Cheap Flights from Chicago to Miami
Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Chicago
RatePunk searches hundreds of travel sites at once for deals on flights to Miami
Prices updated 1 day ago
461 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)
Today’s best flight deals from Chicago to Miami
Explore current cheapest deals departing from Chicago to Miami
2026-10-06 – 2026-10-17
CHI - Miami
67% AI deal score
$152
$153
Round trip
2026-10-14 – 2026-10-27
CHI - Miami
67% AI deal score
$149
$153
Round trip
2026-10-13 – 2026-10-20
CHI - Miami
65% AI deal score
$143
$153
Round trip
2026-11-18 – 2026-11-24
CHI - Miami
69% AI deal score
$163
$153
Round trip
2026-11-07 – 2026-11-10
CHI - Miami
69% AI deal score
$168
$153
Round trip
2026-11-14 – 2026-11-17
CHI - Miami
69% AI deal score
$169
$153
Round trip
2026-11-04 – 2026-11-07
CHI - Miami
78% AI deal score
$262
$154
Round trip
2026-10-05 – 2026-10-06
CHI - Miami
80% AI deal score
$271
$155
Round trip
2026-11-12 – 2026-12-10
CHI - Miami
75% AI deal score
$210
$162
Round trip
2026-10-21 – 2026-10-27
CHI - Miami
77% AI deal score
$263
$163
Round trip
