Cheap Flights from Chicago (ORD) to San Diego (SEE)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)

Alternative airports near San Diego

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to General Abelardo L. Rodriguez Intl. TIJ. Average driving time to city center is 26 minutes. Flights from $613
TIJ
General Abelardo L. Rodriguez Intl.
Average driving time to city center26 min
Flights from $613
Select flight to McClellan-Palomar CLD. Cheapest option available. Average driving time to city center is 38 minutes. Flights from $193
CLD
McClellan-Palomar
Cheapest
Average driving time to city center38 min
Flights from $193

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field) cost?
Lock in a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)?
is the most affordable month to fly from ORD to SEE. Avoiding peak travel times is often the key to finding better fares.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ORD to SEE flight.
How many flights per day from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)?
Nonstop flights from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to SEE?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)?
Select a flight from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field) that leaves before 3 PM to reduce the likelihood of delays. Departures after this hour have a 22% higher chance of being canceled, on average.**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.
What airports do you fly into for San Diego County from O'Hare Intl. Airport (ORD)?
San Diego Intl. Airport (SAN) is the only airport in San Diego County with direct flights from O'Hare Intl. Airport (ORD). Browse the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field) last-minute?
Last-minute fares from ORD to SEE are typically more expensive. To secure the lowest prices, start searching for flights as early as possible. That being said, if you're flexible with your travel dates, you may land a cheap ticket right before your trip.
Is it cheaper to book an ORD to SEE flight and hotel package?
Securing an ORD to SEE flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Pick from our impressive range of accommodations and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to San Diego, CA (SEE-Gillespie Field)?
Typically, you're able to cancel or reschedule your ORD to SEE flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like further details, go to our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Gillespie Field
Distance
1705 mi

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 . 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.