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$49+ Cheap flights from Florida to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — ORD
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Florida to Illinois

Cheapest flights from Florida to Illinois
Explore the most affordable flight options available from Florida to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Trip.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1211:34 am
RSW
-
ORD
Nonstop3h 34m
Multiple Airlines
Tue 2/175:22 pm
ORD
-
RSW
Nonstop2h 58m
Multiple Airlines
Deal found 1/18$71
This Super.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1312:40 pm
MIA
-
ORD
Nonstop3h 38m
Frontier
Mon 2/1611:43 am
ORD
-
MIA
Nonstop3h 15m
Frontier
Deal found 1/19$72
This CheapOair deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1211:28 am
MIA
-
MDW
Nonstop3h 28m
Frontier
Sun 2/156:15 am
MDW
-
MIA
Nonstop3h 13m
Frontier
Deal found 1/20$72
This Priceline deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:48 pm
FLL
-
ORD
Nonstop3h 36m
Frontier
Sun 2/153:40 pm
ORD
-
FLL
Nonstop3h 13m
Frontier
Deal found 1/20$72
This Cheapflightsfares deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Sun 3/19:18 am
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Deal found 1/19$73
This Super.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1211:34 am
RSW
-
ORD
Nonstop3h 34m
Frontier
Sun 2/156:30 am
ORD
-
RSW
Nonstop3h 09m
Frontier
Deal found 1/20$73
This Super.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/127:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Mon 2/169:18 am
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Deal found 1/18$74
This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:49 pm
RSW
-
ORD
Nonstop3h 19m
Multiple Airlines
Sun 2/156:30 am
ORD
-
RSW
Nonstop3h 09m
Multiple Airlines
Deal found 1/19$74
This CheapOair deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:12 am
MIA
-
ORD
Nonstop3h 27m
Spirit Airlines
Sun 2/159:18 am
ORD
-
MIA
Nonstop3h 18m
Spirit Airlines
Deal found 1/19$75
This Cheapflightsfares deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:54 am
FLL
-
ORD
Nonstop3h 28m
Spirit Airlines
Sun 2/227:00 am
ORD
-
FLL
Nonstop3h 15m
Spirit Airlines
Deal found 1/19$75
This Super.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:51 pm
RSW
-
ORD
Nonstop3h 10m
Spirit Airlines
Sun 2/227:20 am
ORD
-
RSW
Nonstop2h 56m
Spirit Airlines
Deal found 1/18$76
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/148:00 am
MIA
-
ORD
Nonstop3h 38m
Multiple Airlines
Wed 2/189:18 am
ORD
-
MIA
Nonstop3h 18m
Multiple Airlines
Deal found 1/20$77

Find flight deals from Florida to Illinois

Keep the following information in mind while searching for Florida to Illinois flight deals. Data was last updated January 21, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$71
(Trip.com)

One-way from

$49
(Frontier)

Popular in

June

Cheapest in

September

Average price

$164

Good round-trip deal

$105 or less

Good one-way deal

$62 or less
Provider with most accurate pricing for Orlando (ORL)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago (CHI) flights.
Search Deals
From Florida to Illinois
Search Deals
One-way flight from Florida to Illinois
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Florida to Illinois.
Search Deals
Price to beat on a one-way flight from Florida to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Florida to Illinois that are best for you.

Fly from

Florida

Fly to

Illinois

Route

Depart

Return

Price

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 2/12

11:34 am-2:08 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sun 2/15

6:30 am-10:39 am

Nonstop3h 09m

$73

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Fri 2/13

6:45 pm-9:13 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sun 2/15

7:00 am-11:15 am

Nonstop3h 15m

$78

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Thu 2/19

6:45 pm-9:13 pm

Nonstop3h 28m

Chicago O'Hare Intl

Mon 2/23

5:15 am-9:22 am

Nonstop3h 07m

$78

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Sat 2/14

9:26 pm-11:47 pm

Nonstop3h 21m

Chicago O'Hare Intl

Mon 2/16

7:00 am-11:15 am

Nonstop3h 15m

$78

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 2/19

7:12 am-9:39 am

Nonstop3h 27m

Chicago O'Hare Intl

Fri 2/20

7:23 pm-11:39 pm

Nonstop3h 16m

$92

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Wed 2/4

9:26 pm-11:47 pm

Nonstop3h 21m

Chicago O'Hare Intl

Tue 2/10

5:15 am-9:22 am

Nonstop3h 07m

$95

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Fri 2/20

6:45 pm-9:13 pm

Nonstop3h 28m

Chicago O'Hare Intl

Fri 2/27

8:16 pm-12:33 am

Nonstop3h 17m

$98

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 2/10

7:31 am-9:43 am

Nonstop3h 12m

Chicago O'Hare Intl

Sat 2/14

5:22 pm-9:20 pm

Nonstop2h 58m

$103

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Thu 2/5

9:26 pm-11:47 pm

Nonstop3h 21m

Chicago O'Hare Intl

Wed 2/11

5:15 am-9:22 am

Nonstop3h 07m

$103

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Sat 2/14

12:49 pm-2:55 pm

Nonstop3h 06m

Chicago Midway

Sat 2/21

9:15 am-8:47 pm

1 stop10h 32m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 60 results
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Best time to book a flight from Florida to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Florida with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Florida to Illinois

What is the cheapest month to book a flight from Florida to Illinois?

Currently, March is the cheapest month in which you can book a flight from Florida to Illinois (average of $42). Flying from Florida to Illinois in June is currently the most expensive (average of $107). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from FL to IL?

Find hourly flight availability from Florida to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

It’s typically best to fly out from Florida to Illinois in the evening. Doing so could potentially save you 9% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Florida to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Florida to Illinois. Price data was last updated on January 17, 2026.

Travelers seeking maximum savings on their Florida to Illinois flight should consider departing on Saturday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Florida to Illinois

Explore weekly flight availability from Florida to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2026.

The most flights from USFL to USIL are scheduled on a Monday (54 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (45 on average).

How much does it cost to fly round-trip from Florida to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated January 21, 2026.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Florida to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,364 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.7
Fair
3,057 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Florida to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Florida to Illinois?

    For as low as $78, Frontier can have you in Illinois from Florida in 3h 28m. There are 1183 mi between Florida and Illinois. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Florida to Illinois one-way?

    The cheapest airline one-way is Emirates, with whom users have recently found tickets for as low as $460. However, be on the lookout for offers from Qatar Airways and Turkish Airlines, as they are both options that can get you from Florida to Illinois for a low price.

  • Can I find deals for flights from Florida to Illinois that include hotel bookings?

    Yes. In addition to deals on Florida to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida to Illinois.

  • Can I find deals for business class flights from Florida to Illinois?

    Yes. Cheapflights offers flight deals from Florida to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Florida to Illinois?

    Currently, March is the cheapest month in which you can book a flight from Florida to Illinois (average of $42). Flying from Florida to Illinois in June is currently the most expensive (average of $107). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Florida to Illinois

Discover the top 8 airlines that operate flights from Florida to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$58Average$167FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$194FlexibilityNo cancel feeOn-time88%
DeltaCheapest$98Average$362FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$121Average$178FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$131Average$336FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$145Average$325FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$156Average$367FlexibilityNo cancel feeOn-time71%

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