Title: CA $153 Cheap Flights from Chicago (ORD) to San Francisco (SFO) - Expedia.ca ![Sunset view of the Golden Gate Bridge and fog from Battery Spencer, Golden Gate National Recreation Area, in San Francisco, California.](https://images.trvl-media.com/place/508803/0ac688ba-e7fa-4fb1-9f85-037d98869bf8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/508803/0ac688ba-e7fa-4fb1-9f85-037d98869bf8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $153 Cheap Flights from Chicago (ORD) to San Francisco (SFO) [View CA $153 flight on Sat, Jan 17, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ORD,to:SFO,departure:17/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:152.30&airProductToken=AQpgCi4IwaYBEgQxNDcwGK4cIJJoKOTXggMw_9mCAzhYQABYAWoCU1ZyCEdIN09BSkJOCi4IwaYBEgQyNDY2GJJoILJxKLvbggMwoNyCAzhYQAFYAWoCU1ZyCEdIN09BSkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ) - [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 Chicago O'Hare International Airport (ORD) to San Francisco International Airport (SFO) - ![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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&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:ORD,to:SFO,departure:15/12/2025TANYT&leg2=from:SFO,to:ORD,departure:22/12/2025TANYT&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\* - 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Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Sun, Jan 18 - Tue, Feb 3 ORD Chicago SFO San Francisco CA $314 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:18/01/2026TANYT&leg2=from:SFO,to:ORD,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.20&airProductToken=AQpDCiAIwaYBEgQxNDQ3GK4cIJJoKJjmggMwsuiCAzhYQABYAQofCMGmARIDMzIyGJJoILJxKMvpggMwt-qCAzhYQAFYAQpECiAIwaYBEgQzNDc5GLJxIJJoKNyahAMwvpuEAzhYQABYAQogCMGmARIEMTQ5MxiSaCCuHCjmm4QDMPGdhAM4WEABWAESCggBEAEYASoCQVMYASIECAEQASgEMAE) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Sat, Jan 17 - Tue, Feb 3 ORD Chicago SFO San Francisco CA $314 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:17/01/2026TANYT&leg2=from:SFO,to:ORD,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.20&airProductToken=AQpECiAIyIIBEgQ3NDQ3GK4cIJJoKPjaggMwkt2CAzhVQABYAQogCMiCARIENjU0MBiSaCCycSir3oIDMJffggM4VUABWAEKRAogCMiCARIENzAxORiycSCSaCjcmoQDML6bhAM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwo5puEAzDxnYQDOFVAAVgBEgoIARABGAEqAkhBGAEiBAgBEAEoBDAB) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Sat, Jan 17 - Sat, Jan 31 ORD Chicago SFO San Francisco CA $318 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:17/01/2026TANYT&leg2=from:SFO,to:ORD,departure:31/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:317.50&airProductToken=AQpECiAIyIIBEgQ3NDQ3GK4cIJJoKPjaggMwkt2CAzhVQABYAQogCMiCARIENjU0MBiSaCCycSir3oIDMJffggM4VUABWAEKRAogCMiCARIENzAxOBiycSCSaCi994MDMKH4gwM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwohvqDAzCR_IMDOFVAAVgBEgoIARABGAEqAkhBGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Feb 19 - Wed, Feb 25 ORD Chicago SFO San Francisco CA $322 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:19/02/2026TANYT&leg2=from:SFO,to:ORD,departure:25/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:321.44&airProductToken=AQozCjEIwYIBEgQyMTEzGK4cILJxKPbPhQMwoNKFAzhCQABYAWoFQkFTSUNyCFE3QVpaU0JaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Wed, Jan 14 - Tue, Jan 27 ORD Chicago SFO San Francisco CA $322 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:14/01/2026TANYT&leg2=from:SFO,to:ORD,departure:27/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:321.80&airProductToken=AQpECiAIyIIBEgQ3NDcwGK4cIJJoKIS2ggMwn7iCAzhVQABYAQogCMiCARIENjU0MhiSaCCycSi_uIIDMKq5ggM4VUABWAEKRAogCMiCARIENzAxORiycSCSaCj8y4MDMN7MgwM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwohs2DAzCRz4MDOFVAAVgBEgoIARABGAEqAkhBGAEiBAgBEAEoBDAB) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Wed, Jan 