S$407 Cheap Flights from Chicago to San José del Cabo

View S$407 flight on Fri, 4 Dec, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)

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

Prices were available within the past 7 days and start at S$407 for one-way flights and S$833 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$833 Return, found 2 days ago
S$833
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$833 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$843 Return, found 2 days ago
S$843
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$843 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$850 Return, found 2 days ago
S$850
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$850 found 2 days ago
United
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$920 Return, found 2 days ago
S$920
Return
found 2 days ago
Select United flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$920 found 2 days ago
United
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$952 Return, found 2 days ago
S$952
Return
found 2 days ago
Select United flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$952 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$955 Return, found 2 days ago
S$955
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$955 found 2 days ago
Aeromexico
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$958 Return, found 2 days ago
S$958
Return
found 2 days ago
Select Aeromexico flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$958 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$962 Return, found 2 days ago
S$962
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$962 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$963 Return, found 2 days ago
S$963
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$963 found 2 days ago
American Airlines
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$967 Return, found 2 days ago
S$967
Return
found 2 days ago
Select American Airlines flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$967 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$969 Return, found 2 days ago
S$969
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$969 found 2 days ago
Delta
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$970 Return, found 2 days ago
S$970
Return
found 2 days ago
Select Delta flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$970 found 2 days ago
Aeromexico
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$973 Return, found 2 days ago
S$973
Return
found 2 days ago
Select Aeromexico flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$973 found 2 days ago
Air Canada
Fri, 4 Dec - Mon, 7 Dec
ORD
Chicago
SJD
San José del Cabo
S$1,499 Return, found 2 days ago
S$1,499
Return
found 2 days ago
Select Air Canada flight, departing Fri, 4 Dec from Chicago to San José del Cabo, returning Mon, 7 Dec, priced at S$1,499 found 2 days ago

Find the cheapest month to fly from Chicago (ORD) to San José del Cabo (SJD)

September is typically the cheapest month to fly

From S$409 - S$577 per traveller.

Frequently asked questions

How much is a flight from O'Hare Airport to SJD?
The lowest price advertised for a round-trip flight from O'Hare Airport to Los Cabos Airport is S$833. But you better act fast. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Los Cabos Airport?
The majority of flights can be conveniently cancelled online, but whether or not you incur a fee varies between airlines. If you do have to cancel your getaway, follow the instructions in the Customer Service Portal.
How do I find cheap flights from ORD to SJD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to SJD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to Los Cabos Airport?
Around 2,900 kilometres separates Chicago and San Jose del Cabo, so pack something to help you while away a couple of hours. That novel you haven't finished will be perfect.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Los Cabos Intl. Airport (SJD)?
With 34 flights every month operating from O'Hare Airport to SJD, United Airlines (UA) is a top choice. Operating 21 flights a month along this route, American Airlines (AA) is another good choice.
Are O'Hare Airport to SJD flight tickets cheaper when they're purchased at the last minute?
It is possible to nab an awesome last-minute deal from ORD to Los Cabos Airport, but it can also be hit-or-miss. As many airlines advertise prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares carrier prices and updates flight deals often, so you can rest assured you're always seeing the latest offers.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Los Cabos Intl.
Return price
S$832
Distance
2890 km
Average flight time
2 hours 45 mins

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