$116 Cheap JetBlue Airways flights Chicago (ORD) to Fort Myers (RSW)

Finding cheap one-way JetBlue Airways flights from ORD to RSW from $116 on Expedia is simple --- just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares from $157 for your next break.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Look for affordable JetBlue Airways flights from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport (RSW) one to three months ahead of your departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare type and journey, the best day of the week to book a domestic flight is usually Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

To find the earliest departure from ORD to RSW with JetBlue Airways, filter your search by "Morning" and "Early Morning." Choosing an early flight generally means you're less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.