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

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
American Airlines
Delta
American Airlines

Chicago to San José del Cabo Flight Information

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

Work hard, travel harder! Wotif brings you the cheapest Chicago to San José del Cabo flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top ORD to SJD routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.

to Information

Traveling From
O'Hare Intl.
Origin Airport
Origin Airport IATA Code
ORD
Traveling To
Los Cabos Intl.
Destination Airport
Destination Airport IATA Code
SJD
Number of Airlines Serving
Average Flight Time
hours mins
Direct Flight Time
hours mins
Flight Price
AU$772
Address:
San Jose Cabo ,
Mexico
IATA code:
SJD
Longitude:
-109.717283
Latitude:
23.162354
Time zone:
America/Mazatlan
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time zone:
America/Chicago

Chicago to San José del Cabo Flight Deals from AU$772

Considering a quick trip to San José del Cabo, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from ORD to SJD. With heaps of cheap fares from Chicago, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.

It’s easy to book flights to San José del Cabo from Chicago  

For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to San José del Cabo from Chicago from 10 different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to San José del Cabo in just hour(s) and mins, too.   

Snap up great deals on flights to San José del Cabo from Chicago 

Choose from flights a day on average, with prices starting at AU$772 and rising to AU$847 depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Chicago to San José del Cabo today!  

Find cheap airfares to San José del Cabo from Chicago 

Here are our insider tips for bagging a flight bargain: 

  • Look for midweek flights and late night, early morning arrival and departure times
  • Check out other airports near Chicago and San José del Cabo
  • Avoid peak season (prices tend to be lower in June)
  • Be flexible with your travel dates and you can usually get cheaper options  

Reasons to book your flights to San José del Cabo from Chicago with Wotif

Wotif is a super-easy way to find the best flight for you to San José del Cabo. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!

 

Great places to stay after flight from Chicago to San José del Cabo

Flamboyan Hotel & Residences
Flamboyan Hotel & Residences
3.5 out of 5
Centenario 1718, 73, San José del Cabo, BCS
The price is AU$289 per night from 1 May to 2 May
AU$289
includes taxes & fees
1 May - 2 May
Stay at this 3.5-star aparthotel in San José del Cabo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (291 reviews)
"Good location. Well equipped room. Very friendly staff. Loved the free electric bike use. The shower water pressure was not good..at times just a dribble."

Reviewed on 13 Apr. 2025

Flamboyan Hotel & Residences
Secrets Puerto Los Cabos - Adults Only - All Inclusive
Secrets Puerto Los Cabos - Adults Only - All Inclusive
4.5 out of 5
Puerto Los Cabos, San José del Cabo, BCS
The price is AU$772 per night from 20 Apr to 21 Apr
AU$772
includes taxes & fees
20 Apr - 21 Apr
Stay at this 4.5-star luxury property in San José del Cabo. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (1,008 reviews)
"Overall stay was amazing! Many food options and daily activities/entertainment. Staff were friendly and helpful. Property was well taken care of inside and out, absolutely beautiful sights!"

Reviewed on 14 Apr. 2025

Secrets Puerto Los Cabos - Adults Only - All Inclusive
Royal Solaris Los Cabos & Spa - All Inclusive
Royal Solaris Los Cabos & Spa - All Inclusive
3.5 out of 5
Blvd San Jose Lote 10, Campo de Golf, San José del Cabo, BCS
The price is AU$464 per night from 27 Apr to 28 Apr
AU$464
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3.5-star beach property in San José del Cabo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
7.4/10 Good! (1,838 reviews)
"Royal Solaris met our expectations for a convenient all inclusive experience with small kids. Room was clean and well equipped, location of room on ground floor was perfect for easy access to both the main pool and kiddie pool/kids club. Kids club was great for little ones to get some movie and activity ..."

Reviewed on 13 Apr. 2025

Royal Solaris Los Cabos & Spa - All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.