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$66+ Cheap flights from Fort Myers (RSW) 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — ORD
Mar 26 — Apr 21
Thu 3/26
Thu 4/2
1 adult, Economy
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Cheap flight deals from Fort Myers to Illinois

Cheapest flights from Fort Myers to Illinois
Explore the most affordable flight options available from Fort Myers to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 24, 2026.

This Super.com deal was found by Cheapflights users on 2/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/282:39 pm
RSW
-
ORD
Nonstop3h 28m
Frontier
Sun 3/16:30 am
ORD
-
RSW
Nonstop3h 09m
Frontier
Deal found 2/21$87
This Frontier deal was found by Cheapflights users on 2/22. 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 4/2312:17 pm
RSW
-
ORD
Nonstop3h 30m
Frontier
Sun 5/37:00 am
ORD
-
RSW
Nonstop3h 21m
Frontier
Deal found 2/22$88
This Super.com deal was found by Cheapflights users on 2/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/282:39 pm
RSW
-
ORD
Nonstop3h 28m
Frontier
Sat 3/77:10 am
ORD
-
RSW
Nonstop3h 12m
Frontier
Deal found 2/23$90
This Super.com deal was found by Cheapflights users on 2/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:34 am
RSW
-
ORD
Nonstop3h 34m
Frontier
Sun 3/87:40 am
ORD
-
RSW
Nonstop3h 12m
Frontier
Deal found 2/22$92
This Super.com deal was found by Cheapflights users on 2/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:51 pm
RSW
-
ORD
Nonstop3h 10m
Spirit Airlines
Sun 3/85:22 pm
ORD
-
RSW
Nonstop2h 58m
Spirit Airlines
Deal found 2/21$93
This Priceline deal was found by Cheapflights users on 2/23. 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.
Thu 3/57:51 pm
RSW
-
ORD
Nonstop3h 10m
Multiple Airlines
Sun 3/87:40 am
ORD
-
RSW
Nonstop3h 12m
Multiple Airlines
Deal found 2/23$94
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
RSW
-
ORD
Nonstop3h 13m
Multiple Airlines
Sun 3/87:40 am
ORD
-
RSW
Nonstop3h 12m
Multiple Airlines
Deal found 2/23$99
This Frontier deal was found by Cheapflights users on 2/23. 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 5/1412:23 pm
RSW
-
ORD
Nonstop3h 24m
Frontier
Sat 5/168:00 am
ORD
-
RSW
Nonstop3h 06m
Frontier
Deal found 2/23$102
This Frontier deal was found by Cheapflights users on 2/21. 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 2/216:49 pm
RSW
-
ORD
Nonstop3h 32m
Frontier
Sat 2/289:30 am
ORD
-
RSW
Nonstop3h 14m
Frontier
Deal found 2/21$103
This Expedia deal was found by Cheapflights users on 2/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:51 pm
RSW
-
ORD
Nonstop3h 10m
Spirit Airlines
Tue 3/177:36 pm
ORD
-
RSW
Nonstop2h 48m
Spirit Airlines
Deal found 2/22$105
This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:35 am
RSW
-
ORD
Nonstop3h 15m
Spirit Airlines
Tue 3/176:50 am
ORD
-
RSW
Nonstop2h 47m
Spirit Airlines
Deal found 2/22$107
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:36 pm
RSW
-
MDW
1 stop27h 43m
Frontier
Mon 4/136:00 am
MDW
-
RSW
1 stop10h 50m
Frontier
Deal found 2/23$208

Find flight deals from Fort Myers to Illinois

Keep the following information in mind while searching for Fort Myers to Illinois flight deals. Data was last updated February 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$87
(Super.com)

One-way from

$66
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$212
Provider with most accurate pricing for Fort Myers SW Florida Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-Chicago (CHI) flights.
Search Deals
From Fort Myers SW Florida Intl to Illinois
Search Deals
One-way flight from Fort Myers SW Florida Intl to Illinois
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers 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 February 24, 2026.
Use the filters below to find and compare flights from Fort Myers to Illinois that are best for you.

