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Master cheap Chicago to San Diego flights with insider booking strategies, seasonal patterns, airline tactics, and proven money-saving hacks that airlines don't advertise.

Discover insider tips for finding cheapest Chicago to Newark flights. Learn booking strategies, timing secrets, and airline comparisons to save hundreds on airfare.

Chicago to New York flights take approximately 2 hours 45 minutes of actual airtime, but your complete journey spans 5-6 hours. Discover what frequent travelers know about optimizing this popular route.

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