14 - Sat, Jan 24 ORD Chicago SFO San Francisco CA $327 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:14/01/2026TANYT&leg2=from:SFO,to:ORD,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:326.10&airProductToken=AQpECiAIyIIBEgQ3NDcwGK4cIJJoKIS2ggMwn7iCAzhVQABYAQogCMiCARIENjU0MhiSaCCycSi_uIIDMKq5ggM4VUABWAEKRAogCMiCARIENzAxOBiycSCSaCjdqIMDMMGpgwM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwopquDAzCxrYMDOFVAAVgBEgoIARABGAEqAkhBGAEiBAgBEAEoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Jan 14 - Tue, Jan 20 ORD Chicago SFO San Francisco CA $328 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:14/01/2026TANYT&leg2=from:SFO,to:ORD,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:327.10&airProductToken=AQpgCi4IwaYBEgQxNDcwGK4cIJJoKIS2ggMwn7iCAzhYQABYAWoCU1ZyCEdIMk9ESkJOCi4IwaYBEgQzMzUyGJJoILJxKL-4ggMwqrmCAzhYQAFYAWoCU1ZyCEdIMk9ESkJOCl8KLgjBpgESBDEzNDIYsnEgkgEohv2CAzCP_oIDOFhAAFgBagJTVnIIR0g3T0FKQk4KLQjBpgESAzUzOBiSASCuHCjO_oIDML6AgwM4WEABWAFqAlNWcghHSDdPQUpCThIKCAEQARgBKgJBUxgBIgQIARABKAIoAygEMAE) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Feb 4 - Sat, Feb 7 ORD Chicago SFO San Francisco CA $329 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:04/02/2026TANYT&leg2=from:SFO,to:ORD,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:328.20&airProductToken=AQpfCi4IwaYBEgQxNDQ3GK4cIJJoKLilhAMw0qeEAzhYQABYAWoCU1ZyCEdINE9YSkJOCi0IwaYBEgMzMjIYkmggsnEo66iEAzDXqYQDOFhAAVgBagJTVnIIR0g0T1hKQk4KYAouCMGmARIEMzQ3ORiycSCSaCjcx4QDML7IhAM4WEAAWAFqAlNWcghHSDRPWEpCTgouCMGmARIEMTQ5MxiSaCCuHCjmyIQDMPHKhAM4WEABWAFqAlNWcghHSDRPWEpCThIKCAEQARgBKgJBUxgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Feb 4 - Sat, Feb 7 ORD Chicago SFO San Francisco CA $332 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:04/02/2026TANYT&leg2=from:SFO,to:ORD,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:331.40&airProductToken=AQptCjUIxJgBEgQxMzA2GK4cIMx8KO2mhAMwz6eEAzhFQABYAWoJTUFJTkJBU0lDcghWQVVTSDNCUQo0CMSYARIDOTUyGMx8ILJxKJKohAMwk6qEAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVTSDNCUQptCjQIxJgBEgM3MTUYsnEg4FworceEAzDKyYQDOEVAAFgBaglNQUlOQkFTSUNyCFZBVVNIM0JRCjUIxJgBEgQxMTk5GOBcIK4cKIjKhAMwhMuEAzhFQAFYAWoJTUFJTkJBU0lDcghWQVVTSDNCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 10 - Wed, Dec 24 ORD Chicago SFO San Francisco CA $461 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:10/12/2025TANYT&leg2=from:SFO,to:ORD,departure:24/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:460.10&airProductToken=AQoiCiAI1YIBEgQxNDA2GK4cILJxKKer_wIwxK3_AjhLQABYAQoiCiAI1YIBEgQyMDk3GLJxIK4cKKnRgAMwr9OAAzhLQABYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=FTG_BF_PROMO_) ## Find the cheapest month to fly from Chicago (ORD) to San Francisco (SFO) ### August is typically the cheapest month to fly From CA $182 - CA $559 per traveller. ## Alternative airports near San Francisco Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OAK,departure:15/12/2025TANYT&leg2=from:OAK,to:ORD,departure:05/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) OAK Oakland Intl. Cheapest 26 min [Flights from CA $411](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OAK,departure:15/12/2025TANYT&leg2=from:OAK,to:ORD,departure:05/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Chicago to San Francisco (ORD - SFO) route information | Origin airport | O'Hare Intl. | | --- | --- | | Destination airport | San Francisco Intl. | | Airlines serving | Alaska Airlines, American Airlines, Delta, JetBlue Airways | | Roundtrip price | CA $313 | | Distance | 2947 km | | Average flight time | 2 hours 50 mins | ## Chicago to San Francisco Flights **The easy way to book your flights from Chicago to San Francisco**  With Expedia, it’s simple to find and book flights to San Francisco from Chicago 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 San Francisco 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 Chicago to San Francisco today, tomorrow, or this week.   **Save dollars with cheap flights from O'Hare Intl., ORD to San Francisco Intl., SFO**  Sort your search results by price to find great deals on your flight from Chicago to San Francisco—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to San Francisco from Chicago currently is just CA $314 rising to CA $461.   Here are more money-saving tips:  - Fly in January when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to San Francisco   - 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 San Francisco from Chicago**  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 San Francisco with Expedia today. ## Frequently asked questions ### How much is a flight from O'Hare Intl. Airport (ORD) to San Francisco Airport? > Start packing your bags, because round-trip flights from O'Hare Airport to San Francisco Airport start from CA $314. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book today to score 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 O'Hare Airport to SFO? > We understand that your situation can change unexpectedly, so we've made it as simple as possible for you to cancel your trip online. Just head to the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from ORD to San Francisco Airport that have flexible change policies? > Select our "No change fees" filter to find flexible travel options for your flight from ORD to SFO. This allows you to lock in a great price in advance and still have the freedom to make changes without any extra fees. You'll just need to pay the fare difference, if applicable. ### How many hours is the flight from O'Hare Intl. Airport (ORD) to SFO? > It takes roughly 4 hours and 53 minutes to journey from ORD to San Francisco Airport. But with your favourite playlist and a magazine or two, the hours will pass by quicker. ### How far is the flight from O'Hare Airport to San Francisco Airport? > The flying distance from O'Hare Airport to San Francisco Airport is 3,000 kilometres. Work your way through your travel song playlist or get stuck into a book and the trip will whiz by. ### Which airlines fly direct from O'Hare Airport to San Francisco Intl. Airport (SFO)? > There are a few airlines that travel directly from O'Hare Intl. Airport (ORD) to San Francisco Airport. United Airlines (UA) is an excellent choice, offering 230 services on this route each month. After more options? Check out the airfares with American Airlines (AA). This carrier offers 56 flights a month between these destinations. ### Are O'Hare Airport to San Francisco Intl. Airport (SFO) flight tickets cheaper when they're purchased at the last minute? > Airline tickets from O'Hare Airport to San Francisco Intl. Airport (SFO) are available up to 12 months prior to departure on Expedia. And although you may occasionally score a great last-minute deal, it's not something you should count on. Also, booking your flights ahead of time means you'll have more options — and you can avoid being wedged in the dreaded middle seat! We regularly update our fares to bring you the biggest bargains, so check back often for all the latest specials. