Flights from Chicago, IL to Orlando, FL

Promo Code

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

Jul 2026
from$155*
Last seen: 15 hours ago
One-way/Economy
Aug 2026
from$65*
Last seen: 5 hours ago
One-way/Economy
Sep 2026
from$65*
Last seen: 17 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $65
cmp-daily-histogram-bars-legend-max-price-aria-label $390
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    • Range$65-$390

    *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 Chicago, IL to Orlando, FL on Frontier

    $
    Flights Deals from Chicago, IL to Orlando, FL on Frontier
    From
    To
    Chicago, IL (ORD)Orlando, FL (MCO)One-way
    /
    Discount Den Basic Fare    		Departing Nov 17, 2026

    From

    $36

    Last seen: 5 hours ago

    Chicago, IL (MDW)Orlando, FL (MCO)One-way
    /
    Discount Den Basic Fare    		Departing Nov 18, 2026

    From

    $42

    Last seen: 3 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®.

    Chicago, IL Orlando, FL

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