The cheapest times to fly from ORD to RSW are

  • July 30th to February 25th (except the weeks of November 19th, December 17th, December 24th, and February 12th)

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 ORD to RSW is late January. Prices can be as high as $775 for Sunday flights during late December, or as low as $121 for Tuesday flights around late January.


When to Fly to Fort Myers

Flying from Chicago, IL (ORD) to Fort Myers, FL (RSW) will usually cost between $141 to $427 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late January with an average ticket price of $150. Due to high demand the most expensive time to fly is late December, with an average price of $468. Planning your trip to low-cost times can easily save you $319 on economy flights and even more on first-class flights. Generally, any price below $268 can be considered a good price for a round-trip ORD to RSW flight.

See below for a graph of average weekly prices for the ORD to RSW route. All prices are for round-trip tickets in USD.

ORD to RSW Flight Prices

Compared to other flights, the ORD 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 $0.15, which is far 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 $54 (18%) 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 $247. Return trip prices are from the RSW to ORD flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from ORD to RSW can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 3 hour 0 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 ORD to RSW while comparing.

Destination alternative #1: Fort Lauderdale-Hollywood International Airport (FLL) in Fort Lauderdale, FL

  • 105 miles (169 km) away from RSW
  • Usually 22.24% less expensive than RSW
  • Nonstop flights available

See ORD to FLL flights

Destination alternative #2: Miami International Airport (MIA) in Miami, FL

  • 104 miles (167 km) away from RSW
  • Usually 19.25% less expensive than RSW
  • Nonstop flights available

See ORD to MIA flights

Destination alternative #3: Tampa International Airport (TPA) in Tampa, FL

  • 110 miles (177 km) away from RSW
  • Usually 12.52% less expensive than RSW
  • Nonstop flights available

See ORD to TPA flights

Destination alternative #4: Orlando International Airport (MCO) in Orlando, FL

  • 134 miles (216 km) away from RSW
  • Usually 7.85% less expensive than RSW
  • Nonstop flights available

See ORD to MCO flights

Destination alternative #5: Melbourne International Airport (MLB) in Melbourne, FL

  • 128 miles (206 km) away from RSW
  • Usually 1.68% less expensive than RSW
  • 1-layover flights available

See ORD to MLB flights


Flight Questions Answered

Still have questions about flying from ORD to RSW? We’ve got answers.

Which airlines fly this route?

You can find 10 major airlines flying this route most often: American, Delta, Emirates, Frontier, Hawaiian, JetBlue, Qatar Airways, Spirit, Sun Country Airlines, United, and potentially more during busy seasons.

How far away is it from Southwest Florida International Airport to Chicago O’Hare International Airport?

The distance between the two airports is roughly 1122 miles or 1806 kilometers.

How long does it take to fly from ORD to RSW?

The real-world flight time for a nonstop ORD to RSW flight is about 3 hour 0 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 72 available flights from ORD to RSW.


Airport Location Info


Departing Airport

Origination code ORD
Origination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9

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 ORD to RSW tend to depart late far less frequently than the average flight. According to our recently updated data, 22% of flights departed 5 or more minutes late, and 24% of flights left 5 or more minutes early. On average you can expect to leave RSW heading for ORD about 12 minutes late. This does significantly impact arrival time, as the average landing time in Fort Myers, FL is about 7 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:

  • American: 10 minutes late
  • United: 13 minutes late
  • Spirit: 17 minutes late
  • Frontier: 1 minutes late
  • Some airlines not reporting


Other Resources

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.