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Kitchener to Half Moon Bay](https://www.expedia.ca/lp/flights/10579/8250/kitchener-to-half-moon-bay) - [Flights from Amsterdam to San Mateo](https://www.expedia.ca/lp/flights/178229/6653/amsterdam-to-san-mateo) - [Flights from Boston to Half Moon Bay](https://www.expedia.ca/lp/flights/178239/8250/boston-to-half-moon-bay) - [Flights from Calgary to Half Moon Bay](https://www.expedia.ca/lp/flights/178245/8250/calgary-to-half-moon-bay) - [Flights from Chicago to San Mateo](https://www.expedia.ca/lp/flights/178248/6653/chicago-to-san-mateo) - [Flights from Chicago to Half Moon Bay](https://www.expedia.ca/lp/flights/178248/8250/chicago-to-half-moon-bay) - [Flights from Columbus to Half Moon Bay](https://www.expedia.ca/lp/flights/178251/8250/columbus-to-half-moon-bay) - [Flights from Dallas to San Mateo](https://www.expedia.ca/lp/flights/178253/6653/dallas-to-san-mateo) - [Flights from Las Vegas to San Mateo](https://www.expedia.ca/lp/flights/178276/6653/las-vegas-to-san-mateo) - [Flights from Los Angeles to San Mateo](https://www.expedia.ca/lp/flights/178280/6653/los-angeles-to-san-mateo) - [Flights from Manila to San Mateo](https://www.expedia.ca/lp/flights/178282/6653/manila-to-san-mateo) - [Flights from Mexico City to San Mateo](https://www.expedia.ca/lp/flights/178285/6653/mexico-city-to-san-mateo) - [Flights from Montreal to San Mateo](https://www.expedia.ca/lp/flights/178288/6653/montreal-to-san-mateo) - [Flights from Ottawa to Half Moon Bay](https://www.expedia.ca/lp/flights/178296/8250/ottawa-to-half-moon-bay) - [Flights from Portland to San Mateo](https://www.expedia.ca/lp/flights/178299/6653/portland-to-san-mateo) - [Flights from Raleigh to Half Moon Bay](https://www.expedia.ca/lp/flights/178300/8250/raleigh-to-half-moon-bay) - [Flights from San Francisco to Half Moon Bay](https://www.expedia.ca/lp/flights/178305/8250/san-francisco-to-half-moon-bay) - [Flights from Seattle to San Mateo](https://www.expedia.ca/lp/flights/178307/6653/seattle-to-san-mateo) - [Flights from Seattle to Half Moon Bay](https://www.expedia.ca/lp/flights/178307/8250/seattle-to-half-moon-bay) - [Flights from Toronto to San Mateo](https://www.expedia.ca/lp/flights/178314/6653/toronto-to-san-mateo) - [Flights from Toronto to Half Moon Bay](https://www.expedia.ca/lp/flights/178314/8250/toronto-to-half-moon-bay) - [Flights from Vancouver to San Mateo](https://www.expedia.ca/lp/flights/178315/6653/vancouver-to-san-mateo) - [Flights from Vancouver to Half Moon Bay](https://www.expedia.ca/lp/flights/178315/8250/vancouver-to-half-moon-bay) - [Flights from Berlin to San Mateo](https://www.expedia.ca/lp/flights/179892/6653/berlin-to-san-mateo) - [Flights from Québec City to San Mateo](https://www.expedia.ca/lp/flights/180017/6653/quebec-city-to-san-mateo) - [Flights from Québec City to Half Moon Bay](https://www.expedia.ca/lp/flights/180017/8250/quebec-city-to-half-moon-bay) - [Flights from Pittsburgh to Half Moon Bay](https://www.expedia.ca/lp/flights/601717/8250/pittsburgh-to-half-moon-bay) - [Flights from San José to San Mateo](https://www.expedia.ca/lp/flights/603085/6653/san-jose-to-san-mateo) - [Flights from San José to Half Moon Bay](https://www.expedia.ca/lp/flights/603085/8250/san-jose-to-half-moon-bay) - [Flights from Wichita to Half Moon Bay](https://www.expedia.ca/lp/flights/6058350/8250/wichita-to-half-moon-bay) - [Flights from Atlanta (ATL) to Oakland (OAK)](https://www.expedia.ca/lp/flights/atl/oak/atlanta-to-oakland) - [Flights from Atlanta (ATL) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/atl/sql/atlanta-to-san-carlos) - [Flights from Austin (AUS) to Oakland (OAK)](https://www.expedia.ca/lp/flights/aus/oak/austin-to-oakland) - [Flights from Mesa (AZA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/aza/oak/mesa-to-oakland) - [Flights from Bellingham (BLI) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/bli/sql/bellingham-to-san-carlos) - [Flights from Budapest (BUD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/bud/oak/budapest-to-oakland) - [Flights from Burbank (BUR) to Oakland (OAK)](https://www.expedia.ca/lp/flights/bur/oak/burbank-to-oakland) - [Flights from Baltimore (BWI) to Oakland (OAK)](https://www.expedia.ca/lp/flights/bwi/oak/baltimore-to-oakland) - [Flights from Crescent City (CEC) to Oakland (OAK)](https://www.expedia.ca/lp/flights/cec/oak/crescent-city-to-oakland) - [Flights from Sault Ste. Marie (CIU) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ciu/oak/sault-ste-marie-to-oakland) - [Flights from Carlsbad (CLD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/cld/oak/carlsbad-to-oakland) - [Flights from Port Angeles (CLM) to Oakland (OAK)](https://www.expedia.ca/lp/flights/clm/oak/port-angeles-to-oakland) - [Flights from Charlotte (CLT) to Oakland (OAK)](https://www.expedia.ca/lp/flights/clt/oak/charlotte-to-oakland) - [Flights from Carson City (CSN) to Oakland (OAK)](https://www.expedia.ca/lp/flights/csn/oak/carson-city-to-oakland) - [Flights from Clovis (CVN) to Oakland (OAK)](https://www.expedia.ca/lp/flights/cvn/oak/clovis-to-oakland) - [Flights from Dallas (DFW) to Oakland (OAK)](https://www.expedia.ca/lp/flights/dfw/oak/dallas-to-oakland) - [Flights from Eugene (EUG) to Oakland (OAK)](https://www.expedia.ca/lp/flights/eug/oak/eugene-to-oakland) - [Flights from Newark Liberty Intl. Airport (EWR) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ewr/oak/newark-liberty-intl-airport-to-oakland) - [Flights from Kalispell (FCA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/fca/oak/kalispell-to-oakland) - [Flights from Frankfurt (FRA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/fra/oak/frankfurt-to-oakland) - [Flights from Guadalajara (GDL) to Oakland (OAK)](https://www.expedia.ca/lp/flights/gdl/oak/guadalajara-to-oakland) - [Flights from Spokane (GEG) to Oakland (OAK)](https://www.expedia.ca/lp/flights/geg/oak/spokane-to-oakland) - [Flights from Houston (IAH) to Oakland (OAK)](https://www.expedia.ca/lp/flights/iah/oak/houston-to-oakland) - [Flights from Wilmington (ILM) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ilm/oak/wilmington-to-oakland) - [Flights from Indianapolis (IND) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ind/oak/indianapolis-to-oakland) - [Flights from New York (JFK) to Oakland (OAK)](https://www.expedia.ca/lp/flights/jfk/oak/new-york-to-oakland) - [Flights from Los Angeles (LAX) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/lax/sql/los-angeles-to-san-carlos) - [Flights from New York (LGA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/lga/oak/new-york-to-oakland) - [Flights from Long Beach (LGB) to Oakland (OAK)](https://www.expedia.ca/lp/flights/lgb/oak/long-beach-to-oakland) - [Flights from Mexico City (MEX) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/mex/sql/mexico-city-to-san-carlos) - [Flights from Mansfield (MFD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/mfd/oak/mansfield-to-oakland) - [Flights from Ontario (ONT) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ont/oak/ontario-to-oakland) - [Flights from Chicago (ORD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ord/oak/chicago-to-oakland) - [Flights from Seattle Paine Field Intl. Airport (PAE) to Oakland (OAK)](https://www.expedia.ca/lp/flights/pae/oak/seattle-paine-field-intl-airport-to-oakland) - [Flights from Atlanta (PDK) to Oakland (OAK)](https://www.expedia.ca/lp/flights/pdk/oak/atlanta-to-oakland) - [Flights from Portland (PDX) to Oakland (OAK)](https://www.expedia.ca/lp/flights/pdx/oak/portland-to-oakland) - [Flights from Philadelphia (PHL) to Oakland (OAK)](https://www.expedia.ca/lp/flights/phl/oak/philadelphia-to-oakland) - [Flights from