Cheapest one-way flights from Chicago to Orlando in June from $91

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

One-Way flights

08 Jun Frontier Airlines direct
28 Jun Frontier Airlines direct
21 Jun Frontier Airlines direct
01 Jun Frontier Airlines direct
04 Jun Frontier Airlines direct
22 Jun Frontier Airlines direct
05 Jun Frontier Airlines direct
15 Jun Frontier Airlines direct
09 Jun Frontier Airlines
11 Jun Frontier 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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