The cheapest times to fly from MDW to RSW are
- January 1st to March 4th (except the week of February 12th)
- July 30th to December 16th (except the weeks of October 15th and November 19th)
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MDW to RSW is early December. Prices can be as high as $1048 for Sunday flights during mid March, or as low as $199 for Tuesday flights around early December.
When to Fly to Fort Myers
Flying from Chicago, IL (MDW) to Fort Myers, FL (RSW) will usually cost between $204 to $608 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early December with an average ticket price of $202. Due to high demand the most expensive time to fly is mid March, with an average price of $737. Planning your trip to low-cost times can easily save you $536 on economy flights and even more on first-class flights. Generally, any price below $354 can be considered a good price for a round-trip MDW to RSW flight.
See below for a graph of average weekly prices for the MDW to RSW route. All prices are for round-trip tickets in USD.
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Compared to other flights, the MDW to RSW flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.2, which is below average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $135 (32%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $286. Return trip prices are from the RSW to MDW flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
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Return Trip Prices by Day
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Nonstop Flights and Layovers
Travelers looking to fly from MDW to RSW can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 2 hour 58 minutes may be realistic.
Alternative Nearby Airports
Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is a nonstop flight from MDW to RSW while comparing.
- 105 miles (169 km) away from RSW
- Usually 26.98% less expensive than RSW
- Nonstop flights available
- 134 miles (216 km) away from RSW
- Usually 18.36% less expensive than RSW
- Nonstop flights available
- 110 miles (177 km) away from RSW
- Usually 11.72% less expensive than RSW
- Nonstop flights available
- 104 miles (167 km) away from RSW
- Usually 9.60% less expensive than RSW
- 1-layover flights available
- 128 miles (206 km) away from RSW
- Usually 7.06% less expensive than RSW
- 1-layover flights available
Flight Questions Answered
Still have questions about flying from MDW to RSW? We’ve got answers.
Which airlines fly this route?
You can find 3 major airlines flying this route most often: Delta, Southwest, United, and potentially more during busy seasons.
How far away is it from Southwest Florida International Airport to Chicago Midway International Airport?
The distance between the two airports is roughly 1107 miles or 1782 kilometers.
How long does it take to fly from MDW to RSW?
The real-world flight time for a nonstop MDW to RSW flight is about 2 hour 58 minutes.
How many flights go between Chicago, IL and Fort Myers, FL?
It depends on the day of the week and the date, but a typical day might have around 62 available flights from MDW to RSW.
Airport Location Info
Departing Airport
Origination code | MDW |
Origination airport name | Chicago Midway International Airport |
City | Chicago, IL |
Country | the United States |
Latitude | 41.8 |
Longitude | -87.8 |
Return Airport
Destination code | RSW |
Destination airport name | Southwest Florida International Airport |
City | Fort Myers, FL |
Country | the United States |
Latitude | 26.5 |
Longitude | -81.8 |
Late and Early Flight Data
Flights from MDW to RSW tend to depart as late as the average flight. According to our recently updated data, 26% of flights departed 5 or more minutes late, and 9% of flights left 5 or more minutes early. On average you can expect to leave RSW heading for MDW about 8 minutes late. This does significantly impact arrival time, as the average landing time in Fort Myers, FL is about 2 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:
- Southwest: 8 minutes late
- Some airlines not reporting
Other Resources
Flights to RSW
Flights from RSW
Popular Flights
Flights to MDW
Flights from MDW
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.