Flights from Orlando, FL to Chicago, IL

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Best Deals on Flights From Orlando, FL (MCO) to Chicago, IL (MDW)

*Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

Flights Deals from Orlando, FL to Chicago, IL on Frontier

$
Flights Deals from Orlando, FL to Chicago, IL on Frontier
From
To
Orlando, FL (MCO)Chicago, IL (ORD)One-way
/
Departing Jan 14, 2026

From

$35

Last seen: 36 mins ago

Orlando, FL (MCO)Chicago, IL (MDW)One-way
/
Departing Jan 30, 2026

From

$54

Last seen: 18 hours ago

*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

Orlando, FL Chicago, IL

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