Chicago — San Diego
01/04/2026
Departure
Direct flight
AS1466
starting at $394
Chicago — San Diego
05/06/2026
Departure
Direct flight
AS1447
starting at $73
Compare airlines, prices, and flight durations for your trip
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to San Diego
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to San Diego:
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We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Chicago — San Diego
01/04/2026
Departure
Direct flight
AS1466
starting at $394
Chicago — San Diego
05/06/2026
Departure
Direct flight
AS1447
starting at $73
starting at $73
starting at $190
Flights from Chicago to San Diego are operated by several airlines — Alaska Airlines and Frontier Airlines. This allows passengers to flexibly choose flights based on departure time, cost, and additional services. The minimum ticket price starts at $73, making this destination accessible to travelers with different budgets. We help compare all available options in real time, so you can book tickets at the best value for money. The service ensures transparent search and lets you book affordable flights in just a few clicks.
The cheapest flight ticket from Chicago to San Diego according to data for the last 48 hours costs $73
Often the best time to buy tickets from Chicago to San Diego is 2 months before departure.
The fastest flights from Chicago to San Diego start from 4 hours 40 minutes in the air.
The following airlines operate direct flights on the route Chicago — San Diego: Alaska Airlines
The cheapest one-way flight from Chicago to San Diego departs on 05/06/2026, is operated by Alaska Airlines and costs $73
The cheapest roundtrip flight from Chicago to San Diego departs on 01/10/2026, is operated by United Airlines and costs $107
Fastest flight from Chicago to San Diego takes 4h 40m
There are direct flights on this route 1 day a week: We
The distance between Chicago and San Diego is 2786km (1727 miles). There are 124 direct flights from Chicago to San Diego. The time difference between Chicago and San Diego is 2h. Flights from Chicago begin at 7:10 AM. The latest flight from Chicago departs at 8:25 PM
Alaska Airlines
Su, Mo, Tu, We, Fr, and Sa
starting at $314
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to San Diego. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
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.
We couldn't find any special offers for flights from Chicago to San Diego
