Fort Myers

$144+ Cheap flights from Greater Rockford (RFD) to Fort Myers (RSW)

RFD — RSW
Dec 2 — Dec 91
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rockford to Fort Myers with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Rockford to Fort Myers

Cheapest flights from Rockford to Fort Myers

Sun 12/131:49 pm -
2 stops22h 53m
Wed 12/169:31 am -
1 stop27h 06m
Deal found 10/29$515
Wed 11/113:34 pm -
2 stops29h 18m
Wed 11/189:31 am -
1 stop27h 16m
Deal found 10/30$544
Sun 12/131:49 pm -
2 stops22h 53m
Wed 12/239:31 am -
1 stop27h 06m
Deal found 11/2$565
Fri 12/1110:16 am -
2 stops24h 04m
Wed 12/239:31 am -
1 stop27h 06m
Deal found 11/2$567
Tue 12/299:02 pm -
1 stop22h 17m
Fri 1/88:23 pm -
2 stops38h 51m
Deal found 10/31$610
Fri 12/410:16 am -
2 stops24h 04m
Sat 12/129:31 am -
1 stop27h 26m
Deal found 10/31$618
Thu 12/31:49 pm -
2 stops26h 37m
Sat 12/129:31 am -
1 stop27h 26m
Deal found 10/31$620
Tue 12/151:05 pm -
2 stops43h 06m
Wed 12/239:31 am -
1 stop27h 06m
Deal found 11/2$623
Wed 12/306:42 pm -
2 stops40h 21m
Wed 1/69:31 am -
1 stop27h 21m
Deal found 10/31$631
Tue 12/299:02 pm -
1 stop22h 17m
Sat 1/911:31 am -
2 stops47h 24m
Deal found 10/31$632
Sun 12/131:49 pm -
2 stops22h 53m
Sat 12/199:31 am -
1 stop27h 06m
Deal found 11/2$637
Fri 12/1110:16 am -
2 stops24h 04m
Sat 12/199:31 am -
1 stop27h 06m
Deal found 11/2$639

Find flight deals from Rockford to Fort Myers

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$470
(Kiwi.com)

One-way from

$144
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$468
Provider with most accurate pricing for Chicago Greater Rockford-Fort Myers SW Florida Intl flight deals.
Provider most trusted by Cheapflights users for Chicago Greater Rockford-Fort Myers SW Florida Intl flights.
From Chicago Greater Rockford to Fort Myers SW Florida Intl
One-way flight from Chicago Greater Rockford to Fort Myers SW Florida Intl
Highest demand for flights based on searches. 18% potential increase in price ($79 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago Greater Rockford Airport to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Wed 11/11

3:34 pm-9:52 pm

2 stops29h 18m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$236

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Tue 11/24

12:22 pm-8:19 pm

1 stop30h 57m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$259
Quickest round-trip

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Thu 11/12

9:30 am-9:56 am

3 stops23h 26m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$336

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Sat 11/7

12:44 pm-12:04 pm

2 stops46h 20m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$365

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Thu 12/17

12:27 pm-11:45 am

2 stops46h 18m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$368

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Fri 12/18

6:45 pm-4:49 pm

3 stops45h 04m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$369

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Tue 12/29

9:02 pm-4:26 pm

3 stops42h 24m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$388

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Fri 11/20

1:16 pm-7:26 pm

3 stops53h 10m

Fort Myers SW Florida Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$411

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Thu 1/28

6:01 pm-9:48 pm

2 stops26h 47m

Fort Myers SW Florida Intl

Wed 2/3

9:31 am-11:52 am

1 stop27h 21m

$470

ChicagoFort Myers

RFD Chicago Greater Rockford - RSW Fort Myers SW Florida Intl

RFDRSW

Chicago Greater Rockford

Thu 1/21

6:01 pm-9:48 pm

2 stops26h 47m

Fort Myers SW Florida Intl

Wed 1/27

9:31 am-11:52 am

1 stop27h 21m

$499

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Rockford to Fort Myers

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rockford to Fort Myers in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Greater Rockford Airport-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Greater Rockford Airport-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Greater Rockford Airport-Fort Myers flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Greater Rockford Airport-Fort Myers flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Greater Rockford Airport-Fort Myers flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Rockford to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Rockford with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago Greater Rockford Airport to Fort Myers

What is the cheapest month to book a flight from Chicago Greater Rockford Airport to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Chicago Greater Rockford Airport to Fort Myers (average of $208). Flying from Chicago Greater Rockford Airport to Fort Myers in August is currently the most expensive (average of $511). 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.

Reviews of airlines servicing Fort Myers

Peruse reviews from past customers who have flown with American Airlines from Chicago Greater Rockford Airport to Fort Myers to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.2

Boarding

7.4

Entertainment

6.8

Crew

7.9

Food

6.4

Overall

7.0

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Comfort

7.2

Boarding

7.4

Entertainment

6.8

Crew

7.9

Food

6.4

Overall

7.0

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Related info for your journey

  • What airport do you fly into for flights to Fort Myers from Chicago Greater Rockford?

    If you book a flight to Fort Myers from Chicago Greater Rockford, 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. There are 0 flights from Chicago Greater Rockford to SW Florida Intl per day from 1 airline.

  • What is the cheapest airline to fly from Chicago Greater Rockford Airport to Fort Myers round-trip?

    American Airlines, at $166, was found to be the cheapest airline from Chicago Greater Rockford Airport to Fort Myers.. Users have found that American Airlines is 50% cheaper than the other options available to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rockford 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 Chicago Greater Rockford Airport to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Chicago Greater Rockford Airport to Fort Myers (average of $208). Flying from Chicago Greater Rockford Airport to Fort Myers in August is currently the most expensive (average of $511). 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
Estero
Lehigh Acres
Sanibel

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Rockford to Fort Myers

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$166Average$318FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.