Deal found on September 14, 2026
Madison to Havana
$362$48826% off
Round trip
Havana from Madison is priced at $362 round trip on American, down from a typical $565. Flights to Cuba rarely show up at this kind of discount, and dates are available over the next several months. Havana's old town, classic cars, and live music scene make it one of the more distinctive city breaks on the board right now.
Travel dates
Dates in October
e.g. Oct 5 – Oct 14 · 9 nights
Date options
17 at this price
Lowest we've seen
$332
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