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

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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 $985 round trip and CA $419 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $985 Roundtrip, found 4 days ago
CA $985
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $985 found 4 days ago
Sat, Jan 9 - Sat, Jan 16
MDW
Chicago
SJD
San José del Cabo
CA $998 Roundtrip, found 10 hours ago
CA $998
Roundtrip
found 10 hours ago
Select Aeromexico flight, departing Sat, Jan 9 from Chicago to San José del Cabo, returning Sat, Jan 16, priced at CA $998 found 10 hours ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,006 Roundtrip, found 4 days ago
CA $1,006
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,006 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,074 Roundtrip, found 4 days ago
CA $1,074
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,074 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,084 Roundtrip, found 4 days ago
CA $1,084
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,084 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,134 Roundtrip, found 4 days ago
CA $1,134
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,134 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,170 Roundtrip, found 4 days ago
CA $1,170
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,170 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,173 Roundtrip, found 4 days ago
CA $1,173
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,173 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,178 Roundtrip, found 4 days ago
CA $1,178
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,178 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,201 Roundtrip, found 4 days ago
CA $1,201
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,201 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,204 Roundtrip, found 4 days ago
CA $1,204
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,204 found 4 days ago
Wed, Aug 12 - Tue, Aug 18
MDW
Chicago
SJD
San José del Cabo
CA $1,223 Roundtrip, found 4 days ago
CA $1,223
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 12 from Chicago to San José del Cabo, returning Tue, Aug 18, priced at CA $1,223 found 4 days ago
Sat, Jan 9 - Sat, Jan 16
MDW
Chicago
SJD
San José del Cabo
CA $1,241 Roundtrip, found 10 hours ago
CA $1,241
Roundtrip
found 10 hours ago
Select Aeromexico flight, departing Sat, Jan 9 from Chicago to San José del Cabo, returning Sat, Jan 16, priced at CA $1,241 found 10 hours ago
Sat, Jan 9 - Sat, Jan 16
MDW
Chicago
SJD
San José del Cabo
CA $1,276 Roundtrip, found 10 hours ago
CA $1,276
Roundtrip
found 10 hours ago
Select Aeromexico flight, departing Sat, Jan 9 from Chicago to San José del Cabo, returning Sat, Jan 16, priced at CA $1,276 found 10 hours ago

Los Cabos Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Krystal Grand Los Cabos - All inclusive

Krystal Grand Los Cabos - All inclusive

4 out of 5
Price was CA $2,189, price is now CA $1,110 per person
CA $1,110
per person
Sep 3 - Sep 7
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Altitude by Krystal Grand Los Cabos – All Inclusive

Altitude by Krystal Grand Los Cabos – All Inclusive

4 out of 5
Price was CA $3,206, price is now CA $1,400 per person
CA $1,400
per person
Sep 3 - Sep 7
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
El Encanto All Inclusive Resort at Hacienda Encantada

El Encanto All Inclusive Resort at Hacienda Encantada

4 out of 5
Price was CA $2,640, price is now CA $1,326 per person
CA $1,326
per person
Sep 3 - Sep 7
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Garza Blanca Los Cabos - All Inclusive

Garza Blanca Los Cabos - All Inclusive

5 out of 5
Price was CA $3,942, price is now CA $2,026 per person
CA $2,026
per person
Sep 3 - Sep 7
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Pueblo Bonito Pacifica Golf & Spa Resort -All Inclusive-Adult Only

Pueblo Bonito Pacifica Golf & Spa Resort -All Inclusive-Adult Only

4.5 out of 5
Price was CA $2,651, price is now CA $1,367 per person
CA $1,367
per person
Sep 3 - Sep 7
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
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*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.