Phoenix (PHX) to Oakland (OAK)](https://www.expedia.ca/lp/flights/phx/oak/phoenix-to-oakland) - [Flights from Pensacola (PNS) to Oakland (OAK)](https://www.expedia.ca/lp/flights/pns/oak/pensacola-to-oakland) - [Flights from Palm Springs (PSP) to Oakland (OAK)](https://www.expedia.ca/lp/flights/psp/oak/palm-springs-to-oakland) - [Flights from Riverton (RIW) to Oakland (OAK)](https://www.expedia.ca/lp/flights/riw/oak/riverton-to-oakland) - [Flights from Reno (RNO) to Oakland (OAK)](https://www.expedia.ca/lp/flights/rno/oak/reno-to-oakland) - [Flights from Sacramento (SAC) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/sac/sql/sacramento-to-san-carlos) - [Flights from San Diego (SAN) to Oakland (OAK)](https://www.expedia.ca/lp/flights/san/oak/san-diego-to-oakland) - [Flights from Santa Barbara (SBA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/sba/oak/santa-barbara-to-oakland) - [Flights from Houston (SGR) to Oakland (OAK)](https://www.expedia.ca/lp/flights/sgr/oak/houston-to-oakland) - [Flights from San Jose (SJC) to Oakland (OAK)](https://www.expedia.ca/lp/flights/sjc/oak/san-jose-to-oakland) - [Flights from Salt Lake City (SLC) to Oakland (OAK)](https://www.expedia.ca/lp/flights/slc/oak/salt-lake-city-to-oakland) - [Flights from Orange County (SNA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/sna/oak/orange-county-to-oakland) - [Flights from Syracuse (SYR) to Oakland (OAK)](https://www.expedia.ca/lp/flights/syr/oak/syracuse-to-oakland) - [Flights from Truckee (TKF) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/tkf/sql/truckee-to-san-carlos) - [Flights from Tucson (TUS) to Oakland (OAK)](https://www.expedia.ca/lp/flights/tus/oak/tucson-to-oakland) - [Flights from Van Nuys (VNY) to Oakland (OAK)](https://www.expedia.ca/lp/flights/vny/oak/van-nuys-to-oakland) - [Flights from Willows (WLW) to Oakland (OAK)](https://www.expedia.ca/lp/flights/wlw/oak/willows-to-oakland) - [Flights from Nanaimo (YCD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/ycd/oak/nanaimo-to-oakland) - [Flights from Hamilton (YHM) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yhm/oak/hamilton-to-oakland) - [Flights from Halifax (YHZ) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yhz/oak/halifax-to-oakland) - [Flights from Kamloops (YKA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yka/oak/kamloops-to-oakland) - [Flights from Ottawa (YOW) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yow/oak/ottawa-to-oakland) - [Flights from Québec (YQB) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yqb/oak/quebec-to-oakland) - [Flights from Windsor (YQG) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yqg/oak/windsor-to-oakland) - [Flights from Comox (YQQ) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yqq/oak/comox-to-oakland) - [Flights from Regina (YQR) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yqr/oak/regina-to-oakland) - [Flights from Thunder Bay (YQT) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yqt/oak/thunder-bay-to-oakland) - [Flights from Toronto (YTO) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yto/oak/toronto-to-oakland) - [Flights from Saskatoon (YXE) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yxe/oak/saskatoon-to-oakland) - [Flights from Abbotsford (YXX) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yxx/oak/abbotsford-to-oakland) - [Flights from Penticton (YYF) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yyf/oak/penticton-to-oakland) - [Flights from St. John's (YYT) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yyt/oak/st-johns-to-oakland) - [Flights from Yellowknife (YZF) to Oakland (OAK)](https://www.expedia.ca/lp/flights/yzf/oak/yellowknife-to-oakland) \*Available to Expedia members.