- Fastest outbound flight
- Fastest inbound flight
- non-stop flights
- 172x / week
- Flight distance
- 1,791 km
- Time difference
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
- Most popular airlines
- United Airlines
- American Airlines
- Southwest Airlines
- United Airlines
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 flightsRSW–CHI · 23 of 23
fromto
dep.arr.
durationstopovers
- September 13 – 19, 2026
- September 20 – 26, 2026
- Sep 27 – Oct 3, 2026
- RSWORDnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWMDWnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWMDWnonstop
- RSWORDnonstop
- RSWORDnonstop
- RSWORDnonstop
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)
How long is the flight from Fort Myers to Chicago?
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.
Are there nonstop flights from Fort Myers to Chicago?
Yes, there are nonstop flights from Fort Myers to Chicago, averaging around 24 to 25 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.
Which airlines fly from Fort Myers to Chicago?
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.
On which days are there nonstop flights from Fort Myers to Chicago?
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.
How many flights are there per day from Fort Myers to Chicago?
From Fort Myers to Chicago, there are on average around 24 to 25 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.
How many flights per week are there from Fort Myers to Chicago?
From Fort Myers to Chicago, there are around 173 to 174 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.
When does the first flight from Fort Myers to Chicago depart?
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.
When does the last flight from Fort Myers to Chicago depart?
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.