Helping travelers to find the best flight offers
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to San Diego:
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 03/18/2025, is operated by Spirit Airlines and costs $43
The cheapest roundtrip flight from Chicago to San Diego departs on 03/07/2025, is operated by Spirit Airlines and costs $102
Fastest flight from Chicago to San Diego takes 7h 8m
There are no direct flights on this route.
The distance between Chicago and San Diego is 2786km (1727 miles). There are 16 direct flights from Chicago to San Diego. The time difference between Chicago and San Diego is 2h . Flights from Chicago begin at 8:30 AM. The latest flight from Chicago departs at 6:50 PM.
Unable to find information about the schedule of direct flights from
Chicago — San Diego
03/03/2025
Departure date
Direct flight
UA660
Starting at $433
Chicago — San Diego
03/17/2025
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Direct flight
WN3595
Starting at $136
Chicago — San Diego
03/08/2025
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Direct flight
AA4762
Starting at $281
Chicago — San Diego
03/14/2025
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Direct flight
WN3595
Starting at $180
Chicago — San Diego
03/17/2025
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Direct flight
UA660
Starting at $438
Chicago — San Diego
03/19/2025
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Direct flight
WN2690
Starting at $180
Chicago — San Diego
04/06/2025
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Direct flight
WN1404
Starting at $309
Chicago — San Diego
06/15/2025
Departure date
Direct flight
AA1543
Starting at $254
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
The cheapest flight ticket from Chicago to San Diego according to data for the last 48 hours costs $43
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: February.
The fastest flights from Chicago to San Diego start from 7 hours 8 minutes in the air.
The following airlines operate direct flights on the route Chicago — San Diego: United Airlines, Southwest Airlines, American Airlines
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.
We couldn't find any special offers for flights from Chicago to San Diego
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.
Below you will find a list of airlines operating flights on the Chicago — San Diego route and the starting prices for flights of each specific airline on it.