Cheapest return flights from Chicago to Madrid in September from $471

Best time to book flights for Chicago (ORD) to Madrid (MAD) flights at AirHint

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

Return flights

01 Sep - 10 Sep Scandinavian Airlines
14 Sep - 22 Sep Scandinavian Airlines
17 Sep - 24 Sep Finnair direct
14 Sep - 02 Oct TAP
21 Sep - 04 Oct TAP
09 Sep - 23 Sep Turkish Airlines
19 Sep - 26 Sep Iberia direct
29 Sep - 06 Oct Iberia direct
01 Sep - 10 Sep Finnair direct
09 Sep - 23 Sep Finnair direct
14 Sep - 02 Oct Finnair direct
09 Sep - 16 Sep Iberia direct
09 Sep - 14 Oct American Airlines direct
21 Sep - 04 Oct Finnair direct
07 Sep - 21 Sep American Airlines direct
14 Sep - 22 Sep American Airlines direct

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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