Cheapest return flights from Orlando to Chicago in July from $192

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

Return flights

10 Jul - 13 Jul Frontier Airlines direct
16 Jul - 21 Jul Frontier Airlines
02 Jul - 05 Jul Frontier Airlines direct
27 Jul - 31 Jul Frontier Airlines direct
03 Jul - 05 Jul Frontier Airlines direct
13 Jul - 16 Jul Frontier Airlines direct
14 Jul - 18 Jul Southwest Airlines direct
18 Jul - 23 Jul Southwest Airlines direct
27 Jul - 30 Jul Southwest Airlines direct
08 Jul - 12 Jul Southwest Airlines direct

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

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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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