Title: CA $92 Cheap Flights from San Diego (SAN) to Chicago (ORD) - Expedia.ca ![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) # CA $92 Cheap Flights from San Diego (SAN) to Chicago (ORD) [View CA $92 flight on Fri, Oct 17, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:SAN,to:ORD,departure:17/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:91.10&airProductToken=AQowCi4IwaYBEgQxMTg4GJJoIK4cKJPR-gIwq9P6AjhYQABYAWoCU1ZyCEdIMllBVUJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) - [Roundtrip](?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 ## Popular airlines from San Diego Intl. Airport (SAN) to Chicago O'Hare International Airport (ORD) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:san,to:ord,departure:02/10/2025TANYT&leg2=from:ord,to:san,departure:09/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) ![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 30% 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.ca/login) ## Cheap flights from San Diego (SAN) to Chicago (ORD) Prices were available within the past 7 days and start at CA $92 for one-way flights and CA $185 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $185 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:184.30&airProductToken=AQozCjEIwYIBEgQzMzExGJJoIK4cKKnb-gIwsd36AjhCQABYAWoFQkFTSUNyCE9WQUtaU0JYCjMKMQjBggESBDIxMzEYrhwgkmgon737AjCsv_sCOEJAAFgBagVCQVNJQ3IIT1ZBS1pTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $185 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:184.30&airProductToken=AQowCi4IwaYBEgQxMTg4GJJoIK4cKLPc-gIwy976AjhYQABYAWoCU1ZyCEdIMllBVUJOCjAKLgjBpgESBDE0NDcYrhwgkmgoyr_7AjDTwfsCOFhAAFgBagJTVnIIR0gyWUFVQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $185 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:184.61&airProductToken=AQowCi4IwaYBEgQxMTg4GJJoIK4cKLPc-gIwy976AjhYQABYAWoCU1ZyCEdIMllBVUJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Tue, Oct 14 - Wed, Oct 29 SAN San Diego ORD Chicago CA $212 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:14/10/2025TANYT&leg2=from:ORD,to:SAN,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:211.20&airProductToken=AQoiCiAIyIIBEgQ2NDE3GJJoIK4cKI6r-gIwpq36AjhVQABYAQoiCiAIyIIBEgQ3NDY2GK4cIJJoKLvY-wIwv9r7AjhVQABYARIKCAEQARgBKgJIQRgBIgQIARABKAQwAQ) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Tue, Oct 7 - Tue, Oct 21 SAN San Diego ORD Chicago CA $226 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:07/10/2025TANYT&leg2=from:ORD,to:SAN,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:225.20&airProductToken=AQoiCiAIyIIBEgQ2NDE5GJJoIK4cKKje-QIwv-D5AjhVQABYAQoiCiAIyIIBEgQ2MTU4GK4cIJJoKID5-gIwrPv6AjhVQABYARIKCAEQARgBKgJIQRgBIgQIARABKAQwAQ) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Tue, Oct 21 - Wed, Oct 22 SAN San Diego ORD Chicago CA $228 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:21/10/2025TANYT&leg2=from:ORD,to:SAN,departure:22/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:227.10&airProductToken=AQoiCiAIyIIBEgQ2NDE5GJJoIK4cKOj7-gIw__36AjhVQABYAQoiCiAIyIIBEgQ2MTU4GK4cIJJoKKCE-wIwzIb7AjhVQABYARIKCAEQARgBKgJIQRgBIgQIARABKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $230 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:229.02&airProductToken=AQoyCjAIwYIBEgM1MTgYkmggrhwonNf6AjCk2foCOEJAAFgBagVCQVNJQ3IIUVZBS1pTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $231 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:230.13&airProductToken=AQowCi4IwaYBEgQxMTg0GJJoIK4cKI7Y-gIwptr6AjhYQABYAWoCU1ZyCE9IMk9BVkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Oct 18 - Mon, Oct 27 SAN San Diego ORD Chicago CA $271 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:SAN,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:270.68&airProductToken=AQpvCjUIxJgBEgM3NjQYkmgg47QBKODe-gIw5eD6AjhFQABYAWoJTUFJTkJBU0lDcghWQVVOSDNCRwo2CMSYARIEMTA4NRjjtAEgrhwo0uH6AjCi4voCOEVAAVgBaglNQUlOQkFTSUNyCFZBVU5IM0JHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Oct 20 - Thu, Oct 23 SAN San Diego ORD Chicago CA $397 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:SAN,to:ORD,departure:20/10/2025TANYT&leg2=from:ORD,to:SAN,departure:23/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:396.90&airProductToken=AQozCjEI1YIBEgQyNjI0GJJoIK4cKKr1-gIwoff6AjhLQABYAWoFMl9lY29yCEtBQTJBUURTCjIKMAjVggESAzY2MBiuHCCSaCj1j_sCMICS-wI4S0AAWAFqBTJfZWNvcghLQUEyQVFEUxIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ## Find