Cheapest return flights from Chicago to San Jose in November from 292€

AirHint found the following cheapest return flights from Chicago (MDW) to San Jose (SJO) in November 2025 (see full year).

Return flights

14 Nov - 17 Nov Delta
26 Nov - 03 Dec Southwest Airlines
20 Nov - 27 Nov Frontier Airlines
23 Nov - 27 Nov Porter Airlines (Canada) Ltd
24 Nov - 29 Nov Porter Airlines (Canada) Ltd
20 Nov - 28 Nov Southwest Airlines

Also check the deals for one-way flights from Chicago to San Jose 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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