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Fort Myers

$111+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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Cheap 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 July 25, 2026.

This American Airlines deal was found by Cheapflights users on 7/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:21 pm
MLI
-
RSW
1 stop5h 29m
American Airlines
Wed 9/98:54 am
RSW
-
MLI
1 stop7h 34m
American Airlines
Deal found 7/21$261
This American Airlines deal was found by Cheapflights users on 7/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:18 am
PIA
-
RSW
1 stop6h 46m
American Airlines
Sat 10/34:14 pm
RSW
-
PIA
1 stop7h 43m
American Airlines
Deal found 7/21$261
This Frontier deal was found by Cheapflights users on 7/21. 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.
Mon 11/302:08 pm
ORD
-
RSW
Nonstop4h 52m
Frontier
Sun 12/63:53 pm
RSW
-
ORD
Nonstop3h 21m
Frontier
Deal found 7/21$264
This Frontier deal was found by Cheapflights users on 7/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:52 am
ORD
-
RSW
Nonstop3h 06m
Frontier
Mon 12/143:53 pm
RSW
-
ORD
Nonstop3h 21m
Frontier
Deal found 7/22$268
This Delta deal was found by Cheapflights users on 7/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:10 pm
MLI
-
RSW
1 stop4h 59m
Delta
Tue 10/136:32 pm
RSW
-
MLI
1 stop5h 02m
Delta
Deal found 7/23$271
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:51 pm
ORD
-
RSW
Nonstop3h 06m
United Airlines
Mon 8/3112:27 pm
RSW
-
ORD
Nonstop3h 14m
United Airlines
Deal found 7/22$275
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:50 am
MDW
-
RSW
Nonstop2h 50m
Southwest
Tue 8/255:40 pm
RSW
-
MDW
Nonstop2h 50m
Southwest
Deal found 7/22$275
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:35 pm
MLI
-
RSW
1 stop5h 13m
United Airlines
Sat 12/57:00 am
RSW
-
MLI
2 stops9h 05m
United Airlines
Deal found 7/22$276
This Priceline deal was found by Cheapflights users on 7/23. 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.
Tue 11/172:15 pm
ORD
-
RSW
1 stop8h 22m
Multiple Airlines
Sat 11/218:55 pm
RSW
-
ORD
Nonstop4h 52m
Multiple Airlines
Deal found 7/23$278
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:15 pm
ORD
-
RSW
1 stop8h 22m
JetBlue
Thu 11/56:00 am
RSW
-
ORD
1 stop8h 20m
JetBlue
Deal found 7/22$279
This Frontier deal was found by Cheapflights users on 7/23. 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.
Fri 12/1110:52 am
ORD
-
RSW
Nonstop3h 06m
Frontier
Mon 12/143:53 pm
RSW
-
ORD
Nonstop3h 21m
Frontier
Deal found 7/23$280
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:05 am
ORD
-
RSW
Nonstop3h 06m
United Airlines
Wed 9/306:50 am
RSW
-
ORD
1 stop8h 55m
United Airlines
Deal found 7/22$281

Find 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 July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(American Airlines)

One-way from

$111
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$356
Provider with most accurate pricing for Chicago (CHI)-Fort Myers SW Florida Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Fort Myers SW Florida Intl flights.
Search Deals
From Illinois to Fort Myers SW Florida Intl
Search Deals
One-way flight from Illinois to Fort Myers SW Florida Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 25, 2026.
Use the filters below to find and compare flights from Illinois to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PeoriaFort Myers

PIA - RSW

PIARSW

Greater Peoria

Tue 1/5

1:20 pm-8:02 pm

1 stop5h 42m

Fort Myers SW Florida Intl

Tue 1/12

12:14 pm-9:00 pm

2 stops9h 46m

$266

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/26

7:05 am-11:11 am

Nonstop3h 06m

Fort Myers SW Florida Intl

Sat 10/3

12:17 pm-2:31 pm

Nonstop3h 14m

$275

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Thu 9/3

1:00 pm-4:45 pm

Nonstop2h 45m

Fort Myers SW Florida Intl

Mon 9/7

6:50 am-8:40 am

Nonstop2h 50m

$283

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Wed 9/23

8:50 am-12:40 pm

Nonstop2h 50m

Fort Myers SW Florida Intl

Sat 10/3

7:30 am-9:20 am

Nonstop2h 50m

$290

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Tue 8/18

8:50 am-12:40 pm

Nonstop2h 50m

Fort Myers SW Florida Intl

Sat 8/22

7:30 am-1:05 pm

1 stop6h 35m

$293

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/5

8:05 am-3:39 pm

1 stop6h 34m

Fort Myers SW Florida Intl

Sun 9/6

1:19 pm-6:59 pm

1 stop6h 40m

$294

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 9/24

8:55 am-5:17 pm

1 stop7h 22m

Fort Myers SW Florida Intl

Thu 10/1

12:28 pm-6:26 pm

1 stop6h 58m

$295

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/12

7:30 am-3:55 pm

1 stop7h 25m

Fort Myers SW Florida Intl

Sat 9/19

5:14 pm-11:27 pm

1 stop7h 13m

$295
Quickest round-trip

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Wed 9/2

6:40 pm-10:10 pm

Nonstop2h 30m

Fort Myers SW Florida Intl

Wed 9/9

6:10 am-7:40 am

Nonstop2h 30m

$297

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Wed 9/23

6:40 pm-10:15 pm

Nonstop2h 35m

Fort Myers SW Florida Intl

Mon 9/28

6:10 am-7:40 am

Nonstop2h 30m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 60 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Illinois to Fort Myers (average of $233). Flying from Illinois to Fort Myers in June is currently the most expensive (average of $377). 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 July 25, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 15% on flights from Illinois to Fort Myers by exploring options for tickets at noon.

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 July 25, 2026.

The most flights from USIL to RSW are scheduled on a Monday (17 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (11 on average).

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

Airfare is typical for this route at the moment.
Illinois to Fort Myers flights typically cost between $226 and $343 in November.
The cheapest round-trip price found within the last 5 days was $264 on Frontier (Nov 30-Dec 6).

How far ahead should I book a flight from Illinois to Fort Myers?

The best time to book flights from Illinois to Fort Myers is 34 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 July 25, 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.

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 2h 45m. Airlines will cover a distance of 1106 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 JetBlue 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: Frontier (100%), Volaris (100%), Southwest (92%).

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

    On average you can expect to pay $360 for a flight from Illinois to Fort Myers. The cheapest flight overall is $128 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $275.

  • 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, January is the cheapest month in which you can book a flight from Illinois to Fort Myers (average of $233). Flying from Illinois to Fort Myers in June is currently the most expensive (average of $377). 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
North Fort Myers
Sanibel
Lehigh Acres

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Alternative routes for Illinois to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Illinois to Fort Myers

Discover the top 6 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 July 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$180FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$358FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$144Average$291FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$162Average$353FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$165Average$377FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$197Average$375FlexibilityNo cancel feeOn-time63%

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