Fly from

Fort Myers

Fly to

Illinois

Route

Depart

Return

Price

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 4/23

6:00 am-10:19 am

1 stop5h 19m

Chicago O'Hare Intl

Sat 5/2

11:00 am-6:07 pm

1 stop6h 07m

$217

Fort MyersChicago

RSW - MDW

RSWMDW

Fort Myers SW Florida Intl

Thu 4/23

12:45 pm-5:58 pm

1 stop6h 13m

Chicago Midway

Sun 4/26

9:27 am-6:07 pm

1 stop7h 40m

$217

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 4/9

7:07 pm-9:28 pm

Nonstop3h 21m

Chicago O'Hare Intl

Mon 4/13

7:05 am-11:16 am

Nonstop3h 11m

$237

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Wed 4/1

2:02 pm-6:53 pm

1 stop5h 51m

Chicago O'Hare Intl

Mon 4/6

2:32 pm-9:37 pm

1 stop6h 05m

$237

Fort MyersChicago

RSW - MDW

RSWMDW

Fort Myers SW Florida Intl

Wed 6/17

1:05 pm-5:55 pm

1 stop5h 50m

Chicago Midway

Sat 6/20

7:45 am-5:50 pm

1 stop9h 05m

$276

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 4/14

7:01 am-9:20 am

Nonstop3h 19m

Chicago O'Hare Intl

Tue 4/14

6:05 pm-10:11 pm

Nonstop3h 06m

$277

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Mon 3/16

7:57 pm-11:54 pm

1 stop4h 57m

Chicago O'Hare Intl

Mon 3/23

5:40 pm-12:04 am

1 stop5h 24m

$277

Fort MyersMoline

RSW - MLI

RSWMLI

Fort Myers SW Florida Intl

Thu 4/2

5:27 pm-10:53 pm

1 stop6h 26m

Moline Quad-City

Sun 4/5

3:31 pm-10:59 pm

1 stop6h 28m

$279

Fort MyersBloomington

RSW - BMI

RSWBMI

Fort Myers SW Florida Intl

Wed 5/13

6:45 am-11:23 am

1 stop5h 38m

Bloomington-Normal

Wed 9/23

4:00 pm-9:18 pm

1 stop4h 18m

$279

Fort MyersBloomington

RSW - BMI

RSWBMI

Fort Myers SW Florida Intl

Thu 3/26

6:32 am-11:19 am

1 stop5h 47m

Bloomington-Normal

Wed 4/8

12:02 pm-7:32 pm

1 stop6h 30m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

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

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

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

Currently, March is the cheapest month in which you can book a flight from Fort Myers to Illinois (average of $52). Flying from Fort Myers to Illinois in June is currently the most expensive (average of $112). 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 RSW to IL?

Find hourly flight availability from Fort Myers 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 February 24, 2026.

It’s typically best to fly out from Fort Myers to Illinois in the evening. Doing so could potentially save you 23% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Illinois. Price data was last updated on February 21, 2026.

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

Weekly flight availability from Fort Myers to Illinois

Explore weekly flight availability from Fort Myers 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 February 24, 2026.

The most flights from RSW to USIL are scheduled on a Sunday (27 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (19 on average).

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 February 24, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Fort Myers to Illinois have to say. 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.
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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
4,300 reviews
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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
9,344 reviews
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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
11,344 reviews
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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
8,493 reviews
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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
5.7
Fair
3,043 reviews
Southwest
8.0
Very good
4,300 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

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 Fort Myers to Illinois. 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 from for flights from Fort Myers to Illinois?

    For a flight from Fort Myers to Illinois, you will be flying from SW Florida Intl. Fort Myers SW Florida Intl (RSW) is just 10.0 mi from the center of the city.

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

    Departing from Fort Myers to Illinois will take you 2h 55m. The distance between Fort Myers and Illinois is about 1106 mi. Generally, flights for this route are nonstop.

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

    The cheapest airlines for a one-way flight from Fort Myers to Illinois are Spirit Airlines ($42), Frontier ($44), and Southwest ($78).

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

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

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

    Before booking your flight to Illinois from Fort Myers, check out the most reliable airlines to get you to your destination on time: Volaris (100%), United Airlines (83%), American Airlines( 82%).

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

    Looking for the cheapest flight from Fort Myers to Illinois? While on average our users pay $1,009, our data indicates the cheapest price to be $67. The most popular route (Fort Myers SW Florida Intl - Chicago O'Hare Intl), is priced around $90.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Fort Myers to Illinois (average of $52). Flying from Fort Myers to Illinois in June is currently the most expensive (average of $112). 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 Fort Myers to Illinois

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

Discover the top 6 airlines that operate flights from Fort Myers 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 February 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$115FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$59Average$148FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$152Average$280FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$349FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$170Average$364FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$397FlexibilityNo cancel feeOn-timeN/A

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