Cheap Flights from Chicago (DPA) to San Diego (SAN)

Popular airlines from Chicago, IL (DPA-Dupage) to San Diego Intl. Airport (SAN)

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Frequently asked questions

How much does a flight from Dupage Airport (DPA) to San Diego Intl. Airport (SAN) cost?
Grab a cheap one-way flight or cheap return flight from Dupage Airport (DPA) to San Diego Intl. Airport (SAN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
The cheapest month to fly from DPA to SAN is , when there's less demand. Off-peak season is typically when airlines offer lower prices between these airports.
Which airlines fly direct from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
While Chicago, IL (DPA-Dupage) doesn't offer any direct flights to San Diego Intl. Airport (SAN), other airports have nonstop routes. Departing from O'Hare Intl. Airport (ORD) will get you to San Diego without any detours.
What is the cheapest airline that flies from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll fly you from DPA to SAN. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
Nonstop flights from Dupage Airport (DPA) to San Diego Intl. Airport (SAN) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from DPA to SAN?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on a range of factors, such as the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
To reach San Diego Intl. Airport (SAN) without delays, pick a flight that leaves Dupage Airport (DPA) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Dupage Airport (DPA) to San Diego Intl. Airport (SAN) last-minute?
Waiting until right before your break to book your flight from DPA to SAN often results in higher prices. While you might find some last-minute discounts, there's no guarantee. Allow some flexibility in your schedule for the best chance of getting a bargain.
Is it cheaper to book a DPA to SAN flight and hotel package?
Opting for a DPA to SAN flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Pick from our impressive range of hotels and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Dupage Airport (DPA) to San Diego Intl. Airport (SAN)?
If you booked your DPA to SAN flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Travel information

Origin airport
Dupage
Destination airport
San Diego Intl.
Distance
1701 mi

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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 . 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 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.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to San Diego flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to San Diego airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to San Diego Flights

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*Available to One Key members.