$145 Cheap flight deals from Rockford (CHI) to Fort Myers (FMY)

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Airfares from $145 One Way, $294 Round Trip from Rockford to Fort Myers

Prices starting at $294 for return flights and $145 for one-way flights to Fort Myers were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jul 16 - Tue, Jul 28
RFD
Rockford
RSW
Fort Myers
$294 Roundtrip, found 4 hours ago
$294
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Jul 16 from Rockford to Fort Myers, returning Tue, Jul 28, priced at $294 found 4 hours ago
Sat, Jun 13 - Wed, Jun 17
RFD
Rockford
RSW
Fort Myers
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 13 from Rockford to Fort Myers, returning Wed, Jun 17, priced at $299 found 1 day ago
Mon, Jun 8 - Mon, Jun 15
RFD
Rockford
RSW
Fort Myers
$301 Roundtrip, found 15 hours ago
$301
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Mon, Jun 8 from Rockford to Fort Myers, returning Mon, Jun 15, priced at $301 found 15 hours ago
Tue, Jul 21 - Tue, Jul 28
RFD
Rockford
RSW
Fort Myers
$304 Roundtrip, found 15 hours ago
$304
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Rockford to Fort Myers, returning Tue, Jul 28, priced at $304 found 15 hours ago
Mon, Jun 8 - Mon, Jun 15
RFD
Rockford
RSW
Fort Myers
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 8 from Rockford to Fort Myers, returning Mon, Jun 15, priced at $309 found 1 day ago

Fort Myers economy flight packages

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
3.0-star property

Matanzas Inn Bayside Resort and Marina

9.4/10 Exceptional! (1,008 reviews)

Jun 25 - Jul 2

7 night stay

Rockford (RFD) to Fort Myers (RSW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,162, price is now $833 per person
$833
per person
found 1 day ago
This is the best location and our view of the Bay was amazing. Loved having the kitchen and balcony. The A/C worked great.

Reviewed on Mar 9, 2026

The Lighthouse Resort Inn & Suites
3.0-star property

The Lighthouse Resort Inn & Suites

8.6/10 Excellent! (1,626 reviews)

Jun 25 - Jul 2

7 night stay

Rockford (RFD) to Fort Myers (RSW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,186, price is now $844 per person
$844
per person
found 1 day ago
Staff is always amazing!!

Reviewed on Dec 1, 2025

Marriott Sanibel Harbour Resort & Spa
4.0-star property

Marriott Sanibel Harbour Resort & Spa

8.4/10 Very Good! (1,008 reviews)

Jun 25 - Jul 2

7 night stay

Rockford (RFD) to Fort Myers (RSW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,436, price is now $1,030 per person
$1,030
per person
found 1 day ago
Wonderful stay, but with some glitches. This resort hotel is conveniently located next to the (toll) bridge that goes into Sanibel Island. We requested a hypoallergenic room, and the hotel delivered! We had a beautiful view from our balcony deck. Our email notified us that the hotel was ready to check us in the previous evening. So, when we arrived, we were prepared to go to our room. However, the hotel said our room wasn’t ready. We were left a couple of hours without a room. When we tried calling to get updates, their phone wouldn’t answer. This went on for at least 20 minutes of calling the hotel. We reported the issue to the front desk. The common areas have a very strong deodorizer smell from Ecolabs. It’s very off putting especially for a nice resort. It’s a smell associated with cheap motels and public restrooms, honestly. The smell should be toned down, especially since it makes its way to the dining areas. Overall, we had a nice time.

Reviewed on Apr 12, 2026

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More About Flying To Fort Myers from Rockford

Route Information for Flights from Rockford to Fort Myers

Origin Airport IATA Code
CHI
Destination Airport IATA Code
FMY
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Rockford to Fort Myers

If you are looking to get guaranteed low prices for Rockford to Fort Myers flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.

Get Package Savings by Booking Flights and Hotels at the Same Time

Using the Orbitz Matrix display, you can see how much you will save on flights from Rockford to Fort Myers if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.

Orbitz for Business Helps Corporations save Money

Orbitz can assist all businesses from the small to major corporations with discounts on flights from Rockford to Fort Myers. We fine- tune your needs for Rockford to Fort Myers flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.

Using Online Check-In Makes Flying Simple

You can use the Orbitz website to check-in for your flights from Rockford to Fort Myers. You can also make changes to your schedule or even cancel a flight.

Frequently asked questions

Are there non-stop flights from Rockford to Fort Myers?
As many as 4 airlines have nonstop services from O'Hare Airport to Fort Myers, FL (RSW-Southwest Florida Intl.), so you won't need to worry about swapping planes or running for a connecting flight. The best carriers on this route are:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines

What is the shortest flight from Rockford to Fort Myers?
The trip from Rockford to Fort Myers can be as fast as 2 hours and 44 minutes. With an easy flight time like this, why not grab some friends and organize a spur-of-the-moment getaway?
What airlines fly from Rockford to Fort Myers most frequently?
Here are the four airlines that have the most frequent flights between Rockford and Fort Myers. Discover which one ticks your boxes: United Airlines - (UA) with 117 flights every month American Airlines - (AA) with 47 flights every month Spirit Airlines - (NK) with 30 flights every month Southwest Airlines - (WN) with 8 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.