Cheapest one-way flights from Orlando to Chicago in June from $89

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

One-Way flights

01 Jun Frontier Airlines direct
12 Jun Frontier Airlines direct
11 Jun Frontier Airlines direct
04 Jun Frontier Airlines direct
18 Jun Frontier Airlines direct
19 Jun Frontier Airlines direct
15 Jun Allegiant Air
08 Jun Frontier Airlines direct
07 Jun Frontier Airlines direct
15 Jun Frontier Airlines direct

Also check the deals for return flights from Orlando to Chicago 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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