Flight schedule from Chicago (CHI) to Fort Myers (RSW)
Select a travel date in the flight schedule for the route from Chicago (CHI) to Fort Myers (RSW) and compare affordable flight deals.
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Matching outbound flights22 of 22
fromto
dep.arr.
durationstopovers
- August 16 – 22, 2026
- August 23 – 29, 2026
- Aug 30 – Sep 5, 2026
- ORDRSWnonstop
- ORDRSWnonstop
- ORDRSW1 stopover
- MDWRSWnonstop
- MDWRSWnonstop
- ORDRSWnonstop
- ORDRSW1 stopover
- MDWRSWnonstop
- ORDRSWnonstop
- ORDRSWnonstop
- ORDRSWnonstop
- MDWRSWnonstop
- MDWRSWnonstop
- ORDRSWnonstop
- ORDRSWnonstop
Tips and tricks to help you find cheap flights from Chicago to Fort Myers
Favorite airline: Spirit Airlines
The favorite airline for flights from Chicago to Fort Myers is Spirit Airlines.
Spirit Airlines
54 %
United Airlines
23 %
Sun Country Airlines
12 %
Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Chicago to Fort Myers typically takes around 3 hours. This makes the nonstop service the fastest and most convenient way to travel between Chicago and Fort Myers. It is worth checking flight times when searching, as they can vary by airline and travel date.
Yes, there are nonstop flights from Chicago to Fort Myers, averaging around 24 flights per day, operated by, among others, United Airlines, American Airlines and Southwest. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Direct flights from Chicago to Fort Myers are operated by, among others, United Airlines, American Airlines and Southwest. These flights take you to Fort Myers nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
Nonstop flights from Chicago to Fort Myers operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
From Chicago to Fort Myers, there are on average around 24 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
From Chicago to Fort Myers, there are around 168 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
The earliest nonstop flight from Chicago to Fort Myers usually departs at 5:05 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Fort Myers.
The last nonstop flight from Chicago to Fort Myers usually departs at 8:55 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.