Cheapest one-way flights from Orlando to Chicago in August from $96

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

One-Way flights

14 Aug Frontier Airlines direct
13 Aug Frontier Airlines direct
29 Aug Delta
19 Aug Frontier Airlines
17 Aug Frontier Airlines direct
16 Aug Frontier Airlines direct
11 Aug Frontier Airlines
15 Aug Frontier Airlines
19 Aug Southwest Airlines direct
29 Aug Southwest Airlines direct

Also check the deals for return flights from Orlando to Chicago in August.

Powered by

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.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.