Flight Deals from San Francisco to Chicago Executive Airport
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Yearly Good Deal Price
Flying from San Francisco to Chicago is most expensive in mid-June ($486), with a low season in late September ($294).
When flying from San Francisco to Chicago, you'll find ticket prices vary significantly throughout the year. The high season typically peaks in mid-June with prices reaching their highest around $486, followed closely by mid-April and early October where prices hover around $480. Conversely, the low season occurs during late September, with flights averaging about $294. Notably, an abrupt price drop happens after early June, while prices begin to climb again sharply in early March. In general, expect to pay anywhere from $294 to $486 depending on the time of your travel.
Best Time to Book
Book your flight 44 days in advance to get the lowest fares; prices rise significantly closer to departure.
To secure the best airfare from San Francisco to Chicago, aim to book your flight approximately 44 days before departure, when prices hover around $231. Buying earlier can lead to much higher costs, potentially reaching $419. While prices can drop slightly closer to departure, the overall trend shows a significant rise as you approach your travel date. Therefore, if your trip is less than 44 days away, book as soon as possible to avoid the steep increases that occur, especially within 9 days where prices can escalate from $331 to $424.
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