Cheapest return flights from Chicago to Madrid in September from 254€

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

Return flights

06 Sep - 26 Sep TAP
01 Sep - 26 Sep TAP
21 Sep - 28 Sep TAP
13 Sep - 26 Sep TAP
01 Sep - 08 Sep TAP
08 Sep - 30 Sep TAP
22 Sep - 30 Sep TAP
20 Sep - 29 Sep TAP
06 Sep - 19 Sep TAP
22 Sep - 29 Sep TAP
20 Sep - 03 Oct TAP
22 Sep - 01 Oct TAP
24 Sep - 02 Oct KLM
28 Sep - 05 Oct Iberia direct
29 Sep - 06 Oct Iberia direct
20 Sep - 03 Oct Iberia direct
26 Sep - 01 Oct TAP
25 Sep - 02 Oct British Airways
20 Sep - 02 Oct British Airways
26 Sep - 03 Oct Finnair

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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