the cheapest month to fly from San Diego (SAN) to Chicago (ORD) ### February is typically the cheapest month to fly From CA $134 - CA $508 per traveller. Flight from San Diego to Chicago (SAN - ORD) route information | Origin airport | San Diego Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Alaska Airlines, American Airlines, Delta, JetBlue Airways | | Roundtrip price | CA $184 | | Distance | 2752 km | | Average flight time | 6 hours 28 mins | ## San Diego to Chicago Flights **The easy way to book your flights from San Diego to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from San Diego whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from San Diego to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from San Diego Intl., SAN to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from San Diego to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from San Diego currently is just CA $185 rising to CA $397.   Here are more money-saving tips:  - Fly in October when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from San Diego**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Frequently asked questions ### How much is a flight from San Diego Airport to O'Hare Airport? > Start packing your bags, because round-trip flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD) start from CA $185. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book now to nab the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from San Diego Intl. Airport (SAN) to ORD that have flexible change policies? > Plenty of airlines offer the option to reschedule your flight without charging a fee. All you pay is the fare difference. When looking for San Diego Airport to O'Hare Airport flights, you'll see a "No change fees" filter for you to select. ### How many hours is the flight from San Diego Airport to ORD? > Lasting around 4 hours and 9 minutes, the flight between San Diego Intl. Airport (SAN) and O'Hare Intl. Airport (ORD) is a good opportunity to do some last-minute trip planning. How about using this time to fine tune your itinerary for Chicago? ### How far is the flight from SAN to ORD? > Around 2,800 kilometres separates San Diego and Chicago, so pack some entertainment to keep you busy for a couple of hours. That juicy novel you haven't finished will be perfect. ### Which airlines fly direct from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD)? > United Airlines (UA) is one of the top choices for travellers jetting between San Diego Airport and O'Hare Airport. Take your pick of the 108 flights it offers on this route each month. After some more options? Check out the airfares with American Airlines (AA). This carrier offers 60 monthly flights between these airports. ### Are San Diego Airport to ORD flight tickets cheaper when they're purchased at the last minute? > Flight prices are constantly going up and down, so there are no guarantees. While last-minute flight deals between SAN and ORD are possible, it also makes sense to monitor prices well before you fly. In fact, some air carriers announce their prices up to a year prior to the departure date. Expedia is continuously updating the biggest airfare bargains around, so keep checking and be ready to lock in your seat when the price dips. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Calgary to Rosemont](https://www.expedia.ca/lp/flights/178245/7581/calgary-to-rosemont) - [Flights from Denver to Northwest Chicago](https://www.expedia.ca/lp/flights/178254/6350697/denver-to-northwest-chicago) - [Flights from Los Angeles to Evanston](https://www.expedia.ca/lp/flights/178280/8049/los-angeles-to-evanston) - [Flights from Mexico City to Northwest Chicago](https://www.expedia.ca/lp/flights/178285/6350697/mexico-city-to-northwest-chicago) - [Flights from New York to Evanston](https://www.expedia.ca/lp/flights/178293/8049/new-york-to-evanston) - [Flights from Ottawa to Evanston](https://www.expedia.ca/lp/flights/178296/8049/ottawa-to-evanston) - [Flights from Philadelphia to Rosemont](https://www.expedia.ca/lp/flights/178297/7581/philadelphia-to-rosemont) - 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