Title: CA $258 Cheap Alaska Airlines fights from Chicago to San José del Cabo - Expedia.ca

 

![San Jose del Cabo which includes golf](https://images.trvl-media.com/place/8650/f9b115c4-9791-4d5f-9407-75b787855c60.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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# CA $258 Cheap Alaska Airlines fights from Chicago (ORD) to San José del Cabo (SJD)

[View CA $258 flight on Sat, Dec 6, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ORD,to:SJD,departure:06/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:257.51&airProductToken=AQpfCi4IwaYBEgQxNDQ3GK4cIJJoKJGC_wIwnYT_AjhYQABYAWoCU1ZyCEdIMk9YVUJOCi0IwaYBEgM1NDYYkmggshooxov_AjDbjP8COFhAAVgBagJTVnIIT0gyT0NVQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB)

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## Alaska Airlines flights from Chicago to San José del Cabo (ORD→SJD)

Prices were available within the past 7 days and start at CA $258 for one-way flights and CA $559 for round trip, for the period specified. 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)

Fri, Feb 20 - Thu, Feb 26

ORD

Chicago

SJD

San José del Cabo

CA $559

Roundtrip

found 6 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SJD,departure:20/02/2026TANYT&leg2=from:SJD,to:ORD,departure:26/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:558.18&airProductToken=AQpfCi4IwaYBEgQxNDQ3GK4cIJJoKIvZhQMwlNuFAzhYQABYAWoCU1ZyCEdIMk9BSkJOCi0IwaYBEgM1NDYYkmggshooy-KFAzDQ44UDOFhAAVgBagJTVnIIR0gyT0FKQk4SCggBEAEYASoCQVMYASIECAEQASgCKAMoBDAB)

![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif)

Fri, Feb 20 - Thu, Feb 26

ORD

Chicago

SJD

San José del Cabo

CA $585

Roundtrip

found 6 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SJD,departure:20/02/2026TANYT&leg2=from:SJD,to:ORD,departure:26/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:584.97&airProductToken=AQpfCi4IwaYBEgQxNDQ3GK4cIJJoKIvZhQMwlNuFAzhYQABYAWoCU1ZyCEdIMk9BSkJOCi0IwaYBEgM1NDYYkmggshooy-KFAzDQ44UDOFhAAVgBagJTVnIIR0gyT0FKQk4KXwotCMGmARIDNTQ3GLIaIJJoKMCbhgMwvJyGAzhYQABYAWoCU1ZyCEdIMk9BSkJOCi4IwaYBEgQxNDkzGJJoIK4cKLyehgMwtqCGAzhYQAFYAWoCU1ZyCEdIMk9BSkJOEgoIARABGAEqAkFTGAEiBAgBEAEoAigDKAQwAQ)

## Travel information

| Origin airport | O'Hare Intl. |
| --- | --- |
| Destination airport | Los Cabos Intl. |
| Airlines serving | Aeromexico, Air Canada, Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, United, Viva, Volaris |
| Popular airline | American Airlines |
| Distance | 2890 km |
| Average flight time | 3 hours 50 mins |

\*Available to Expedia members.