Flight schedule from Fort Myers (RSW) to Chicago (CHI)
Select a travel date in the flight schedule for the route from Fort Myers (RSW) to Chicago (CHI) and compare affordable flight deals.
offers
Active filtersnone
Matching outbound flights15 of 15
fromto
dep.arr.
durationstopovers
- August 23 – 29, 2026
- Aug 30 – Sep 5, 2026
- September 6 – 12, 2026
- RSWORDnonstop
- RSWMDWnonstop
- RSWMDWnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWORD1 stopover
- RSWORDnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWMDWnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWMDWnonstop
- RSWMDWnonstop
Tips and tricks to help you find cheap flights from Fort Myers to Chicago
Favorite airline: Spirit Airlines
Most travelers looking for flights on the route from Fort Myers to Chicago decide to book flights with Spirit Airlines.
Spirit Airlines
50 %
United Airlines
23 %
Sun Country Airlines
18 %
Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Fort Myers to Chicago typically takes around 3 hours 25 minutes. This makes the nonstop service the fastest and most convenient way to travel between Fort Myers and Chicago. It is worth checking flight times when searching, as they can vary by airline and travel date.
Yes, there are nonstop flights from Fort Myers to Chicago, averaging around 23 to 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 Fort Myers to Chicago are operated by, among others, United Airlines, American Airlines and Southwest. These flights take you to Chicago 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 Fort Myers to Chicago 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 Fort Myers to Chicago, there are on average around 23 to 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 Fort Myers to Chicago, there are around 162 to 163 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 Fort Myers to Chicago usually departs at 5:50 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 Chicago.
The last nonstop flight from Fort Myers to Chicago usually departs at 10:35 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.