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

1,586 flights are operational weekly from Florida to Chicago as of October 2026. The most popular departure day for this route is Tue, with 16% of flights per week taking off on this day.

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

Southwest, United Airlines, and JetBlue are the most popular carriers operating from Florida to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from Florida according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of October 2026, 226 flights take off from Florida and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 53% of daily flights taking off in the afternoon.

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 57m on average, while flying from Orlando to Chicago O'Hare Intl Airport is 3h 01m 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 October 2026, there are 6 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.

$73 Cheap Flights from Florida to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

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

Sat, Oct 31 - 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

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

3h 29mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$139Multiple Airlines

Wed, Nov 4 - Mon, Nov 9

9:15 pm - 11:36 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 21mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$139Multiple Airlines

Wed, Nov 11 - Mon, Nov 16

8:00 am - 4:42 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

9h 42m1 stop Boston Logan Intl

2:32 pm - 6:45 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 13mnonstop

$162JetBlue

Thu, Dec 10 - Thu, Dec 17

6:00 am - 12:00 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

7h 00m1 stop Boston Logan Intl

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

3h 10mnonstop

$162JetBlue

Tue, Nov 10 - Wed, Nov 11

6:50 am - 8:55 amFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

7:30 pm - 11:30 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$169Southwest

Thu, Nov 19 - Mon, Nov 23

2:35 pm - 7:50 pmFLL Fort Lauderdale-MDW Chicago Midway

6h 15m1 stop Raleigh-Durham

7:30 pm - 11:30 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$179Southwest

Thu, Nov 19 - Mon, Nov 23

7:00 am - 9:30 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

7:14 pm - 11:24 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$183American Airlines

Sat, Oct 24 - Sat, Oct 24

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

3h 35mnonstop

6:10 pm - 10:20 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$183American Airlines

Tue, Dec 8 - Tue, Dec 15

Cheap last minute flights

Enter your travel dates to find the best prices.

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

$153Frontier

Tue, Oct 20 - Thu, Oct 22

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

$159Frontier

Tue, Oct 20 - Wed, Oct 21

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

$208Multiple Airlines

Tue, Oct 20 - Wed, Oct 28

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

$208Multiple Airlines

Tue, Oct 20 - Tue, Oct 27

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 - Sat, Oct 24

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

Sat, Oct 17 - Tue, Oct 27

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

3h 10mnonstop

6:20 pm - 10:20 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$290Southwest

Mon, Oct 19 - Wed, Nov 11

6:50 pm - 11:55 pmFLL Fort Lauderdale-MDW Chicago Midway

6h 05m1 stop Nashville Intl

6:20 pm - 10:20 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$292Southwest

Mon, Oct 19 - Wed, Nov 11

7:00 am - 9:30 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

4:56 pm - 9:10 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 14mnonstop

$292American Airlines

Tue, Oct 20 - Wed, Oct 28

6:50 am - 8:56 amTPA Tampa-ORD Chicago O'Hare Intl

3h 06mnonstop

7:02 pm - 10:42 pmORD Chicago O'Hare Intl-TPA Tampa

2h 40mnonstop

$352American Airlines

Tue, Oct 20 - Tue, Nov 3

Cheap direct flights

Enter your travel dates to find the best prices.

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

Sat, Oct 31 - 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

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

3h 29mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$139Multiple Airlines

Wed, Nov 4 - Mon, Nov 9

9:15 pm - 11:36 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 21mnonstop

7:55 am - 12:02 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 07mnonstop

$139Multiple Airlines

Wed, Nov 11 - Mon, Nov 16

6:50 am - 8:55 amFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

7:30 pm - 11:30 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$169Southwest

Thu, Nov 19 - Mon, Nov 23

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

$176JetBlue

Tue, Nov 10 - Tue, Nov 17

9:10 pm - 11:42 pmFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 32mnonstop

7:45 pm - 11:53 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 08mnonstop

$178JetBlue

Wed, Feb 3 - Tue, Feb 9

6:50 am - 8:55 amFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

7:45 am - 11:45 amMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$183Southwest

Thu, Dec 3 - Sun, Dec 6

7:00 am - 9:30 amFLL Fort Lauderdale-ORD Chicago O'Hare Intl

3h 30mnonstop

7:14 pm - 11:24 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$183American Airlines

