
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)
- Alaska Airlines
Alaska Airlines
- American Airlines
American Airlines
- United
United
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
- JetBlue Airways
JetBlue Airways
Today's featured flight deals from Chicago O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)
- Chicago (ORD) to San Diego (SAN).American Airlines, nonstop.Departing on Thu, Nov 20 at 9:55am from Chicago, arriving at 12:29pm in San Diego.Returning on Sun, Nov 23 at 7:30pm from San Diego, arriving on Mon, Nov 24 at 9:27am in Chicago.Select American Airlines flight departing on Thu, Nov 20 at 9:55am from Chicago, returning on Sun, Nov 23 at 7:30pm from San Diego priced at $23045% less than typical$230
- Chicago (ORD) to San Diego (SAN).Alaska Airlines, nonstop.Departing on Wed, Nov 12 at 9:20am from Chicago, arriving at 11:45am in San Diego.Returning on Sun, Nov 16 at 5:49pm from San Diego, arriving at 11:59pm in Chicago.Select Alaska Airlines flight departing on Wed, Nov 12 at 9:20am from Chicago, returning on Sun, Nov 16 at 5:49pm from San Diego priced at $16550% less than typical$165
- Chicago (ORD) to San Diego (SAN).Alaska Airlines, nonstop.Departing on Thu, Oct 23 at 8:20am from Chicago, arriving at 11:20am in San Diego.Returning on Thu, Oct 30 at 5:49pm from San Diego, arriving at 11:59pm in Chicago.Select Alaska Airlines flight departing on Thu, Oct 23 at 8:20am from Chicago, returning on Thu, Oct 30 at 5:49pm from San Diego priced at $23540% less than typical$235
- Chicago (ORD) to San Diego (SAN).Alaska Airlines, nonstop.Departing on Sun, Nov 16 at 9:20am from Chicago, arriving at 11:45am in San Diego.Returning on Mon, Nov 24 at 5:31pm from San Diego, arriving at 11:32pm in Chicago.Select Alaska Airlines flight departing on Sun, Nov 16 at 9:20am from Chicago, returning on Mon, Nov 24 at 5:31pm from San Diego priced at $16550% less than typical$165
- Chicago (ORD) to San Diego (SAN).American Airlines, nonstop.Departing on Wed, Nov 19 at 9:59am from Chicago, arriving at 12:33pm in San Diego.Returning on Thu, Nov 27 at 1:05pm from San Diego, arriving at 7:26pm in Chicago.Select American Airlines flight departing on Wed, Nov 19 at 9:59am from Chicago, returning on Thu, Nov 27 at 1:05pm from San Diego priced at $15350% less than typical$153
- Chicago (ORD) to San Diego (SAN).American Airlines, nonstop.Departing on Mon, Oct 27 at 11:50am from Chicago, arriving at 2:10pm in San Diego.Returning on Fri, Oct 31 at 6:40am from San Diego, arriving at 12:45pm in Chicago.Select American Airlines flight departing on Mon, Oct 27 at 11:50am from Chicago, returning on Fri, Oct 31 at 6:40am from San Diego priced at $22340% less than typical$223
- Chicago (ORD) to San Diego (SAN).Alaska Airlines, nonstop.Departing on Mon, Nov 10 at 9:20am from Chicago, arriving at 11:45am in San Diego.Returning on Sat, Nov 15 at 5:49pm from San Diego, arriving at 11:59pm in Chicago.Select Alaska Airlines flight departing on Mon, Nov 10 at 9:20am from Chicago, returning on Sat, Nov 15 at 5:49pm from San Diego priced at $17540% less than typical$175
- Chicago (ORD) to San Diego (SAN).American Airlines, nonstop.Departing on Wed, Oct 22 at 11:50am from Chicago, arriving at 2:10pm in San Diego.Returning on Sun, Oct 26 at 6:16am from San Diego, arriving at 12:40pm in Chicago.Select American Airlines flight departing on Wed, Oct 22 at 11:50am from Chicago, returning on Sun, Oct 26 at 6:16am from San Diego priced at $33025% less than typical$330
- Chicago (ORD) to San Diego (SAN).Alaska Airlines, nonstop.Departing on Sat, Nov 15 at 9:20am from Chicago, arriving at 11:45am in San Diego.Returning on Sun, Nov 23 at 5:31pm from San Diego, arriving at 11:32pm in Chicago.Select Alaska Airlines flight departing on Sat, Nov 15 at 9:20am from Chicago, returning on Sun, Nov 23 at 5:31pm from San Diego priced at $21035% less than typical$210
Cheap Flights from Chicago to San Diego (ORD-SAN)
Prices were available within the past 7 days and start at $54 for one-way flights and $118 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Find the cheapest month to fly from Chicago (ORD) to San Diego (SAN)
February is typically the cheapest month to fly
Alternative airports near San Diego
Prices were available within the past 7 days. Prices and availability are subject to change.
Frequently asked questions
Travel information
Origin airport | O'Hare Intl. |
---|---|
Destination airport | San Diego Intl. |
Airlines serving | Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Sun Country Airlines, United |
Roundtrip price | $112 |
Distance | 1720 mi |
Average flight time | 2 hours 27 mins |
Book with confidence
Chicago to San Diego Flights
The cheapest times to fly from Chicago to San Diego
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to San Diego are during the month of November. You can find some of the cheapest flights from Chicago to San Diego with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Chicago to San Diego
Sunday is one of the best days to book for cheap flights from Chicago to San Diego: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Chicago to San Diego
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to San Diego in 2025. You can also book with separate airlines for your outbound and return journeys, from $54 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.