Cheap Flights From Midway Intl. (MDW) To Los Cabos Intl. (SJD)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

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

The cheapest flights to Los Cabos Intl. found within the past 7 days were CA $533 round trip and CA $230 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $533 Roundtrip, found 5 days ago
CA $533
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $533 found 5 days ago
Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $702 Roundtrip, found 5 days ago
CA $702
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $702 found 5 days ago
Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $772 Roundtrip, found 5 days ago
CA $772
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $772 found 5 days ago
Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $812 Roundtrip, found 5 days ago
CA $812
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $812 found 5 days ago
Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $981 Roundtrip, found 5 days ago
CA $981
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $981 found 5 days ago
Fri, Jan 23 - Fri, Jan 30
MDW
Chicago
SJD
San José del Cabo
CA $1,051 Roundtrip, found 5 days ago
CA $1,051
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Jan 23 from Chicago to San José del Cabo, returning Fri, Jan 30, priced at CA $1,051 found 5 days ago
Wed, Nov 26 - Mon, Dec 1
MDW
Chicago
SJD
San José del Cabo
CA $1,200 Roundtrip, found 1 day ago
CA $1,200
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 26 from Chicago to San José del Cabo, returning Mon, Dec 1, priced at CA $1,200 found 1 day ago
Wed, Nov 26 - Mon, Dec 1
MDW
Chicago
SJD
San José del Cabo
CA $1,215 Roundtrip, found 1 day ago
CA $1,215
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 26 from Chicago to San José del Cabo, returning Mon, Dec 1, priced at CA $1,215 found 1 day ago
Wed, Nov 26 - Mon, Dec 1
MDW
Chicago
SJD
San José del Cabo
CA $1,285 Roundtrip, found 1 day ago
CA $1,285
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 26 from Chicago to San José del Cabo, returning Mon, Dec 1, priced at CA $1,285 found 1 day ago
Wed, Nov 26 - Mon, Dec 1
MDW
Chicago
SJD
San José del Cabo
CA $1,287 Roundtrip, found 1 day ago
CA $1,287
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 26 from Chicago to San José del Cabo, returning Mon, Dec 1, priced at CA $1,287 found 1 day ago
*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.