Unable to find information about the schedule of direct flights from
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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.
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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Answers to questions about the route that travelers are most interested in.
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.
Unable to find information about the schedule of direct flights from
Chicago — San Diego
03/17/2026
Departure
Direct flight
WN3996
starting at $385
Chicago — San Diego
03/19/2026
Departure
Direct flight
UA249
starting at $376
Chicago — San Diego
05/01/2026
Departure
Direct flight
UA2683
starting at $115
Chicago — San Diego
04/14/2026
Departure
Direct flight
WN2335
starting at $118
Chicago — San Diego
05/06/2026
Departure
Direct flight
AA2718
starting at $99
starting at $118
starting at $115
starting at $99
starting at $88
More than 4 airlines operate flights from Chicago to San Diego, including Southwest Airlines, United Airlines, American Airlines, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $88, 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 one-way flight from Chicago to San Diego departs on 04/15/2026, is operated by Frontier Airlines and costs $88
The cheapest roundtrip flight from Chicago to San Diego departs on 05/02/2026, is operated by Southwest Airlines and costs $135
Fastest flight from Chicago to San Diego takes 4h 34m
There are direct flights on this route 4 days a week: Tu, We, Th, and Fr
The distance between Chicago and San Diego is 2786km (1727 miles). There are 11 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 7:57 PM
We couldn't find any special offers for flights from Chicago to San Diego
The cheapest flight ticket from Chicago to San Diego according to data for the last 48 hours costs $88
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: April, May, March.
The fastest flights from Chicago to San Diego start from 4 hours 34 minutes in the air.
The following airlines operate direct flights on the route Chicago — San Diego: Southwest Airlines, United Airlines, American Airlines
The cost of a one-way flight from Chicago to San Diego ranges from $88 (April 2026) to $181 (March 2026). On average, the ticket price is about $120–$272.