Title: CA $179 Cheap Flights from Chicago (MDW) 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 $179 Cheap Flights from Chicago (MDW) to San Francisco (SFO) [View CA $179 flight on Tue, Nov 11, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MDW,to:SFO,departure:11/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:178.90&airProductToken=AQpvCjYIxJgBEgQzNzk5GOywASDMfCje6vwCMMfr_AI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0MyQkMKNQjEmAESBDIwODkYzHwgsnEoj-z8AjCM7vwCOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNDMkJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) - [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 Midway Airport (MDW) to San Francisco International Airport (SFO) - ![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:mdw,to:sfo,departure:21/10/2025TANYT&leg2=from:sfo,to:mdw,departure:28/10/2025TANYT&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:mdw,to:sfo,departure:21/10/2025TANYT&leg2=from:sfo,to:mdw,departure:28/10/2025TANYT&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:mdw,to:sfo,departure:21/10/2025TANYT&leg2=from:sfo,to:mdw,departure:28/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) ![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 Chicago (MDW) to San Francisco (SFO) Prices were available within the past 7 days and start at CA $179 for one-way flights and CA $440 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Nov 14 - Mon, Nov 17 MDW Chicago SFO San Francisco CA $440 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:14/11/2025TANYT&leg2=from:SFO,to:MDW,departure:17/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:439.40&airProductToken=AQpvCjYIxJgBEgQzNzk5GOywASDMfCi-jP0CMKeN_QI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlEKNQjEmAESBDIwODkYzHwgsnEo7439AjDsj_0COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCm4KNAjEmAESAzQ5NRiycSDgXCjmsP0CMPay_QI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNgjEmAESBDEwNjMY4Fwg7LABKKO0_QIwmLX9AjhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Dec 8 - Sat, Dec 13 MDW Chicago SFO San Francisco CA $443 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:08/12/2025TANYT&leg2=from:SFO,to:MDW,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:443.00&airProductToken=AQpuCjYIxJgBEgQyMDYwGOywASDgXCjqmf8CMOia_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNAjEmAESAzY1NhjgXCCycSizm_8CMPSd_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKcAo1CMSYARIDMzM1GLJxIOO0ASi11f8CMMHX_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQkMKNwjEmAESBDQ4NTgY47QBIOywASjK2P8CMJ7Z_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Dec 12 - Tue, Dec 16 MDW Chicago SFO San Francisco CA $461 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:12/12/2025TANYT&leg2=from:SFO,to:MDW,departure:16/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:460.20&airProductToken=AQpwCjcIxJgBEgQ0ODU4GOywASDjtAEohsP_AjDNw_8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjUIxJgBEgM0NjkY47QBILJxKOvD_wIwn8b_AjhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQpuCjQIxJgBEgM0OTUYsnEg4Fwohvf_AjCX-f8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNCNEJDCjYIxJgBEgQxMDYzGOBcIOywASjD-v8CMLr7_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Dec 8 - Sat, Dec 13 MDW Chicago SFO San Francisco CA $512 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:08/12/2025TANYT&leg2=from:SFO,to:MDW,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:511.40&airProductToken=AQpuCjYIxJgBEgQyMDYwGOywASDgXCjqmf8CMOia_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNAjEmAESAzY1NhjgXCCycSizm_8CMPSd_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKbgo0CMSYARIDNDk1GLJxIOBcKKbV_wIwuNf_AjhFQABYAWoJTUFJTkJBU0lDcghYQVZUQTBCUQo2CMSYARIEMTA2MxjgXCDssAEo49j_AjDa2f8COEVAAVgBaglNQUlOQkFTSUNyCFhBVlRBMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Dec 8 - Sat, Dec 13 MDW Chicago SFO San Francisco CA $513 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:08/12/2025TANYT&leg2=from:SFO,to:MDW,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:512.90&airProductToken=AQpvCjYIxJgBEgQzNzk5GOywASDMfCi-mv8CMKWb_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0I0QkMKNQjEmAESBDIwODkYzHwgsnEo75v_AjDznf8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNCNEJDCm8KNQjEmAESBDI3ODkYsnEgzHwo_sr_AjDbzP8COEVAAFgBaglNQUlOQkFTSUNyCFhBVlRIM0JDCjYIxJgBEgQzNTQzGMx8IOywASikzf8CMJfO_wI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEgzQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Dec 8 - Sat, Dec 13 MDW Chicago SFO San Francisco CA $514 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:08/12/2025TANYT&leg2=from:SFO,to:MDW,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:514.00&airProductToken=AQpuCjYIxJgBEgQyNDAwGOywASDgXCiwlP8CMKiV_wI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQlEKNAjEmAESAzY3MhjgXCCycSjulf8CMLSY_wI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEEwQlEKcAo1CMSYARIDMzM1GLJxIOO0ASi11f8CMMHX_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQkMKNwjEmAESBDQ4NTgY47QBIOywASjK2P8CMJ7Z_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Dec 12 - Tue, Dec 16 MDW Chicago SFO San Francisco CA $532 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:12/12/2025TANYT&leg2=from:SFO,to:MDW,departure:16/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:531.20&airProductToken=AQpwCjcIxJgBEgQ0ODU4GOywASDjtAEohsP_AjDNw_8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjUIxJgBEgM0NjkY47QBILJxKOvD_wIwn8b_AjhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQTBCUQpwCjUIxJgBEgMzMzUYsnEg47QBKJX3_wIwofn_AjhFQABYAWoJTUFJTkJBU0lDcghYQVZUQTVCQwo3CMSYARIENDg1OBjjtAEg7LABKKr6_wIw_vr_AjhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTVCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Dec 