AirHint found the following cheapest return flights from Chicago (MDW) to Mexico City (MEX) in May 2026 (see full year).

Return flights

03 May - 13 May	Aeromexico
01 May - 07 May	Aeromexico
02 May - 15 May	Aeromexico
05 May - 13 May	Aeromexico
02 May - 07 May	Aeromexico
04 May - 19 May	Aeromexico
01 May - 05 May	Aeromexico
02 May - 05 May	Aeromexico
05 May - 19 May	Aeromexico
13 May - 17 May	Aeromexico
27 May - 21 Jun	Volaris
13 May - 04 Jun	Volaris
27 May - 13 Jun	Volaris
27 May - 18 Jun	Volaris
11 May - 06 Jun	Volaris
16 May - 03 Jun	Volaris
12 May - 02 Jun	Aeromexico
27 May - 14 Jun	Aeromexico
12 May - 06 Jun	Aeromexico
23 May - 14 Jun	Aeromexico

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

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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Cheapest return flights from Chicago to Mexico City in May from $402

Return flights