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$50+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — ORD
dic. 6 — dic. 131
sáb. 12/6
sáb. 12/13
1 adult, Economy
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Cheap flight deals from Florida to Illinois

Keep the following information in mind while searching for Florida to Illinois flight deals. Data was last updated noviembre 6, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$78
(Frontier)

One-way from

$50
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$208

Good round-trip deal

$79 or less

Good one-way deal

$56 or less
Provider with most accurate pricing for Orlando (ORL)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago (CHI) flights.
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From Florida to Illinois
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One-way flight from Florida to Illinois
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Highest demand for flights based on searches. 7% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Florida to Illinois.
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Price to beat on a one-way flight from Florida to Illinois.
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Find 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 noviembre 6, 2025.

This Frontier deal was found by Cheapflights users on 11/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/257:46 amMCO - ORD
Nonstop3h 32mFrontier
vie. 1/210:12 amORD - MCO
Nonstop2h 55mFrontier
Deal found 11/5$78
This Priceline deal was found by Cheapflights users on 11/4. 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.
dom. 12/217:04 pmMCO - MDW
Nonstop3h 00mFrontier
dom. 1/1110:18 amMDW - MCO
Nonstop2h 46mFrontier
Deal found 11/4$78
This Priceline deal was found by Cheapflights users on 11/4. 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.
sáb. 12/611:00 amMCO - ORD
Nonstop3h 16mMultiple Airlines
jue. 12/117:20 amORD - MCO
Nonstop2h 52mMultiple Airlines
Deal found 11/4$79
This CheapOair deal was found by Cheapflights users on 11/4. 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.
vie. 11/219:33 pmMCO - MDW
Nonstop2h 56mFrontier
jue. 11/275:30 pmMDW - MCO
Nonstop2h 48mFrontier
Deal found 11/4$79
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
vie. 12/511:00 amMCO - ORD
Nonstop3h 16mMultiple Airlines
mar. 12/912:09 pmORD - MCO
Nonstop2h 52mMultiple Airlines
Deal found 11/4$80
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
sáb. 12/67:44 pmMCO - ORD
Nonstop3h 04mSpirit Airlines
mar. 12/912:09 pmORD - MCO
Nonstop2h 52mSpirit Airlines
Deal found 11/4$81
This CheapOair deal was found by Cheapflights users on 11/4. 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.
vie. 11/219:33 pmMCO - MDW
Nonstop2h 56mFrontier
lun. 11/245:47 pmMDW - MCO
Nonstop2h 48mFrontier
Deal found 11/4$81
This Expedia deal was found by Cheapflights users on 11/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/29:00 pmMCO - ORD
Nonstop3h 06mSpirit Airlines
mar. 12/912:09 pmORD - MCO
Nonstop2h 52mSpirit Airlines
Deal found 11/4$82
This Super.com deal was found by Cheapflights users on 11/6. 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.
jue. 12/412:57 pmMCO - ORD
1 stop5h 30mFrontier
lun. 12/82:26 pmORD - MCO
Nonstop3h 05mFrontier
Deal found 11/6$83
This Super.com deal was found by Cheapflights users on 11/6. 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.
jue. 12/412:57 pmMCO - MDW
1 stop6h 11mFrontier
lun. 12/83:10 pmMDW - MCO
Nonstop2h 48mFrontier
Deal found 11/6$83
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
jue. 12/412:57 pmMCO - ORD
1 stop5h 30mFrontier
dom. 12/72:36 pmORD - MCO
Nonstop3h 05mFrontier
Deal found 11/4$84
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
vie. 12/57:44 pmMCO - ORD
Nonstop3h 04mSpirit Airlines
mar. 12/97:10 amORD - MCO
1 stop5h 14mSpirit Airlines
Deal found 11/5$85

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 noviembre 6, 2025.
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

OrlandoChicago

MCO - ORD

MCOORD

Orlando

jue. 12/4

1:07 pm-3:13 pm

Nonstop3h 06m

Chicago O'Hare Intl

dom. 12/7

12:09 pm-4:01 pm

Nonstop2h 52m

$84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 11/21

1:56 pm-4:03 pm

Nonstop3h 07m

Chicago O'Hare Intl

lun. 11/24

6:48 am-10:30 am

Nonstop2h 42m

$100

TampaChicago

TPA - MDW

TPAMDW

Tampa

sáb. 12/13

7:00 am-11:08 am

1 stop29h 08m

Chicago Midway

lun. 12/15

6:15 am-6:46 pm

1 stop11h 31m

$110

TampaChicago

TPA - ORD

TPAORD

Tampa

jue. 12/4

7:00 am-12:12 am

1 stop18h 12m

Chicago O'Hare Intl

sáb. 12/6

1:24 pm-9:31 pm

1 stop7h 07m

$110

TampaChicago

TPA - ORD

TPAORD

Tampa

sáb. 12/13

6:12 pm-12:09 am

1 stop6h 57m

Chicago O'Hare Intl

lun. 12/15

11:44 am-6:46 pm

1 stop6h 02m

$117

Fort LauderdaleChicago

FLL - MDW

FLLMDW

Fort Lauderdale

sáb. 11/22

11:27 am-7:29 pm

1 stop9h 02m

Chicago Midway

jue. 1/8

7:00 am-2:33 pm

1 stop6h 33m

$127

TampaChicago

TPA - ORD

TPAORD

Tampa

vie. 12/5

8:07 pm-12:09 am

1 stop5h 02m

Chicago O'Hare Intl

dom. 12/7

5:11 am-12:22 pm

1 stop6h 11m

$131

TampaChicago

TPA - ORD

TPAORD

Tampa

jue. 1/8

12:25 pm-2:28 pm

Nonstop3h 03m

Chicago O'Hare Intl

dom. 1/11

7:15 am-11:08 am

Nonstop2h 53m

$133

OrlandoChicago

MCO - ORD

MCOORD

Orlando

vie. 1/30

9:05 am-11:10 am

Nonstop3h 05m

Chicago O'Hare Intl

mar. 2/3

3:45 pm-7:30 pm

Nonstop2h 45m

$137

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

jue. 11/20

8:50 pm-11:13 pm

Nonstop3h 23m

Chicago O'Hare Intl

dom. 11/23

5:00 am-9:04 am

Nonstop3h 04m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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, January is the cheapest month in which you can book a flight from Florida to Illinois (average of $31). 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 noviembre 6, 2025.

It’s typically best to fly out from Florida to Illinois in the evening. Doing so could potentially save you 20% 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 November 2, 2025.

Travelers seeking maximum savings on their Florida to Illinois flight should consider departing on Sunday 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 noviembre 6, 2025.

The most flights from USFL to USIL are scheduled on a Thursday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

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 noviembre 6, 2025.
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
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
8,122 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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
5.8
Fair
3,115 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

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 $133, Spirit Airlines can have you in Illinois from Florida in 3h 03m. There are 1013 mi between Florida and Illinois. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $50. However, be on the lookout for offers from Spirit Airlines and Southwest, 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, January is the cheapest month in which you can book a flight from Florida to Illinois (average of $31). 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 noviembre 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$180FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$71Average$167FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$82Average$169FlexibilityNo cancel feeOn-time88%
DeltaCheapest$98Average$373FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$121Average$188FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$143Average$328FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$143Average$342FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$390FlexibilityNo cancel feeOn-time71%

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