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 $567 round trip and CA $276 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Apr 23 - Sun, Apr 26
ORD
Chicago
SJD
San José del Cabo
CA $567 Roundtrip, found 6 days ago
CA $567
Roundtrip
found 6 days ago
Select Volaris flight, departing Thu, Apr 23 from Chicago to San José del Cabo, returning Sun, Apr 26, priced at CA $567 found 6 days ago
Wed, Feb 18 - Mon, Feb 23
ORD
Chicago
SJD
San José del Cabo
CA $586 Roundtrip, found 6 days ago
CA $586
Roundtrip
found 6 days ago
Select Aeromexico flight, departing Wed, Feb 18 from Chicago to San José del Cabo, returning Mon, Feb 23, priced at CA $586 found 6 days ago
Thu, Apr 23 - Sun, Apr 26
ORD
Chicago
SJD
San José del Cabo
CA $588 Roundtrip, found 6 days ago
CA $588
Roundtrip
found 6 days ago
Select Volaris flight, departing Thu, Apr 23 from Chicago to San José del Cabo, returning Sun, Apr 26, priced at CA $588 found 6 days ago
Fri, Mar 13 - Thu, Mar 19
ORD
Chicago
SJD
San José del Cabo
CA $605 Roundtrip, found 2 days ago
CA $605
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $605 found 2 days ago
Fri, Mar 13 - Thu, Mar 19
ORD
Chicago
SJD
San José del Cabo
CA $611 Roundtrip, found 2 days ago
CA $611
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $611 found 2 days ago
Fri, Mar 13 - Thu, Mar 19
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, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $629 found 2 days ago
Fri, Mar 13 - Thu, Mar 19
ORD
Chicago
SJD
San José del Cabo
CA $632 Roundtrip, found 2 days ago
CA $632
Roundtrip
found 2 days ago
Select Volaris flight, departing Fri, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $632 found 2 days ago
Fri, Mar 13 - Thu, Mar 19
ORD
Chicago
SJD
San José del Cabo
CA $632 Roundtrip, found 2 days ago
CA $632
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $632 found 2 days ago
Fri, Mar 13 - Thu, Mar 19
ORD
Chicago
SJD
San José del Cabo
CA $639 Roundtrip, found 2 days ago
CA $639
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Mar 13 from Chicago to San José del Cabo, returning Thu, Mar 19, priced at CA $639 found 2 days ago
Thu, Apr 23 - Sun, Apr 26
ORD
Chicago
SJD
San José del Cabo
CA $644 Roundtrip, found 6 days ago
CA $644
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Apr 23 from Chicago to San José del Cabo, returning Sun, Apr 26, priced at CA $644 found 6 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.
*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.