Cheapest one-way flights from Chicago to Orlando in June from $208

AirHint found the following cheapest one-way flights from Chicago (MDW) to Orlando (MCO) in June 2026 (see full year).

One-Way flights

30 Jun Southwest Airlines direct
11 Jun Southwest Airlines direct

Also check the deals for return flights from Chicago to Orlando in June.

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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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