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$64+ Cheap flights from Illinois to Fort Myers (RSW)

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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Illinois to Fort Myers

Keep the following information in mind while searching for Illinois to Fort Myers flight deals. Data was last updated January 8, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$83
(Super.com)

One-way from

$64
(Priceline)

Popular in

December

Cheapest in

August

Average price

$218
Provider with most accurate pricing for Chicago (CHI)-Fort Myers SW Florida Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Fort Myers SW Florida Intl flights.
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From Illinois to Fort Myers SW Florida Intl
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One-way flight from Illinois to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 18% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Illinois to Fort Myers

Cheapest flights from Illinois to Fort Myers
Explore the most affordable flight options available from Illinois to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/247:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Sat 1/317:31 amRSW - ORD
Nonstop3h 12mSpirit Airlines
Deal found 1/6$83
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Tue 1/277:00 amORD - RSW
Nonstop3h 01mSpirit Airlines
Fri 1/307:45 pmRSW - ORD
Nonstop3h 19mSpirit Airlines
Deal found 1/7$84
This Frontier deal was found by Cheapflights users on 1/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/141:37 pmORD - RSW
Nonstop3h 14mFrontier
Sat 2/216:49 pmRSW - ORD
Nonstop3h 32mFrontier
Deal found 1/6$85
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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.
Tue 2/107:00 amORD - RSW
Nonstop3h 01mSpirit Airlines
Sun 2/156:00 amRSW - ORD
Nonstop3h 13mSpirit Airlines
Deal found 1/7$86
This Kiwi.com deal was found by Cheapflights users on 1/8. 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.
Fri 1/307:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Sat 1/317:31 amRSW - ORD
Nonstop3h 12mSpirit Airlines
Deal found 1/8$87
This CheapOair deal was found by Cheapflights users on 1/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/297:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Wed 2/47:31 amRSW - ORD
Nonstop3h 12mSpirit Airlines
Deal found 1/5$88
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Tue 1/207:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Tue 1/277:31 amRSW - ORD
Nonstop3h 12mSpirit Airlines
Deal found 1/5$90
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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 1/287:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Mon 2/27:31 amRSW - ORD
Nonstop3h 12mSpirit Airlines
Deal found 1/7$91
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Sun 2/156:30 amORD - RSW
Nonstop3h 09mMultiple Airlines
Sun 2/157:51 pmRSW - ORD
Nonstop3h 10mMultiple Airlines
Deal found 1/7$92
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 2/141:37 pmORD - RSW
Nonstop3h 14mMultiple Airlines
Wed 2/186:00 amRSW - ORD
Nonstop3h 13mMultiple Airlines
Deal found 1/7$93
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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.
Thu 2/195:22 pmORD - RSW
Nonstop2h 58mSpirit Airlines
Sun 2/226:00 amRSW - ORD
Nonstop3h 13mSpirit Airlines
Deal found 1/7$94
This Priceline deal was found by Cheapflights users on 1/8. 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 2/67:21 pmORD - RSW
Nonstop3h 03mSpirit Airlines
Sun 2/156:00 amRSW - ORD
Nonstop3h 13mSpirit Airlines
Deal found 1/8$95

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Fort Myers 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 8, 2026.
Use the filters below to find and compare flights from Illinois to Fort Myers that are best for you.

