Cheapest one-way flights from Chicago to Madrid in November from $238

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

One-Way flights

17 Nov Frontier Airlines
09 Nov TAP
11 Nov Frontier Airlines
10 Nov Spirit Airlines
19 Nov Frontier Airlines
08 Nov Frontier Airlines
06 Nov Spirit Airlines
22 Nov Spirit Airlines
30 Nov TAP
13 Nov Spirit Airlines

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

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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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