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 $981 round trip and CA $464 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $981 Roundtrip, found 5 days ago
CA $981
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $981 found 5 days ago
Sat, Sep 5 - Tue, Sep 8
MDW
Chicago
SJD
San José del Cabo
CA $1,040 Roundtrip, found 4 days ago
CA $1,040
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Sat, Sep 5 from Chicago to San José del Cabo, returning Tue, Sep 8, priced at CA $1,040 found 4 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,088 Roundtrip, found 5 days ago
CA $1,088
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,088 found 5 days ago
Sat, Sep 5 - Tue, Sep 8
MDW
Chicago
SJD
San José del Cabo
CA $1,134 Roundtrip, found 4 days ago
CA $1,134
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Sat, Sep 5 from Chicago to San José del Cabo, returning Tue, Sep 8, priced at CA $1,134 found 4 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,178 Roundtrip, found 5 days ago
CA $1,178
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,178 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,253 Roundtrip, found 5 days ago
CA $1,253
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,253 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,279 Roundtrip, found 5 days ago
CA $1,279
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,279 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,360 Roundtrip, found 5 days ago
CA $1,360
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,360 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,369 Roundtrip, found 5 days ago
CA $1,369
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,369 found 5 days ago
Sat, Sep 5 - Tue, Sep 8
MDW
Chicago
SJD
San José del Cabo
CA $1,383 Roundtrip, found 4 days ago
CA $1,383
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Sat, Sep 5 from Chicago to San José del Cabo, returning Tue, Sep 8, priced at CA $1,383 found 4 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,451 Roundtrip, found 5 days ago
CA $1,451
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,451 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,551 Roundtrip, found 5 days ago
CA $1,551
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,551 found 5 days ago
Thu, Aug 27 - Mon, Aug 31
MDW
Chicago
SJD
San José del Cabo
CA $1,641 Roundtrip, found 5 days ago
CA $1,641
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Aug 27 from Chicago to San José del Cabo, returning Mon, Aug 31, priced at CA $1,641 found 5 days ago

Los Cabos Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
GR Solaris Lighthouse Los Cabos

GR Solaris Lighthouse Los Cabos

4 out of 5
Price was CA $3,445, price is now CA $1,925 per person
CA $1,925
per person
Jul 31 - Aug 7
found 1 day 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 $5,244, price is now CA $2,270 per person
CA $2,270
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Vista Encantada Spa Resort & Residences

Vista Encantada Spa Resort & Residences

4.5 out of 5
Price was CA $4,674, price is now CA $2,556 per person
CA $2,556
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Alegranza Luxury Resort

Alegranza Luxury Resort

4 out of 5
Price was CA $3,808, price is now CA $2,111 per person
CA $2,111
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San José del Cabo (SJD)
Hard Rock Hotel Los Cabos All Inclusive

Hard Rock Hotel Los Cabos All Inclusive

4.5 out of 5
Price was CA $6,145, price is now CA $3,409 per person
CA $3,409
per person
Jul 31 - Aug 7
found 1 day 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.