24 - Tue, Dec 30 MDW Chicago SFO San Francisco CA $584 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:24/12/2025TANYT&leg2=from:SFO,to:MDW,departure:30/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:583.90&airProductToken=AQpuCjYIxJgBEgQxNzM5GOywASDgXCjpzIADMN3NgAM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKNAjEmAESAzY1NhjgXCCycSibz4ADMN3RgAM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKbwo1CMSYARIEMTQ0NhiycSDMfCiKioEDMOWLgQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKNgjEmAESBDM3NzgYzHwg7LABKK6NgQMwoo6BAzhFQAFYAWoJTUFJTkJBU0lDcghYQVZUQTVCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Dec 24 - Tue, Dec 30 MDW Chicago SFO San Francisco CA $596 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:24/12/2025TANYT&leg2=from:SFO,to:MDW,departure:30/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:595.70&airProductToken=AQpwCjcIxJgBEgQ1MTU3GOywASDjtAEogcqAAzDLyoADOEVAAFgBaglNQUlOQkFTSUNyCFRBVk5BMEJRCjUIxJgBEgM0NjkY47QBILJxKPrKgAMwr82AAzhFQAFYAWoJTUFJTkJBU0lDcghUQVZOQTBCUQpwCjUIxJgBEgMzMzUYsnEg47QBKNuUgQMw55aBAzhFQABYAWoJTUFJTkJBU0lDcghWQVZTQjRCQwo3CMSYARIENTE1NxjjtAEg7LABKOWXgQMwuZiBAzhFQAFYAWoJTUFJTkJBU0lDcghWQVZTQjRCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 15 - Sat, Apr 18 MDW Chicago SFO San Francisco CA $604 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:SFO,departure:15/04/2026TANYT&leg2=from:SFO,to:MDW,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:603.20&airProductToken=AQpvCjYIxJgBEgQzNzk5GOywASDMfCjxuYoDMNK6igM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWT0EwQkMKNQjEmAESBDIwODkYzHwgsnEolruKAzCVvYoDOEVAAVgBaglNQUlOQkFTSUNyCFhBVk9BMEJDCm8KNQjEmAESBDI3ODkYsnEgzHwojNSKAzDp1YoDOEVAAFgBaglNQUlOQkFTSUNyCFZBVk5BMEJDCjYIxJgBEgQzNzk1GMx8IOywASiQ1ooDMPLWigM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWTkEwQkMSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Chicago (MDW) to San Francisco (SFO) ### February is typically the cheapest month to fly From CA $192 - CA $699 per traveller. Flight from Chicago to San Francisco (MDW - SFO) route information | Origin airport | Midway Intl. | | --- | --- | | Destination airport | San Francisco Intl. | | Airlines serving | Delta | | Roundtrip price | CA $439 | | Distance | 2962 km | | Average flight time | 2 hours 32 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 Southwest Airlines 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 Midway Intl., MDW 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 $440 rising to CA $604.   Here are more money-saving tips:  - Fly in November 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 Midway Airport to SFO? > Round-trip tickets from Midway Intl. Airport (MDW) to San Francisco Intl. Airport (SFO) start from CA $440. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Chicago Airport to San Francisco Intl. Airport (SFO)? > When it comes to cancellation fees, each airline has its own set of terms and conditions. If you decide to cancel your getaway, visit our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Midway Airport to San Francisco Airport that have flexible change policies? > Plenty of airlines offer the option to move your flight without a change fee. All you pay is the cost difference between flights. When searching for Chicago Airport to San Francisco Intl. Airport (SFO) flights, you'll find a "No change fees" box for you to tick. ### How many hours is the flight from Chicago Airport to SFO? > Lasting around 6 hours and 15 minutes, the flight between Chicago Airport and San Francisco Intl. Airport (SFO) is a good opportunity to do some last-minute trip planning. How about using the time to go over your itinerary for San Francisco? ### How far is the flight from Midway Intl. Airport (MDW) to San Francisco Intl. Airport (SFO)? > Around 3,000 kilometres separates Chicago and San Francisco, so pack some in-flight entertainment to keep you busy for a couple of hours. That juicy novel you've yet to start will do the trick. ### Which airlines fly direct from MDW to San Francisco Intl. Airport (SFO)? > Check out the fares with Southwest Airlines (WN) if you want to travel directly from Midway Airport to SFO. This popular airline offers 17 flights monthly, so you're sure to find one that suits your schedule. ### Are Midway Intl. Airport (MDW) to SFO flight tickets cheaper when they're purchased at the last minute? > Late planners can sometimes find a bargain, with some of the cheapest fares from MDW to San Francisco Intl. Airport (SFO) surfacing a few weeks before the date of departure. If you'd rather book ahead, Expedia compares and updates the best flight deals continuously — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines quote prices that far in advance. ## 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 Brookings (BKX) to Oakland (OAK)](https://www.expedia.ca/lp/flights/bkx/oak/brookings-to-oakland) - [Flights from Boulder City (BLD) to Oakland (OAK)](https://www.expedia.ca/lp/flights/bld/oak/boulder-city-to-oakland) - [Flights from Bellingham (BLI) to San Carlos (SQL)](https://www.expedia.ca/lp/flights/bli/sql/bellingham-to-san-carlos) - [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 Muscat (MCT) to Oakland (OAK)](https://www.expedia.ca/lp/flights/mct/oak/muscat-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 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 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 Tampa (TPA) to Oakland (OAK)](https://www.expedia.ca/lp/flights/tpa/oak/tampa-to-oakland) - [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) \*Available to Expedia members.