Fly from

Illinois

Fly to

Fort Myers

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 3/19

6:44 am-6:17 pm

1 stop10h 33m

Fort Myers SW Florida Intl

Tue 5/19

12:05 pm-9:36 pm

1 stop10h 31m

$181

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Thu 3/19

12:45 pm-8:55 pm

1 stop7h 10m

Fort Myers SW Florida Intl

Wed 3/25

6:45 am-10:25 am

1 stop4h 40m

$213

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Wed 2/18

10:00 am-4:10 pm

1 stop5h 10m

Fort Myers SW Florida Intl

Tue 2/24

6:50 am-1:55 pm

2 stops8h 05m

$216

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 2/18

5:59 pm-12:33 am

1 stop5h 34m

Fort Myers SW Florida Intl

Mon 2/23

7:50 pm-11:56 pm

1 stop5h 06m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 1/23

9:15 am-6:30 pm

1 stop8h 15m

Fort Myers SW Florida Intl

Thu 1/29

10:13 am-7:36 pm

1 stop10h 23m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 3/3

2:05 pm-11:26 pm

1 stop8h 21m

Fort Myers SW Florida Intl

Tue 3/10

6:00 am-1:17 pm

1 stop8h 17m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 1/23

9:15 am-6:30 pm

1 stop8h 15m

Fort Myers SW Florida Intl

Fri 1/30

10:13 am-7:36 pm

1 stop10h 23m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Wed 2/18

6:40 pm-12:33 am

1 stop4h 53m

Fort Myers SW Florida Intl

Wed 2/25

8:00 am-11:59 am

1 stop4h 59m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 1/21

9:40 am-6:30 pm

1 stop7h 50m

Fort Myers SW Florida Intl

Fri 1/30

12:10 pm-7:36 pm

1 stop8h 26m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Fri 2/6

6:14 pm-12:32 am

1 stop5h 18m

Fort Myers SW Florida Intl

Wed 2/11

6:35 am-11:59 am

1 stop6h 24m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Illinois 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 Illinois to Fort Myers

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

Currently, March is the cheapest month in which you can book a flight from Illinois to Fort Myers (average of $48). Flying from Illinois to Fort Myers in November is currently the most expensive (average of $106). 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 IL to RSW?

Find hourly flight availability from Illinois to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 8, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 8% on flights from Illinois to Fort Myers by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to Fort Myers?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Fort Myers. Price data was last updated on January 3, 2026.

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

Weekly flight availability from Illinois to Fort Myers

Explore weekly flight availability from Illinois to Fort Myers. 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 8, 2026.

The most flights from USIL to RSW are scheduled on a Thursday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Related info for your journey

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

  • What airport do you fly into for flights to Fort Myers from Illinois?

    If you book a flight to Fort Myers from Illinois, you will be flying to SW Florida Intl, which is the city’s only airport. Fort Myers SW Florida Intl (RSW) is located 10.0 mi from the center of Fort Myers.

  • How long is the flight from Illinois to Fort Myers?

    Departing from Illinois to Fort Myers will take you 5h 34m. Airlines will cover a distance of 1122 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $29. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Illinois to Fort Myers for a low price.

  • What are the most popular routes from Illinois to Fort Myers?

    Most travelers choose Chicago O'Hare Intl - Fort Myers SW Florida Intl, Chicago Midway - Fort Myers SW Florida Intl or Lambert-St Louis - Fort Myers SW Florida Intl when deciding on the best route from Illinois to Fort Myers.

  • What are the most reliable airlines from Illinois to Fort Myers?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Illinois to Fort Myers on time: Air New Zealand (83%), United Airlines (81%), Air Canada (78%).

  • What are the cheapest flights from Illinois to Fort Myers?

    On average you can expect to pay $653 for a flight from Illinois to Fort Myers. The cheapest flight overall is $35 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $58.

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

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

  • How can I find direct flights from Illinois to Fort Myers?

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

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

    Yes. Cheapflights offers flight deals from Illinois to Fort Myers 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 Illinois to Fort Myers?

    Currently, March is the cheapest month in which you can book a flight from Illinois to Fort Myers (average of $48). Flying from Illinois to Fort Myers in November is currently the most expensive (average of $106). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Top 7 airlines flying from Illinois to Fort Myers

Discover the top 7 airlines that operate flights from Illinois to Fort Myers. 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$141FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$78Average$218FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$143Average$217FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$370FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$160Average$359FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$453FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$171Average$400FlexibilityNo cancel feeOn-time63%

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