$105 Cheap United flights Madison (MSN) to Fort Myers (RSW)

Apply the "Price (lowest to highest)" filter on Expedia to search for cheap United Airlines round-trip flights from $204 from MSN to RSW. Affordable one-way fares from $105 are also on offer.**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 cheap United Airlines flights from Dane County Regional Airport (MSN) to Southwest Florida Intl. Airport (RSW) one to three months prior to 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 to book a domestic flight is generally 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 departures from MSN to RSW with United Airlines, filter your search by "Early Morning" and "Morning." Choosing an early flight usually means cancellations are less likely.**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.

With a rewarding loyalty program, United Airlines is a favorite of many travelers heading from MSN to RSW. Plus, if you're a United Mileage Plus and One Key™ member booking through Expedia, you can earn OneKeyCash™* on eligible flights on top of your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.