

1 stop

5:30 am - 11:45 am

ORD

JAX

5h 15m

1 stop

$262Delta

Sat, May 23 - Tue, May 26

7:35 am - 3:30 pm

JAX

ORD

8h 55m

2 stops

11:55 am - 10:15 pm

ORD

JAX

9h 20m

2 stops

$267Southwest

Sat, May 2 - Tue, May 5

Spirit Airlines flights from Florida to Chicago

Our best Spirit Airlines deals on Florida to Chicago flight tickets

Spirit Airlines

Apr 17

FLL10:04 pmFort Lauderdale

3h 20m

ORD12:24 amChicago O'Hare Intl

Apr 20

ORD7:15 pmChicago O'Hare Intl

3h 09m

FLL11:24 pmFort Lauderdale

$83

Spirit Airlines

Apr 18

FLL7:05 amFort Lauderdale

3h 31m

ORD9:36 amChicago O'Hare Intl

Apr 21

ORD5:05 amChicago O'Hare Intl

3h 05m

FLL9:10 amFort Lauderdale

$84

Spirit Airlines

May 2

FLL7:05 amFort Lauderdale

3h 31m

ORD9:36 amChicago O'Hare Intl

May 4

ORD7:33 pmChicago O'Hare Intl

3h 09m

FLL11:42 pmFort Lauderdale

$85

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets

United Airlines

Aug 6

JAX7:20 amJacksonville

2h 52m

ORD9:12 amChicago O'Hare Intl

Aug 11

ORD12:57 pmChicago O'Hare Intl

6h 57m

1 stop

JAX8:54 pmJacksonville

$275

United Airlines

May 2

JAX5:00 pmJacksonville

2h 52m

ORD6:52 pmChicago O'Hare Intl

May 9

ORD6:50 amChicago O'Hare Intl

2h 36m

JAX10:26 amJacksonville

$277

United Airlines

Jun 17

JAX7:20 amJacksonville

2h 52m

ORD9:12 amChicago O'Hare Intl

Jun 21

ORD6:35 amChicago O'Hare Intl

2h 44m

JAX10:19 amJacksonville

$297

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Thu 6/25

9:53 am-12:25 pm

Nonstop3h 32m

Chicago O'Hare Intl

Wed 7/1

7:55 am-12:12 pm

Nonstop3h 17m

$82

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Sat 4/25

6:39 pm-9:17 pm

Nonstop3h 38m

Chicago O'Hare Intl

Mon 5/11

4:05 pm-8:20 pm

Nonstop3h 15m

$83

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Sat 4/18

7:05 am-9:36 am

Nonstop3h 31m

Chicago O'Hare Intl

Tue 4/21

5:05 am-9:10 am

Nonstop3h 05m

$84

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Sat 5/2

7:05 am-9:36 am

Nonstop3h 31m

Chicago O'Hare Intl

Mon 5/4

7:33 pm-11:42 pm

Nonstop3h 09m

$85

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Fri 4/24

6:15 am-10:23 am

1 stop5h 08m

Chicago O'Hare Intl

Mon 4/27

1:22 pm-5:39 pm

Nonstop3h 17m

$86

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 5/7

2:13 pm-4:50 pm

Nonstop3h 37m

Chicago O'Hare Intl

Mon 5/11

9:20 am-1:28 pm

Nonstop3h 08m

$88

Quickest round-trip

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 5/2

7:00 am-9:15 am

Nonstop3h 15m

Chicago Midway

Sat 5/9

3:45 pm-7:40 pm

Nonstop2h 55m

$157

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 5/9

5:38 pm-9:53 pm

1 stop5h 15m

Chicago O'Hare Intl

Wed 5/13

11:26 am-5:59 pm

1 stop5h 33m

$257

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 5/23

7:04 pm-12:07 am

1 stop6h 03m

Chicago O'Hare Intl

Tue 5/26

5:30 am-11:45 am

1 stop5h 15m

$262

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Sat 5/2

7:35 am-3:30 pm

2 stops8h 55m

Chicago O'Hare Intl

Tue 5/5

11:55 am-10:15 pm

2 stops9h 20m

$267

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Florida to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Florida, with most prices found around $112. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Florida to Chicago during February average around $130.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $235. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Florida to Chicago for around $460.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Florida to Chicago during this time can be as low as $209. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $374.

What is the cheapest Florida to Chicago flight route?

Fly from Orlando Sanford Intl to Chicago Greater Rockford for the best Florida - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $215 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Florida for as low as $161 on momondo.

What cabin class options are available on Florida to Chicago flights?

There are 4 cabin classes available to choose from on Florida to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Florida to Chicago flights?

No. A direct flight is the cheapest option for a flight between Florida to Chicago.

Cheap Florida to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Florida to Chicago

Best Price Found	$56
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Florida in the past 72 hours is $56. The best round-trip flight deal from Florida to Chicago found on momondo in the last 72 hours is $92.

The fastest flight from Florida to Chicago takes 2h 15m

Direct flights go from Florida to Chicago every day.

There are 3 airports in Chicago. From Florida there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Florida to Chicago

When did momondo last update prices for flights from Florida to Chicago?
Prices for flights from Florida to Chicago were last updated today.
How many operators does momondo search for flights from Florida to Chicago?
As of April 2026, there are 7 operators available to choose from for flights from Florida to Chicago.
How old do you have to be to fly from Florida to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Florida to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Florida to Chicago is Airbus A321neo (16.79% of total bookings). The next most popular plane models are Boeing 737-800 (14.59%), Airbus A321 (sharklets) (9.58%), and Boeing 737 MAX 8 (7.51%).

Best airlines flying from Florida to Chicago

Compare and see reviews for airlines that fly from Florida to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $36	Free Cancellation	Rating 5.7 3,000 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $59	Free Cancellation	Rating 6.3 8,598 reviews	Search Spirit Airlines flights
Allegiant Air	PriceFrom $76	Free Cancellation	Rating 7.3 706 reviews	Search Allegiant Air flights
Delta	PriceFrom $98	Free Cancellation	Rating 7.9 8,386 reviews	Search Delta flights
United Airlines	PriceFrom $128	Free Cancellation	Rating 7.4 9,546 reviews	Search United Airlines flights
JetBlue	PriceFrom $146	Free Cancellation	Rating 7.2 2,917 reviews	Search JetBlue flights
Southwest	PriceFrom $149	Free Cancellation	Rating 8.0 4,339 reviews	Search Southwest flights
American Airlines	PriceFrom $155	Free Cancellation	Rating 7.1 11,550 reviews	Search American Airlines flights

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Florida to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Florida.

Can I find flights from Florida to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Florida which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Florida to Chicago?

Once you have performed a search for Florida to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Florida to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Florida and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 5/7

Thu 5/14

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Florida

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Florida to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florida to Chicago departing on 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Florida to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Florida to Chicago

Our best Spirit Airlines deals on Florida to Chicago flight tickets

United Airlines flights from Florida to Chicago

Our best United Airlines deals on Florida to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Florida to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Florida to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Florida to Chicago flight route?

How far in advance should I book a flight to Chicago?

What cabin class options are available on Florida to Chicago flights?

Can stopping save me money on Florida to Chicago flights?

What is the cheapest airline that flies from Florida to Chicago?

What airlines fly to Chicago?

How many flights depart from Florida to Chicago on average per day?

How many flights depart from Florida to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Florida to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Florida to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Florida to Chicago

Best airlines flying from Florida to Chicago

Compare and see reviews for airlines that fly from Florida to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Florida

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year