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$83+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$147
(Cheapflightsfares)

One-way from

$83
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$277
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. 10% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 6/2012:08 pmORD - RSW
Nonstop2h 53mSpirit Airlines
Sat 6/211:38 pmRSW - ORD
Nonstop3h 15mSpirit Airlines
Deal found 4/16$147
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/176:45 pmORD - RSW
Nonstop3h 07mAmerican Airlines
Sat 5/248:30 amRSW - ORD
Nonstop3h 13mAmerican Airlines
Deal found 4/17$178
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/1512:26 pmORD - RSW
Nonstop2h 47mMultiple Airlines
Thu 5/159:04 pmRSW - ORD
2 stops22h 36mMultiple Airlines
Deal found 4/16$192
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sat 5/171:40 pmMDW - RSW
Nonstop2h 45mSouthwest
Mon 5/195:10 amRSW - MDW
Nonstop3h 00mSouthwest
Deal found 4/17$197
This United Airlines deal was found by Cheapflights users on 4/17. 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 5/284:05 pmORD - RSW
Nonstop3h 12mUnited Airlines
Sun 6/19:30 amRSW - ORD
Nonstop3h 14mUnited Airlines
Deal found 4/17$217
This Delta deal was found by Cheapflights users on 4/16. 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.
Sat 6/219:21 amMDW - RSW
1 stop6h 46mDelta
Wed 6/255:40 amRSW - MDW
1 stop7h 19mDelta
Deal found 4/16$217
This Frontier deal was found by Cheapflights users on 4/16. 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 5/512:15 pmMDW - RSW
1 stop8h 08mFrontier
Mon 5/1210:11 amRSW - MDW
1 stop8h 17mFrontier
Deal found 4/16$219
This American Airlines deal was found by Cheapflights users on 4/17. 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 7/14:20 pmMLI - RSW
1 stop6h 11mAmerican Airlines
Wed 7/99:57 amRSW - MLI
1 stop6h 52mAmerican Airlines
Deal found 4/17$225
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 5/284:18 pmPIA - RSW
1 stop4h 54mAmerican Airlines
Tue 6/35:21 pmRSW - PIA
1 stop7h 35mAmerican Airlines
Deal found 4/16$225
This Delta deal was found by Cheapflights users on 4/16. 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 5/77:05 amORD - RSW
1 stop5h 57mDelta
Sat 5/105:55 pmRSW - ORD
1 stop6h 22mDelta
Deal found 4/16$230
This JetBlue deal was found by Cheapflights users on 4/17. 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.
Tue 8/268:40 amORD - RSW
1 stop9h 06mJetBlue
Thu 9/43:15 pmRSW - ORD
1 stop6h 39mJetBlue
Deal found 4/17$240
This Southwest deal was found by Cheapflights users on 4/16. 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 4/297:00 amORD - RSW
1 stop9h 55mSouthwest
Sun 5/117:05 amRSW - ORD
1 stop5h 45mSouthwest
Deal found 4/16$268

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 April 17, 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

Fri 6/20

12:08 pm-4:01 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Sat 6/21

1:38 pm-3:53 pm

Nonstop3h 15m

$147

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 5/17

6:45 pm-10:52 pm

Nonstop3h 07m

Fort Myers SW Florida Intl

Sat 5/24

8:30 am-10:43 am

Nonstop3h 13m

$178

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 5/15

12:26 pm-4:13 pm

Nonstop2h 47m

Fort Myers SW Florida Intl

Thu 5/15

9:04 pm-6:40 pm

2 stops22h 36m

$192

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sat 5/17

1:40 pm-5:25 pm

Nonstop2h 45m

Fort Myers SW Florida Intl

Mon 5/19

5:10 am-7:10 am

Nonstop3h 00m

$197

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 5/28

4:05 pm-8:17 pm

Nonstop3h 12m

Fort Myers SW Florida Intl

Sun 6/1

9:30 am-11:44 am

Nonstop3h 14m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sat 6/21

1:47 pm-11:02 pm

1 stop8h 15m

Fort Myers SW Florida Intl

Sat 6/28

11:48 am-3:41 pm

1 stop4h 53m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Mon 5/5

12:15 pm-9:23 pm

1 stop8h 08m

Fort Myers SW Florida Intl

Mon 5/12

10:11 am-5:28 pm

1 stop8h 17m

$219

MolineFort Myers

MLI - RSW

MLIRSW

Moline Quad-City

Tue 7/1

4:20 pm-11:31 pm

1 stop6h 11m

Fort Myers SW Florida Intl

Wed 7/9

9:57 am-3:49 pm

1 stop6h 52m

$225

PeoriaFort Myers

PIA - RSW

PIARSW

Greater Peoria

Wed 5/28

4:18 pm-10:12 pm

1 stop4h 54m

Fort Myers SW Florida Intl

Tue 6/3

5:21 pm-11:56 pm

1 stop7h 35m

$225

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 5/7

5:30 am-12:22 pm

1 stop5h 52m

Fort Myers SW Florida Intl

Sun 5/11

7:45 pm-11:58 pm

1 stop5h 13m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 55 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 $297). 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 April 17, 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 April 17, 2025.

The most flights from USIL to RSW are scheduled on a Thursday (24 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Fort Myers ranges from 1.7 - 10.1 inches per month. June is typically the wettest month, when rainfall can reach 10.1 in. December is typically the driest time to visit Fort Myers when rainfall is around 1.7 in.

Temperature in Fort Myers by month

Plan your trip to Fort Myers by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Fort Myers, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 April 17, 2025.
To help decide which airline to fly from Illinois to Fort Myers, see what other customers have to say about Breeze Airways, Alaska Airlines and Southwest. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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!
Alaska Airlines
8.0
Very good
9,882 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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
4,280 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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
7,917 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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!
Avelo Airlines
7.5
Good
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Overall

8.1

Crew

8.8

Food

6.7

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 Spirit Airlines, with whom users have recently found tickets for as low as $83. However, be on the lookout for offers from American Airlines and Southwest, 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 Moline Quad-City - 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: Finnair (100%), Air New Zealand (89%), Air Canada (85%).

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

    On average you can expect to pay $523 for a flight from Illinois to Fort Myers. The cheapest flight overall is $62 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $114.

  • 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 $297). 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 8 airlines flying from Illinois to Fort Myers

Discover the top 8 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$80Average$213FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$95Average$402FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$134Average$348FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$170Average$408FlexibilityNo cancel feeOn-time71%
Allegiant AirCheapest$180Average$210FlexibilityNo cancel feeOn-time88%
DeltaCheapest$216Average$399FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$236Average$478FlexibilityNo cancel feeOn-time63%

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