Cheap Flights From O'Hare Intl. (ORD) To Los Cabos Intl. (SJD)

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Cheapest Flights from Chicago (ORD) to San José del Cabo (SJD)

The cheapest flights to Los Cabos Intl. found within the past 7 days were CA $581 round trip and CA $251 one way. Prices and availability subject to change. Additional terms may apply.

Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $581 Roundtrip, found 2 days ago
CA $581
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $581 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $585 Roundtrip, found 2 days ago
CA $585
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $585 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $614 Roundtrip, found 2 days ago
CA $614
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $614 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $615 Roundtrip, found 2 days ago
CA $615
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $615 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $619 Roundtrip, found 2 days ago
CA $619
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $619 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $627 Roundtrip, found 2 days ago
CA $627
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $627 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $629 Roundtrip, found 2 days ago
CA $629
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $629 found 2 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $635 Roundtrip, found 2 days ago
CA $635
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $635 found 2 days ago
Thu, Jun 25 - Tue, Jun 30
ORD
Chicago
SJD
San José del Cabo
CA $642 Roundtrip, found 6 days ago
CA $642
Roundtrip
found 6 days ago
Select Volaris flight, departing Thu, Jun 25 from Chicago to San José del Cabo, returning Tue, Jun 30, priced at CA $642 found 6 days ago
Fri, May 1 - Thu, May 7
ORD
Chicago
SJD
San José del Cabo
CA $643 Roundtrip, found 2 days ago
CA $643
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 1 from Chicago to San José del Cabo, returning Thu, May 7, priced at CA $643 found 2 days ago

Frequently asked questions

Are there direct flights from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
If you're eager to journey from O'Hare Airport to SJD as quickly as possible, you'll be pleased to know multiple airlines offer direct flights. Pick your preferred seat with United Airlines or American Airlines.
What airlines fly from ORD to Los Cabos Airport?
If you're going to Los Cabos from Chicago, you'll find a few airlines offering direct flights. One of the most reputable carriers is United Airlines (UA), which offers 17 flights each month. An alternative is American Airlines (AA), which has 13 flights every month. The more airlines you look into, the more likely you are to sniff out a terrific deal.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.