The cheapest times to fly from RSW to ORD are
- August 6th to February 25th (except the weeks of November 26th, December 17th, and January 1st)
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 RSW to ORD is late January. Prices can be as high as $786 for Sunday flights during mid May, or as low as $115 for Tuesday flights around late January.
When to Fly to Chicago
Flying from Fort Myers, FL (RSW) to Chicago, IL (ORD) will usually cost between $154 to $418 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 $155. Due to high demand the most expensive time to fly is mid May, with an average price of $423. Planning your trip to low-cost times can easily save you $268 on economy flights and even more on first-class flights. Generally, any price below $262 can be considered a good price for a round-trip RSW to ORD flight.
See below for a graph of average weekly prices for the RSW to ORD route. All prices are for round-trip tickets in USD.
Compared to other flights, the RSW to ORD flight is much cheaper than the average and costs much less than the average flight leaving from Fort Myers. 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 ORD to RSW flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
Return Trip Prices by Day
Nonstop Flights and Layovers
Travelers looking to fly from RSW to ORD 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.
Flight Questions Answered
Still have questions about flying from RSW to ORD? 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 Chicago O’Hare International Airport to Southwest Florida International Airport?
The distance between the two airports is roughly 1122 miles or 1806 kilometers.
How long does it take to fly from RSW to ORD?
The real-world flight time for a nonstop RSW to ORD flight is about 3 hour 0 minutes.
How many flights go between Fort Myers, FL and Chicago, IL?
It depends on the day of the week and the date, but a typical day might have around 101 available flights from RSW to ORD.
Airport Location Info
|Origination airport name||Southwest Florida International Airport|
|City||Fort Myers, FL|
|Country||the United States|
|Destination airport name||Chicago O’Hare International Airport|
|Country||the United States|
Late and Early Flight Data
Flights from RSW to ORD tend to depart as late as the average flight. According to our recently updated data, 29% of flights departed 5 or more minutes late, and 39% of flights left 5 or more minutes early. On average you can expect to leave ORD heading for RSW about 21 minutes late. This does significantly impact arrival time, as the average landing time in Chicago, IL is about 13 minutes late. The numbers below show a recent average of take-off times versus the scheduled departure flight:
- American: 6 minutes late
- United: 27 minutes late
- Spirit: 30 minutes late
- Frontier: 4 minutes late
- Some airlines not reporting
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.