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Chicago skyline
MDW
Chicago
Orlando Lake Eola skyline at night
ORL
Orlando

Chicago → Orlando

Southwest Airlines · Round Trip · Nonstop

Save $64 (34% off)
Compared to the typical price of $187
$126$187

per person · round trip

Book This Deal

Flight Details

Cabin
Economy
Departs
May 26, 2026
Returns
May 30, 2026

Price History

Avg: $125
Low: $123
High: $126
$120$123$127$130Apr 3Apr 4

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