Flights from Orlando to Chicago

Flights

All filters Months and weeks Price Stops Airlines Time Alliances

Cheap one-way flights

If you're planning to travel one-way to Chicago, find the best flight deals available here.
Frontier Airlines
DEPARTURE
MCO - ORD
Wed. Jan 6, 2027
Price per a person from
$79
Frontier Airlines
DEPARTURE
MCO - ORD
Sat. Nov 7, 2026
Price per a person from
$79
American Airlines
DEPARTURE
MCO - ORD
Sat. Nov 7, 2026
Price per a person from
$132
Frontier Airlines
DEPARTURE
MCO - MDW
Mon. Dec 7, 2026
Price per a person from
$79
Frontier Airlines
DEPARTURE
MCO - ORD
Sat. Oct 10, 2026
Price per a person from
$136
Frontier Airlines
DEPARTURE
MCO - MDW
Sun. Dec 6, 2026
Price per a person from
$107
Delta Air Lines
DEPARTURE
MCO - ORD
Sat. Nov 7, 2026
Price per a person from
$144
Frontier Airlines
DEPARTURE
MCO - ORD
Fri. Nov 6, 2026
Price per a person from
$117
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