Schedule of direct flights from San Diego to Chicago
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from San Diego to Chicago:
San Diego airports overview
Chicago airports overview
Frequently asked questions (FAQ)
Answers to questions about the route that travelers are most interested in.
Special offers and sales on air tickets from San Diego to Chicago
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.
Alternative routes
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Cheapest one way flight
$68
Frontier Airlines
1 transfer
15h 52m
02/10/2025
The cheapest one-way flight from San Diego to Chicago departs on 02/10/2025, is operated by Frontier Airlines and costs $68
Cheapest round trip flight
$161
Frontier Airlines
1 transfer
22h 59m
02/07/2025
The cheapest roundtrip flight from San Diego to Chicago departs on 02/07/2025, is operated by Frontier Airlines and costs $161
The fastest flight
9h 46m
Fastest flight from San Diego to Chicago takes 9h 46m
Direct flights
No direct flights
There are no direct flights on this route.
Earliest flight
6:55 AM
Latest flight
5:15 PM
Direct flights count
16
Distance
2786km
Timezone difference
2h
The distance between San Diego and Chicago is 2786km (1727 miles).There are 16 direct flights from San Diego to Chicago.The time difference between San Diego and Chicago is 2h .Flights from San Diego begin at 6:55 AM.The latest flight from San Diego departs at 5:15 PM.
Unable to find information about the schedule of direct flights from
San Diego — Chicago
SAN — CHI
02/07/2025
Departure date
Direct flight
AA4323
Starting at $525
San Diego — Chicago
SAN — CHI
02/11/2025
Departure date
Direct flight
UA2633
Starting at $391
How much is the cheapest flight ticket from San Diego to Chicago?
The cheapest flight ticket from San Diego to Chicago according to data for the last 48 hours costs $68
When is the best time to buy air tickets on the route San Diego — Chicago?
Often the best time to buy tickets from San Diego to Chicago is 2 months before departure.
When is the cheapest time of year to fly from San Diego to Chicago?
Based on statistics over the past years, the lowest prices for flights from San Diego to Chicago can be found flying in these months: February.
How long does it take to fly from San Diego to Chicago?
The fastest flights from San Diego to Chicago start from 9 hours 46 minutes in the air.
Which airline can fly direct from San Diego to Chicago?
The following airlines operate direct flights on the route San Diego — Chicago: American Airlines, United 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 San Diego to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
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 San Diego to Chicago
Below you will find a list of airlines operating flights on the San Diego — Chicago route and the starting prices for flights of each specific airline on it.
A direct flight is the most convenient and comfortable way to fly from San Diego to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
