$119 Cheap United flights Chicago (ORD) to San Diego (SAN)

Apply the “Price (lowest to highest)” filter on Expedia to look for cheap United Airlines round-trip flights from $186 from ORD to SAN. Affordable one-way options from $119 are available too.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

January is one of the most affordable months to fly to San Diego with United Airlines. You could also find great deals on one-way and round-trip tickets in November.

Look for affordable United Airlines flights from O’Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) one to three months ahead of your day of departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare type and itinerary, the ideal day to book a domestic flight is usually Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

United Airlines offers direct flights from O’Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN), with 25 weekly departures. Simply use the “Nonstop” and “Airline” filters while searching on Expedia to show all direct United Airlines flights to SAN.

It takes approximately 4h 35m to fly nonstop from O’Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) with United Airlines.

United Airlines has the most flights from O’Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) on Saturday. With up to 4 daily departures, you’ll get the most choice and flexibility on this day.

The first flight from ORD to SAN with United Airlines departs at 8:50AM UTC-6. You’ll land at 11:28AM UTC-8. The final United Airlines flight of the day leaves at 8:15PM UTC-6 and arrives at 10:50PM UTC-8. With around 20% fewer cancellations for early and mid-morning flights, setting off early is often the smartest choice.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

San Diego Intl. Airport (SAN) is the primary San Diego hub for United Airlines flights from O’Hare Intl. Airport (ORD).

Offering a rewarding loyalty program, United Airlines is a popular choice for many passengers flying from ORD to SAN. Plus, if you’re a United Mileage Plus and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights along with your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

For the O’Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) route, United Airlines typically uses Airbus A321neo and Boeing 737 MAX 8 planes. Remember that last-minute changes can occur for operational demands, meaning your flight could be on another aircraft.

Changes are usually free within 24 hours of making your booking, but your airline may charge a fee after that time. For more information about modifying your reservation, go to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the flexibility to update your itinerary without being charged, check the “Changes included” and “No cancel fee” filters when planning your next break.