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

You can find cheap return United Airlines flights from $193 from SAN to ORD by sorting your results from “Price (lowest to highest)” on Expedia. Or look for deals from $119 for a one-way journey.**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.

Look for one-way or round-trip flights to Chicago in January or February. You could find lower fares with United Airlines during these off-peak travel months.

To find cheap United Airlines fares from San Diego Intl. Airport (SAN) to O’Hare Intl. Airport (ORD), start searching one to three months before your planned departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence the cost. Sunday tends to be the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**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.

Yes, you can fly from San Diego Intl. Airport (SAN) to O’Hare Intl. Airport (ORD) on one of United Airlines’s 25 weekly direct flights. Use our “Nonstop” and “Airline” filters to find the United Airlines flight that’ll get you to ORD at your preferred time.

It takes around 4h 9m to travel nonstop from San Diego Intl. Airport (SAN) to O’Hare Intl. Airport (ORD) with United Airlines.

Wednesday has the most United Airlines flights from San Diego Intl. Airport (SAN) to O’Hare Intl. Airport (ORD). With 4 daily departures, this is the best day to find something that will work for your schedule.

Setting off from SAN at 7:00AM UTC-8, the earliest United Airlines flight to ORD arrives at 1:11PM UTC-6. Traveling early means you’ll be less likely to encounter delays or cancellations.* Not an early riser? The last United Airlines flight from SAN to ORD departs at 10:10PM UTC-8 and touches down at 4:15AM UTC-6.*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.

United Airlines flights from San Diego Intl. Airport (SAN) to Chicago touch down at O’Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW). The primary Chicago gateway serviced by this airline is ORD. It’s worth considering flights landing at nearby airports on Expedia as there may be lower prices.

Travel from SAN to ORD with United Airlines and you can look forward to a range of benefits including a rewarding loyalty program. When you book through Expedia as a United Mileage Plus and One Key™ member, you could also earn OneKeyCash™* to use on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

United Airlines usually flies Airbus A321neo planes for flights from San Diego Intl. Airport (SAN) to O’Hare Intl. Airport (ORD). This carrier also operates the Boeing 737-900 on this route. Remember that aircraft type can change depending on operational reasons, so the plane you catch could be different when you travel.

It’s generally possible to reschedule or cancel your flight, although there may be additional charges if your booking was made more than 24 hours ago. Prefer to keep your options open? Make use of our “Changes included” and “No cancel fee” filters to find flights that won’t charge extra if you have to alter your plans. To update your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for more details.