Title: Cheap American Airlines 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) # Cheap American Airlines flights from San Diego to Chicago (SAN→ORD) - [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 ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## American Airlines flights from San Diego to Chicago (SAN→ORD) Prices were available within the past 7 days and start at for one-way flights and £203 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, 7 Oct - Tue, 14 Oct SAN San Diego ORD Chicago £203 Return found 16 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:07/10/2025TANYT&leg2=from:ORD,to:SAN,departure:14/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:202.30&airProductToken=AQozCjEIwYIBEgQyMzQzGJJoIK4cKNHd-QIw3d_5AjhCQABYAWoFQkFTSUNyCE43QUlVTkJYCjMKMQjBggESBDIzNDMYrhwgkmgo7qn6AjD7q_oCOEJAAFgBagVCQVNJQ3IIUVVBSVVOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ## Frequently asked questions ### How much is an American Airlines flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Apply the "Price (lowest to highest)" filter on Expedia to look for cheap American Airlines round-trip flights from £203 from SAN to ORD. Affordable one-way tickets are also available.\**\*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 American Airlines? > American Airlines flights to Chicago tend to be cheaper in the low-season months of January and February. Whether you need a one-way or a return ticket, you could score a better deal then. ### Does American Airlines fly nonstop from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Depart on one of American Airlines's 14 direct weekly flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD). To view available options, enter your origin, destination and dates and hit search. Then use the "Nonstop" and "Airline" filters. ### How long does it take to fly from SAN to ORD with American Airlines? > The journey time for a direct American Airlines flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) takes around 4h 9m. ### Which day of the week has the most American Airlines flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Tuesday has the most American Airlines flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD). With 2 daily departures, this is a great day to book something that will suit your plans. ### What airports does American Airlines fly into in Chicago? > O'Hare Intl. Airport (ORD) is the main hub for American Airlines flights from San Diego Intl. Airport (SAN) to Chicago. But this carrier also flies to Midway Intl. Airport (MDW). Make sure you check Expedia's "All Airports" option for your destination to see all available choices for your journey to Chicago. ### What type of plane does American Airlines fly from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > For the San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) route, American Airlines typically operates Boeing 737-800 and Airbus A321 planes. Remember that last-minute changes can occur for operational demands, so your flight may be on another aircraft. ### Can I change or cancel my American Airlines flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Typically, you can cancel or change your flight, although there may be additional fees if your booking was made more than 24 hours ago. Want to keep your options open? Make use of our "Changes included" or "No cancel fee" filter to find flights that won't penalize you if you need to revise your plans. To make modifications, go 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, American Airlines, Delta, Hawaiian Airlines, JetBlue Airways, United | | Popular airline | Alaska Airlines | | Distance | 2752 km | | Average flight time | 6 hours 18 mins | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Holiday Homes - Other - [5 Star Hotels in Rosemont](https://www.expedia.co.uk/5Star-Rosemont-Hotels.s50-0-d7581.Travel-Guide-Filter-Hotels) - [Hotels near Allstate Arena](https://www.expedia.co.uk/Allstate-Arena-Hotels.0-l6069163-0.Travel-Guide-Filter-Hotels) - [Belmont Heights Hotels](https://www.expedia.co.uk/Belmont-Heights-Chicago-Hotels.0-n553248635976384529-0.Travel-Guide-Filter-Hotels) - [Bensenville Hotels](https://www.expedia.co.uk/Bensenville-Hotels.d78950.Travel-Guide-Hotels) - [Chicago Hotels](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Des Plaines](https://www.expedia.co.uk/Des-Plaines-Hotels-Gay-Friendly-Hotel.0-0-d7863-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Des Plaines Hotels](https://www.expedia.co.uk/Des-Plaines-Hotels.d7863.Travel-Guide-Hotels) - [Hotels near Donald E. 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