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$51+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — ORD
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$80
(Cheapflightsfares)

One-way from

$51
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$179

Good round-trip deal

$88 or less

Good one-way deal

$62 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. 6% potential increase in price ($12 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 October 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 October 23, 2025.

This Priceline deal was found by Cheapflights users on 10/22. 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 11/209:00 pmMCO - ORD
Nonstop3h 06mMultiple Airlines
Thu 11/276:23 pmORD - MCO
Nonstop3h 04mMultiple Airlines
Deal found 10/22$80
This Priceline deal was found by Cheapflights users on 10/22. 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.
Mon 11/242:56 pmMCO - MDW
Nonstop2h 56mFrontier
Mon 12/15:47 pmMDW - MCO
Nonstop2h 48mFrontier
Deal found 10/22$80
This Priceline deal was found by Cheapflights users on 10/20. 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.
Wed 11/59:00 pmMCO - ORD
Nonstop3h 06mMultiple Airlines
Mon 11/105:15 amORD - MCO
Nonstop2h 42mMultiple Airlines
Deal found 10/20$81
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Fri 11/710:17 amMCO - ORD
Nonstop3h 09mFrontier
Mon 11/105:15 amORD - MCO
Nonstop2h 42mFrontier
Deal found 10/23$82
This Priceline deal was found by Cheapflights users on 10/22. 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 11/67:15 amMCO - MDW
Nonstop2h 57mFrontier
Mon 11/108:00 amMDW - MCO
Nonstop2h 41mFrontier
Deal found 10/22$82
This Frontier deal was found by Cheapflights users on 10/21. 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.
Sat 11/1512:58 pmMCO - ORD
Nonstop3h 10mFrontier
Mon 11/175:15 amORD - MCO
Nonstop2h 42mFrontier
Deal found 10/21$83
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Fri 12/512:12 pmMCO - ORD
Nonstop3h 04mSpirit Airlines
Sun 12/712:09 pmORD - MCO
Nonstop2h 52mSpirit Airlines
Deal found 10/23$84
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Thu 11/279:00 pmMCO - ORD
Nonstop3h 06mMultiple Airlines
Mon 12/16:15 pmORD - MCO
Nonstop3h 04mMultiple Airlines
Deal found 10/22$85
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:46 amMCO - ORD
1 stop5h 40mMultiple Airlines
Mon 11/105:15 amORD - MCO
Nonstop2h 42mMultiple Airlines
Deal found 10/22$86
This Mytrip deal was found by Cheapflights users on 10/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:00 pmMCO - ORD
Nonstop3h 06mMultiple Airlines
Sun 11/95:25 amORD - MCO
Nonstop2h 42mMultiple Airlines
Deal found 10/22$87
This Frontier deal was found by Cheapflights users on 10/23. 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.
Thu 10/307:15 amMCO - MDW
Nonstop2h 57mFrontier
Fri 10/319:32 amMDW - MCO
Nonstop2h 42mFrontier
Deal found 10/23$87
This Priceline deal was found by Cheapflights users on 10/23. 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.
Fri 11/710:17 amMCO - ORD
Nonstop3h 09mMultiple Airlines
Mon 11/106:48 amORD - MCO
Nonstop2h 42mMultiple Airlines
Deal found 10/23$88

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 October 23, 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 - MDW

MCOMDW

Orlando

Thu 11/6

7:15 am-9:12 am

Nonstop2h 57m

Chicago Midway

Sat 11/8

11:36 am-3:16 pm

Nonstop2h 40m

$91

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Sat 11/15

7:15 am-2:29 pm

1 stop8h 14m

Chicago O'Hare Intl

Tue 11/18

5:10 am-9:14 am

Nonstop3h 04m

$99

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Thu 12/11

5:36 pm-8:01 pm

Nonstop3h 25m

Chicago O'Hare Intl

Sun 12/14

5:05 am-9:15 am

Nonstop3h 10m

$100

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Wed 11/5

8:12 am-2:31 pm

1 stop7h 19m

Chicago O'Hare Intl

Sat 11/8

10:52 am-3:00 pm

Nonstop3h 08m

$102

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 1/9

10:15 am-12:30 pm

Nonstop3h 15m

Chicago O'Hare Intl

Fri 1/9

1:35 pm-5:50 pm

Nonstop3h 15m

$108

MiamiChicago

MIA - ORD

MIAORD

Miami

Fri 11/14

7:20 am-9:47 am

Nonstop3h 27m

Chicago O'Hare Intl

Mon 11/17

8:28 am-6:44 pm

1 stop9h 16m

$109

Fort LauderdaleChicago

FLL - ORD

FLLORD

Fort Lauderdale

Fri 11/14

10:07 pm-12:27 am

Nonstop3h 20m

Chicago O'Hare Intl

Mon 11/17

8:28 am-6:20 pm

1 stop8h 52m

$110

TampaChicago

TPA - MDW

TPAMDW

Tampa

Fri 11/7

12:34 pm-2:22 pm

Nonstop2h 48m

Chicago Midway

Sat 11/8

1:37 pm-10:43 pm

1 stop8h 06m

$115

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Fri 12/5

5:45 am-2:04 pm

1 stop9h 19m

Chicago Midway

Sun 12/7

6:37 pm-10:23 pm

Nonstop2h 46m

$115

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 11/6

10:17 am-12:26 pm

Nonstop3h 09m

Chicago O'Hare Intl

Sat 11/8

11:51 am-9:53 pm

1 stop9h 02m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

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 October 23, 2025.

It’s typically best to fly out from Florida to Illinois in the evening. Doing so could potentially save you 18% 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 October 19, 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 October 23, 2025.

The most flights from USFL to USIL are scheduled on a Thursday (43 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 October 23, 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
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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
8,995 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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
8,104 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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
3,128 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

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 $91, Frontier can have you in Illinois from Florida in 2h 57m. There are 990 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 United Airlines, with whom users have recently found tickets for as low as $55. 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

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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$180FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$167FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$82Average$166FlexibilityNo cancel feeOn-time88%
DeltaCheapest$98Average$376FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$121Average$178FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$143Average$320FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$147Average$344FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$389FlexibilityNo cancel feeOn-time71%

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