Sat, Oct 24 - Sat, Oct 24

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

3h 35mnonstop

6:10 pm - 10:20 pmORD Chicago O'Hare Intl-FLL Fort Lauderdale

3h 10mnonstop

$183American Airlines

Tue, Dec 8 - Tue, Dec 15

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

Frontier flights from Florida to Chicago

Our best Frontier deals on Florida to Chicago flight tickets

Frontier

Oct 30

FLL1:05 pmFort Lauderdale

3h 32m

ORD3:37 pmChicago O'Hare Intl

Nov 2

ORD7:55 amChicago O'Hare Intl

3h 10m

FLL12:05 pmFort Lauderdale

$133

Frontier

Nov 5

FLL1:05 pmFort Lauderdale

3h 32m

ORD3:37 pmChicago O'Hare Intl

Nov 9

ORD7:55 amChicago O'Hare Intl

3h 07m

FLL12:02 pmFort Lauderdale

$134

Frontier

Dec 4

FLL9:29 pmFort Lauderdale

10h 51m

1 stop

ORD7:20 amChicago O'Hare Intl

Dec 6

ORD6:10 amChicago O'Hare Intl

3h 19m

FLL10:29 amFort Lauderdale

$135

JetBlue flights from Florida to Chicago

Our best JetBlue deals on Florida to Chicago flight tickets

JetBlue

Nov 6

FLL9:15 pmFort Lauderdale

3h 21m

ORD11:36 pmChicago O'Hare Intl

Nov 10

ORD2:59 pmChicago O'Hare Intl

3h 11m

FLL7:10 pmFort Lauderdale

$181

JetBlue

Oct 27

FLL9:35 pmFort Lauderdale

3h 22m

ORD11:57 pmChicago O'Hare Intl

Oct 31

ORD7:00 amChicago O'Hare Intl

3h 10m

FLL11:10 amFort Lauderdale

$187

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Sat 10/31

1:05 pm-3:37 pm

Nonstop3h 32m

Chicago O'Hare Intl

Mon 11/2

7:55 am-12:05 pm

Nonstop3h 10m

$133

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Fri 10/30

1:05 pm-3:37 pm

Nonstop3h 32m

Chicago O'Hare Intl

Mon 11/2

7:55 am-12:05 pm

Nonstop3h 10m

$133

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Wed 11/4

11:15 am-1:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Mon 11/9

7:55 am-12:02 pm

Nonstop3h 07m

$139

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Wed 11/11

9:15 pm-11:36 pm

Nonstop3h 21m

Chicago O'Hare Intl

Mon 11/16

7:55 am-12:02 pm

Nonstop3h 07m

$139

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Thu 12/10

8:00 am-4:42 pm

1 stop9h 42m

Chicago O'Hare Intl

Thu 12/17

2:32 pm-6:45 pm

Nonstop3h 13m

$162

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Tue 11/10

6:00 am-12:00 pm

1 stop7h 00m

Chicago O'Hare Intl

Wed 11/11

7:00 am-11:10 am

Nonstop3h 10m

$162

Quickest round-trip

Fort LauderdaleChicago

FLL Fort Lauderdale - MDW Chicago Midway

FLLMDW

Fort Lauderdale

Thu 11/19

6:50 am-8:55 am

Nonstop3h 05m

Chicago Midway

Mon 11/23

7:30 pm-11:30 pm

Nonstop3h 00m

$169

Fort LauderdaleChicago

FLL Fort Lauderdale - MDW Chicago Midway

FLLMDW

Fort Lauderdale

Thu 11/19

2:35 pm-7:50 pm

1 stop6h 15m

Chicago Midway

Mon 11/23

7:30 pm-11:30 pm

Nonstop3h 00m

$179

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Sat 10/24

7:00 am-9:30 am

Nonstop3h 30m

Chicago O'Hare Intl

Sat 10/24

7:14 pm-11:24 pm

Nonstop3h 10m

$183

Fort LauderdaleChicago

FLL Fort Lauderdale - ORD Chicago O'Hare Intl

FLLORD

Fort Lauderdale

Tue 12/8

9:54 am-12:29 pm

Nonstop3h 35m

Chicago O'Hare Intl

Tue 12/15

6:10 pm-10:20 pm

Nonstop3h 10m

$183

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 February is, on average, the cheapest month to fly to Chicago from Florida, with most prices found around $197. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Florida to Chicago during January average around $214.

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 $337. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Florida to Chicago for around $543.

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 $258. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $579.

What is the cheapest Florida to Chicago flight route?

Fly from Fort Lauderdale to Chicago Greater Rockford for the best Florida - Chicago flight prices

How far in advance should I book a flight from Florida 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 $262 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 $227 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	$73
Fastest flight time	2h 18m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Florida in the past 72 hours is $73. The best round-trip flight deal from Florida to Chicago found on momondo in the last 72 hours is $133.

The fastest flight from Florida to Chicago takes 2h 18m

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 October 2026, there are 6 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 Boeing 737-800 (16.15% of total bookings). The next most popular plane models are Airbus A321neo (15.90%), Airbus A320-100/200 (10.60%), and Boeing 737 MAX 8 (9.59%).

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 $43	Free Cancellation	Rating 5.5 2,539 reviews	Search Frontier flights
Allegiant Air	PriceFrom $57	Free Cancellation	Rating 7.3 678 reviews	Search Allegiant Air flights
Delta	PriceFrom $98	Free Cancellation	Rating 7.8 8,651 reviews	Search Delta flights
JetBlue	PriceFrom $129	Free Cancellation	Rating 7.1 3,052 reviews	Search JetBlue flights
United Airlines	PriceFrom $144	Free Cancellation	Rating 7.4 10,362 reviews	Search United Airlines flights
Southwest	PriceFrom $155	Free Cancellation	Rating 7.9 4,214 reviews	Search Southwest flights
American Airlines	PriceFrom $167	Free Cancellation	Rating 7.0 12,171 reviews	Search American Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Saint Joseph

Lansing

Benton Harbor

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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

Fri 11/13

Fri 11/20

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 $73

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 10/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Florida to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

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

Frontier flights from Florida to Chicago

Our best Frontier deals on Florida to Chicago flight tickets

JetBlue flights from Florida to Chicago

Our best JetBlue 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 from Florida 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

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