Cheapest return flights from Chicago to Orlando in May from $75

Best time to book flights for Chicago (ORD) to Orlando (MCO) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Orlando (MCO) in May 2025 (see full year).

Return flights

31 May - 03 Jun Frontier Airlines direct
29 May - 31 May Frontier Airlines direct
28 May - 30 May Frontier Airlines direct
28 May - 31 May Frontier Airlines direct
27 May - 30 May Frontier Airlines direct
31 May - 14 Jun Frontier Airlines direct
29 May - 02 Jun Frontier Airlines direct
28 May - 04 Jun Frontier Airlines direct
31 May - 02 Jun Frontier Airlines direct
30 May - 31 May Spirit Airlines direct
31 May - 04 Jun Frontier Airlines direct
31 May - 07 Jun Frontier Airlines direct
27 May - 01 Jun Frontier Airlines direct
31 May - 01 Jun Frontier Airlines direct
30 May - 02 Jun Spirit Airlines direct
24 May - 31 May Frontier Airlines direct
24 May - 28 May Frontier Airlines direct
24 May - 29 May Frontier Airlines direct
29 May - 30 May Spirit Airlines direct
25 May - 29 May Frontier Airlines direct

Also check the deals for one-way flights from Chicago to Orlando in May.

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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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