Southwest Airlines operates nonstop flights from Fort Myers (RSW) to Chicago (MDW). The nonstop flight takes around ~2h 14m, covering 1,107 miles (1,782 km). Updated 1 June 2026.
We'll check every combination in your window daily and email you the cheapest match. No account needed.
Find Deals (Pro) scans nonstop fares from RSW to up to 8 destinations under one price cap — and emails you when a fare drops below it.
Sign up to see Chicago schedule from RSW
Already have an account? Sign in
Yes, Southwest Airlines operates nonstop flights from Fort Myers (RSW) to Chicago (MDW).
Southwest Airlines operates nonstop flights from Fort Myers to Chicago.
The nonstop flight from Fort Myers to Chicago takes ~2h 14m (approximately 1782 km).