Cheapest return flights from Chicago to Madrid in September from $473

AirHint found the following cheapest return flights from Chicago (ORD) to Madrid (MAD) in September 2025 (see full year).

Return flights

23 Sep - 14 Oct Air Canada
22 Sep - 02 Oct American Airlines direct
30 Sep - 07 Oct Aer Lingus
23 Sep - 30 Sep Finnair
14 Sep - 24 Sep TAP
21 Sep - 30 Sep British Airways
22 Sep - 30 Sep Iberia
28 Sep - 13 Oct British Airways
27 Sep - 06 Oct British Airways
22 Sep - 29 Sep SWISS
15 Sep - 23 Sep Spirit Airlines
16 Sep - 01 Oct British Airways
16 Sep - 22 Sep British Airways
25 Sep - 30 Sep Air Canada
30 Sep - 05 Oct KLM
28 Sep - 13 Oct Iberia direct
28 Sep - 18 Oct Air Canada
18 Sep - 01 Oct SWISS
23 Sep - 29 Sep Delta
09 Sep - 25 Sep Aer Lingus

Also check the deals for one-way flights from Chicago to Madrid in September.

Skyscanner

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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