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Fort Myers

$58+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Jul 12 — Jul 191
Sat 7/12
Sat 7/19
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 July 7, 2025.

Round-trip from

$118
(Cheapflightsfares)

One-way from

$58
(Southwest)

Popular in

March

Cheapest in

August

Average price

$257
From Illinois to Fort Myers SW Florida Intl
Search Deals
One-way flight from Illinois to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 11% potential increase in price ($38 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 July 2025
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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 July 7, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/7. 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.
Sun 7/278:55 amORD - RSW
Nonstop2h 53mSpirit Airlines
Tue 7/299:34 pmRSW - ORD
Nonstop3h 10mSpirit Airlines
Deal found 7/7$118
This Priceline deal was found by Cheapflights users on 7/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/248:55 amORD - RSW
Nonstop2h 53mMultiple Airlines
Sun 7/277:16 pmRSW - ORD
1 stop6h 06mMultiple Airlines
Deal found 7/6$121
This Southwest deal was found by Cheapflights users on 7/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1610:45 amSTL - RSW
1 stop5h 05mSouthwest
Tue 9/236:20 pmRSW - STL
Nonstop2h 35mSouthwest
Deal found 7/6$126
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:05 amMDW - RSW
Nonstop2h 45mSouthwest
Tue 10/74:20 pmRSW - MDW
Nonstop2h 50mSouthwest
Deal found 7/7$132
This United Airlines deal was found by Cheapflights users on 7/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2010:40 amORD - RSW
Nonstop3h 04mUnited Airlines
Wed 9/244:39 pmRSW - ORD
Nonstop3h 16mUnited Airlines
Deal found 7/6$157
This American Airlines deal was found by Cheapflights users on 7/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/105:15 amSTL - RSW
1 stop7h 27mAmerican Airlines
Sat 8/168:23 amRSW - STL
1 stop4h 48mAmerican Airlines
Deal found 7/7$159
This American Airlines deal was found by Cheapflights users on 7/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:34 pmORD - RSW
Nonstop3h 05mAmerican Airlines
Tue 10/711:43 amRSW - ORD
Nonstop3h 11mAmerican Airlines
Deal found 7/7$170
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:00 amORD - RSW
1 stop4h 45mSouthwest
Wed 9/247:10 amRSW - ORD
1 stop6h 55mSouthwest
Deal found 7/7$172
This Mytrip deal was found by Cheapflights users on 7/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/310:47 amSTL - RSW
1 stop6h 38mSpirit Airlines
Thu 8/77:20 pmRSW - STL
1 stop15h 32mSpirit Airlines
Deal found 7/5$173
This Delta deal was found by Cheapflights users on 7/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/145:11 pmSTL - RSW
1 stop6h 25mDelta
Sun 8/246:15 pmRSW - STL
1 stop5h 59mDelta
Deal found 7/6$197
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/306:00 amMDW - RSW
1 stop5h 05mDelta
Tue 8/53:29 pmRSW - MDW
1 stop7h 13mDelta
Deal found 7/7$217
This Mytrip deal was found by Cheapflights users on 7/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3110:47 amSTL - RSW
1 stop6h 38mMultiple Airlines
Sun 8/39:34 pmRSW - STL
2 stops15h 36mMultiple Airlines
Deal found 7/6$241

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 7, 2025.
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

Sun 7/27

8:55 am-12:48 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Tue 7/29

9:34 pm-11:44 pm

Nonstop3h 10m

$118

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 7/24

8:55 am-12:48 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Sun 7/27

7:16 pm-12:22 am

1 stop6h 06m

$121

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Tue 9/16

10:45 am-4:50 pm

1 stop5h 05m

Fort Myers SW Florida Intl

Tue 9/23

6:20 pm-7:55 pm

Nonstop2h 35m

$126

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Tue 9/2

9:05 am-12:50 pm

Nonstop2h 45m

Fort Myers SW Florida Intl

Tue 10/7

4:20 pm-6:10 pm

Nonstop2h 50m

$132

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/20

10:40 am-2:44 pm

Nonstop3h 04m

Fort Myers SW Florida Intl

Wed 9/24

4:39 pm-6:55 pm

Nonstop3h 16m

$157

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Sun 8/10

5:15 am-1:42 pm

1 stop7h 27m

Fort Myers SW Florida Intl

Sat 8/16

8:23 am-12:11 pm

1 stop4h 48m

$159

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 10/3

2:34 pm-6:39 pm

Nonstop3h 05m

Fort Myers SW Florida Intl

Tue 10/7

11:43 am-1:54 pm

Nonstop3h 11m

$170

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 9/10

6:00 am-11:45 am

1 stop4h 45m

Fort Myers SW Florida Intl

Wed 9/24

7:10 am-1:05 pm

1 stop6h 55m

$172

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Sun 8/3

10:47 am-6:25 pm

1 stop6h 38m

Fort Myers SW Florida Intl

Thu 8/7

7:20 pm-9:52 am

1 stop15h 32m

$173

St. LouisFort Myers

STL - RSW

STLRSW

Lambert-St Louis

Thu 8/14

5:11 pm-12:36 am

1 stop6h 25m

Fort Myers SW Florida Intl

Sun 8/24

6:15 pm-11:14 pm

1 stop5h 59m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

Showing 1-10 of 47 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, January is the cheapest month in which you can book a flight from Illinois to Fort Myers (average of $205). Flying from Illinois to Fort Myers in June is currently the most expensive (average of $294). 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 7, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Fort Myers as you normally would.

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 7, 2025.

The most flights from USIL to RSW are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated July 7, 2025.
Get a feel of what it's like to fly with Breeze Airways, Southwest, and Delta from Illinois to Fort Myers by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
184 reviews
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,257 reviews
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,962 reviews
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,844 reviews
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,909 reviews
Breeze Airways
8.1
Very good
184 reviews

Boarding

8.3

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $58. However, be on the lookout for offers from Spirit Airlines and United 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 Greater Peoria - 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 (88%), Spirit Airlines (83%), Air Canada (78%).

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

    On average you can expect to pay $441 for a flight from Illinois to Fort Myers. The cheapest flight overall is $58 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $80.

  • 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 $205). Flying from Illinois to Fort Myers in June is currently the most expensive (average of $294). 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 Illinois?

Book flights to Illinois if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
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 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 July 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$293FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$167Average$413FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$176Average$410FlexibilityNo cancel feeOn-time69%
Allegiant AirCheapest$180Average$198FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$183Average$466FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$407FlexibilityNo cancel feeOn-timeN/A

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