Chicago skyline
MDW
Chicago
Jacksonville skyline and St. Johns River
JAX
Jacksonville

Chicago → Jacksonville

Southwest Airlines · Round Trip · Nonstop

$395

per person · round trip

Book This Deal

Flight Details

Cabin
Economy
Departs
Jul 18, 2026
Returns
Jul 26, 2026

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Round Trip Chicago to Jacksonville - $395 on Southwest Airlines | Woven Adventures