Cheap Flights from Miami to Chicago
Browse current best options from Miami. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Miami
RatePunk searches hundreds of travel sites at once for deals on flights to Chicago
Prices updated 6 days ago
483 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Oct 27, 2026.)
Today’s best flight deals from Miami to Chicago
Explore current cheapest deals departing from Miami to Chicago
2026-11-12 – 2026-11-16
MIA - Chicago
82% AI deal score
$273
$141
Round trip
2026-11-14 – 2026-11-17
MIA - Chicago
76% AI deal score
$223
$147
Round trip
2027-02-02 – 2027-02-23
MIA - Chicago
76% AI deal score
$225
$156
Round trip
2027-02-02 – 2027-02-06
MIA - Chicago
77% AI deal score
$250
$158
Round trip
2027-02-02 – 2027-02-24
MIA - Chicago
75% AI deal score
$225
$160
Round trip
2027-02-02 – 2027-02-27
MIA - Chicago
75% AI deal score
$224
$160
Round trip
2027-02-05 – 2027-02-23
MIA - Chicago
50% AI deal score
$175
$162
Round trip
2026-12-16 – 2026-12-31
MIA - Chicago
67% AI deal score
$193
$164
Round trip
2027-02-02 – 2027-02-04
MIA - Chicago
50% AI deal score
$193
$177
Round trip
2027-01-22 – 2027-02-02
MIA - Chicago
46% AI deal score
$166
$179
Round trip