There are most likely no direct flights on the Chicago — San Diego route
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A non-stop flight is the most convenient and comfortable way to fly from Chicago to San Diego, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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There are most likely no direct flights on the Chicago — San Diego route
All airports
The cost of a one-way flight from Chicago to San Diego ranges from $118 (November 2026) to $175 (December 2026). On average, the ticket price is about $147–$175.
Chicago — San Diego
12/22/2026
Departure
Direct flight
AS1470
starting at $242
Chicago — San Diego
10/31/2026
Departure
Direct flight
AA1861
starting at $249
Chicago — San Diego
11/04/2026
Departure
Direct flight
UA2472
starting at $320
Chicago — San Diego
10/28/2026
Departure
Direct flight
WN1199
starting at $358
Chicago — San Diego
10/30/2026
Departure
Direct flight
AA1861
starting at $374
starting at $242
starting at $165
starting at $320
starting at $358
starting at $164
More than 5 airlines operate flights from Chicago to San Diego, including Alaska Airlines, American Airlines, United Airlines, Southwest Airlines, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $164, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
The cheapest flight ticket from Chicago to San Diego according to data for the last 48 hours costs $164
Often the best time to buy tickets from Chicago to San Diego is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to San Diego can be found flying in these months: November, December.
The fastest flights from Chicago to San Diego start from 4 hours 30 minutes in the air.
The following airlines operate direct flights on the route Chicago — San Diego: Alaska Airlines, American Airlines, United Airlines
The cheapest one-way flight from Chicago to San Diego departs on 12/22/2026, is operated by Frontier Airlines and costs $164
The cheapest roundtrip flight from Chicago to San Diego departs on 12/03/2026, is operated by Frontier Airlines and costs $189
Fastest flight from Chicago to San Diego takes 4h 30m
There are direct flights on this route 4 days a week: Tu, We, Fr, and Sa
The distance between Chicago and San Diego is 2786km (1727 miles). There are 39 direct flights from Chicago to San Diego. The time difference between Chicago and San Diego is 2h. Flights from Chicago begin at 5:15 AM. The latest flight from Chicago departs at 9:25 PM
We couldn't find any special offers for flights from Chicago to San Diego