Chicago (ORD) → Fort Myers (RSW)
About Chicago to Fort Myers Flights
Discover the best flights from Chicago to Fort Myers, covering 1,806 km in approximately 2h 45m. Chicago (ORD) to Fort Myers (RSW) is one of the busy short-haul routes within United States. With 4 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Fort Myers.
12-Month Price History
Flight prices from Chicago to Fort Myers vary significantly throughout the year. February typically offers the best deals with average prices around $308, while July sees the highest prices, averaging $527. Savvy travelers can save up to 42% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
60 days
For best prices
Booking Tips
For the best prices on Chicago to Fort Myers flights, we recommend booking 45 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
United Airlines UA | $620 | $2170 | $2810 |
American Airlines AA | $640 | $2300 | $3550 |
SkyWest Airlines OO | $660 | $2030 | $3630 |
Kalitta Air K4 | $680 | $1930 | $3710 |
United Airlines
UA
Economy
$620
Business
$2170
First
$2810
American Airlines
AA
Economy
$640
Business
$2300
First
$3550
SkyWest Airlines
OO
Economy
$660
Business
$2030
First
$3630
Kalitta Air
K4
Economy
$680
Business
$1930
First
$3710
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → Fort Myers
Milwaukee Mitchell International (MKE) to Southwest Florida International (RSW)
Distance: 1,908 km
Average price: $386
Chicago → Fort Myers
Chicago Midway International (MDW) to Southwest Florida International (RSW)
Distance: 1,782 km
Average price: $367
Chicago → Miami
O'Hare International (ORD) to Miami International (MIA)
Distance: 1,930 km
Average price: $390
Chicago → Tampa
O'Hare International (ORD) to Tampa International (TPA)
Distance: 1,631 km
Average price: $345
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Frequently Asked Questions
How long is the flight from Chicago to Fort Myers?
The flight time from Chicago (ORD) to Fort Myers (RSW) is approximately 2 hours and 45 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Chicago and Fort Myers?
The aerial distance between Chicago and Fort Myers is 1,806 kilometers (1,122 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to Fort Myers?
Several airlines operate flights between Chicago and Fort Myers, including American Airlines, United Airlines, SkyWest Airlines and 1 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Chicago to Fort Myers?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to Fort Myers. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Fort Myers?
For the best prices on Chicago to Fort Myers flights, we recommend booking 44 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.
Do I need a visa to travel from Chicago to Fort Myers?
Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.
What is the time difference between Chicago and Fort Myers?
Chicago operates on America/Chicago time zone, while Fort Myers is in the America/New_York time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.