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 $904 round trip and CA $299 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Dec 19 - Sat, Jan 24
ORD
Chicago
SJD
San José del Cabo
CA $904 Roundtrip, found 5 days ago
CA $904
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Fri, Dec 19 from Chicago to San José del Cabo, returning Sat, Jan 24, priced at CA $904 found 5 days ago
Fri, Dec 19 - Sat, Jan 24
ORD
Chicago
SJD
San José del Cabo
CA $943 Roundtrip, found 5 days ago
CA $943
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Fri, Dec 19 from Chicago to San José del Cabo, returning Sat, Jan 24, priced at CA $943 found 5 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $946 Roundtrip, found 4 days ago
CA $946
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $946 found 4 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $947 Roundtrip, found 4 days ago
CA $947
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $947 found 4 days ago
Fri, Dec 19 - Sat, Jan 24
ORD
Chicago
SJD
San José del Cabo
CA $957 Roundtrip, found 5 days ago
CA $957
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Fri, Dec 19 from Chicago to San José del Cabo, returning Sat, Jan 24, priced at CA $957 found 5 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $974 Roundtrip, found 4 days ago
CA $974
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $974 found 4 days ago
Fri, Dec 19 - Sat, Jan 24
ORD
Chicago
SJD
San José del Cabo
CA $981 Roundtrip, found 5 days ago
CA $981
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Fri, Dec 19 from Chicago to San José del Cabo, returning Sat, Jan 24, priced at CA $981 found 5 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $995 Roundtrip, found 4 days ago
CA $995
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $995 found 4 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $995 Roundtrip, found 4 days ago
CA $995
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $995 found 4 days ago
Wed, Dec 24 - Sun, Dec 28
ORD
Chicago
SJD
San José del Cabo
CA $1,015 Roundtrip, found 4 days ago
CA $1,015
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Dec 24 from Chicago to San José del Cabo, returning Sun, Dec 28, priced at CA $1,015 found 4 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.