Helping travelers to find the best flight offers
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 direct 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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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.
The cheapest one-way flight from Chicago to San Diego departs on 11/20/2025, is operated by Frontier Airlines and costs $110
The cheapest roundtrip flight from Chicago to San Diego departs on 12/05/2025, is operated by Frontier Airlines and costs $123
Fastest flight from Chicago to San Diego takes 6h 57m
There are no direct flights on this route.
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
More than 6 airlines operate flights from Chicago to San Diego, including Southwest Airlines, American Airlines, United Airlines, Grumeti Air, Frontier Airlines, and Spirit Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $110, 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.
Starting at $220
Starting at $162
Starting at $222
Starting at $203
Starting at $110
Starting at $149
Chicago — San Diego
11/14/2025
Departure
Direct flight
WN1550
Starting at $220
Chicago — San Diego
11/29/2025
Departure
Direct flight
AA1543
Starting at $224
Chicago — San Diego
05/02/2026
Departure
Direct flight
WN1186
Starting at $249
Chicago — San Diego
11/13/2025
Departure
Direct flight
UA1337
Starting at $222
Chicago — San Diego
11/21/2025
Departure
Direct flight
0G7466
Starting at $203
Unable to find information about the schedule of direct flights from
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 $110
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 6 hours 57 minutes in the air.
The following airlines operate direct flights on the route Chicago — San Diego: Southwest Airlines, American Airlines, United Airlines
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