Title: £99 Cheap United flights from San Diego to Chicago (SAN→ORD) - Expedia.co.uk ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £99 Cheap United flights from San Diego to Chicago (SAN→ORD) [View £99 flight on Tue, 21 Oct 2025](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:SAN,to:ORD,departure:21/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:98.30&airProductToken=AQo1CjMI1YIBEgQyNjI0GJJoIK4cKMqA-wIwwYL7AjhHQABYAWoHRUNPTk9NWXIIR0FLMkFRRFMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only - ## Plan, book, fly with confidence - ### Be in the know Get alerts if flight prices drop or rise\* - ### Book smarter Save up to 25% on select hotels after you book a flight\* - ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## United flights from San Diego to Chicago (SAN→ORD) Prices were available within the past 7 days and start at £99 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ## Frequently asked questions ### How much is a United Airlines flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Landing cheap one-way United Airlines flights from SAN to ORD from £99 on Expedia couldn't be easier — just filter by "Price (lowest to highest)." Alternatively, check out our affordable return fares for your next getaway.\**\*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.* ### What is the cheapest month to fly from SAN to ORD with United Airlines? > United Airlines flights to Chicago tend to be cheaper in the low-season months of January and February. Whether you need a round-trip or one-way ticket, you could land a better deal then. ### Does United Airlines fly nonstop from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Yes, you can fly from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) on one of United Airlines's 25 direct weekly flights. Apply our "Nonstop" and "Airline" filters to find the United Airlines flight that'll get you to ORD at your preferred time. ### How long does it take to fly from SAN to ORD with United Airlines? > Take off from San Diego Intl. Airport (SAN) for O'Hare Intl. Airport (ORD) on a direct United Airlines flight, and you'll be in the skies for about 4h 9m. ### Which day of the week has the most United Airlines flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > United Airlines operates the most flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) on Wednesday. With up to 4 daily departures, you'll get the most flexibility on this day. ### What airports does United Airlines fly into in Chicago? > United Airlines flights from San Diego Intl. Airport (SAN) to Chicago come in to land 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 cheaper fares. ### What type of plane does United Airlines fly from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > United Airlines generally uses 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. Bear in mind that aircraft type can vary due to operational needs, so the plane you board could be different on the day you travel. ### Can I change or cancel my United Airlines flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > You can usually cancel or reschedule your flight, although there may be additional charges if your booking was made more than 24 hours ago. Need flexible options? Make use of Expedia's "Changes included" and "No cancel fee" filters to find flights that won't charge extra if you have to adjust your plans. To update your itinerary, head to "[Trips](https://www.expedia.co.uk/trips)," select your flight and click on "Manage Booking" for further information. ## Travel information | Origin airport | San Diego Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Alaska Airlines, JetBlue Airways | | Popular airline | JetBlue Airways | | Distance | 2752 km | | Average flight time | 6 hours 18 mins | ## Explore a world of travel with Expedia - Trending United Flights - Trending Routes - Related Airlines - Nearby Airports - Flights from Other Cities - Expedia's Latest Trends ### Most Popular United Routes from Chicago - [United ORD to MCO](https://expedia.co.uk/lp/flight-routes/united-from-ohare-intl-to-orlando-intl/ua/ord/mco) - [United ORD to LHR](https://expedia.co.uk/lp/flight-routes/united-from-ohare-intl-to-heathrow/ua/ord/lhr) - [London to Osaka (LHR - KIX)](https://expedia.co.uk/lp/flights/lhr/kix/london-to-osaka) - [Manchester to Orlando (MAN - MCO)](https://expedia.co.uk/lp/flights/man/mco/manchester-to-orlando) - [London to Auckland (LHR - AKL)](https://expedia.co.uk/lp/flights/lhr/akl/london-to-auckland) - [London to Seoul (LHR - ICN)](https://expedia.co.uk/lp/flights/lhr/icn/london-to-seoul) - [London to Toronto (LHR - YYZ)](https://expedia.co.uk/lp/flights/lhr/yyz/london-to-toronto) - [London to Osaka (LHR - KIX)](https://expedia.co.uk/lp/flights/lhr/kix/london-to-osaka) - [Manchester to New York (MAN - JFK)](https://expedia.co.uk/lp/flights/man/jfk/manchester-to-new-york) - [London to Tokyo (LHR - NRT)](https://expedia.co.uk/lp/flights/lhr/nrt/london-to-tokyo) - [London to Miami (LHR - MIA)](https://expedia.co.uk/lp/flights/lhr/mia/london-to-miami) - [London to New York (LHR - JFK)](https://expedia.co.uk/lp/flights/lhr/jfk/london-to-new-york) ### Popular Domestic Routes in O'Hare Intl. - [London to Toronto (LHR - YYZ)](https://expedia.co.uk/lp/flights/lhr/yyz/london-to-toronto) - [London to Las Vegas (LHR - LAS)](https://expedia.co.uk/lp/flights/lhr/las/london-to-las-vegas) - [Manchester to New York (MAN - JFK)](https://expedia.co.uk/lp/flights/man/jfk/manchester-to-new-york) - [London to Auckland (LHR - AKL)](https://expedia.co.uk/lp/flights/lhr/akl/london-to-auckland) - [London to Sydney (LHR - SYD)](https://expedia.co.uk/lp/flights/lhr/syd/london-to-sydney) - [Manchester to Newark Liberty Intl. 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