Cheapest return flights from Chicago to Orlando in July from $270

AirHint found the following cheapest return flights from Chicago (MDW) to Orlando (MCO) in July 2026 (see full year).

Return flights

05 Jul - 09 Jul Frontier Airlines direct
06 Jul - 13 Jul Frontier Airlines direct
19 Jul - 29 Jul Frontier Airlines
05 Jul - 08 Jul Frontier Airlines
05 Jul - 08 Jul Southwest Airlines direct
22 Jul - 29 Jul Southwest Airlines direct
22 Jul - 28 Jul Southwest Airlines direct
21 Jul - 28 Jul Southwest Airlines direct
02 Jul - 08 Jul Frontier Airlines
01 Jul - 05 Jul Frontier Airlines

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

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