Cheapest return flights from Orlando to Chicago in June from $210

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

Return flights

04 Jun - 08 Jun Frontier Airlines direct
11 Jun - 15 Jun Frontier Airlines direct
14 Jun - 21 Jun Frontier Airlines direct
11 Jun - 13 Jun Frontier Airlines
06 Jun - 08 Jun Frontier Airlines
06 Jun - 12 Jun Frontier Airlines
13 Jun - 14 Jun Southwest Airlines
20 Jun - 11 Jul Delta

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

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.