Find United Airlines cheap flights from Chicago to Orlando. Enjoy a Chicago to Orlando modern flight experience in premium cabins with Wi-Fi.

Explore our latest deals on flights from Chicago to Orlando. Book your next flight with American Airlines.

Grab a cheap one-way flight from $37 or cheap return flight from $73 from O'Hare Intl. Airport (ORD) to Orlando Intl. Airport (MCO) with Expedia. Enter your travel dates and sort by "Price (lowest to …

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Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Orlando? Find the lowest prices on one-way and round-trip tickets right here.

Compare and book cheap flights from Chicago to Orlando (CHI to ORL), from just US$31. Book on Trip.com with no extra fees.

Flight suggestions are based on a route's cheapest round-trip fares from popular cities in United States to Orlando in the next 3 months. Prices include required taxes + fees for one adult...

Find cheap fares from Chicago, IL (MDW) to Orlando, FL (MCO) with Frontier Airlines. Enjoy unlimited savings all year with the Discount Den℠!

Feb 11, 2026 · Find airfare and ticket deals for cheap flights from Chicago to Orlando. Search flight deals from various travel partners with one click at $50.

Search for a Delta flight round-trip, multi-city or more. You choose from over 300 destinations worldwide to find a flight that fits your schedule.