Cheapest one-way flights from Chicago to Madrid in October from $308

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

AirHint found the following cheapest one-way flights from Chicago (ORD) to Madrid (MAD) in October 2025 (see full year).

One-Way flights

01 Oct TAP
18 Oct TAP
03 Oct TAP
09 Oct TAP
02 Oct TAP
01 Oct British Airways direct
18 Oct British Airways direct
02 Oct American Airlines direct
03 Oct American Airlines direct
09 Oct American Airlines direct

Also check the deals for return flights from Chicago to Madrid in October.

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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