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Private Jet Charter Flights From Chicago To Cabo San Lucas

Chicago → Cabo San Lucas

Distance
1,595 nm
Flight Time
3.5 hrs

Fly Private from Chicago to Cabo San Lucas

Escape to Baja California in style with Triumph Jets’ private charter flights from Chicago to Cabo San Lucas. Whether for a family beach holiday or a romantic luxury retreat, our service ensures a relaxed and stress-free journey from takeoff to touchdown.
Depart from Chicago Midway (MDW), Chicago Executive (PWK), or O’Hare (ORD) and arrive at San José del Cabo International Airport (MMSD), the primary private jet gateway to Cabo’s resort corridor.
From golf and yachting to secluded beachfront stays, let your vacation begin the moment you board.

Estimated Pricing by Aircraft Class

Private charter pricing for this route varies by aircraft size and availability. Contact us for current quotes and availability.

Light Jet
$27,450
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Mid-Size Jet
$34,400
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Super Mid
$35,575
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Heavy Jet
$57,750
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Ultra Long Range
$62,300
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Visiting Cabo San Lucas, Baja California Sur, Mexico

Where the desert meets the sea
Triumph Jets arranges private charter to Los Cabos through Los Cabos International, the corridor’s anchor: every cabin size, established FBOs, and customs cleared on arrival. The festive season here is one of the busiest private aviation windows in the hemisphere, and it is planned like one – slots and ramp space first, aircraft second.

Charter This Route

Get a personalized quote for your private flight from Chicago to Cabo San Lucas. Our team will find the perfect aircraft for your needs and budget.

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Frequently Asked Questions

Estimated charter prices vary by aircraft category, availability, and itinerary. Please refer to the Estimated Pricing by Aircraft Class section above for the displayed estimates. Contact Triumph Jets for a personalized quote.

Los Cabos International Airport (SJD/MMSD) is a primary gateway for private flights to Cabo San Lucas, approximately 45 minutes away by car. Cabo San Lucas International Airport (CSL/MMSL) is another option, subject to aircraft suitability and availability. Triumph Jets can help select the most convenient airport and coordinate ground transportation.

Elevated Baja dining experiences include:

  • Flora Farms (farm-to-table)
  • Edith’s (Mexican fine dining)
  • El Farallon (cliffside seafood)
  • Comal (contemporary coastal)
  • Arbol at Las Ventanas
  • Acre (outdoor jungle setting)

Enhance your trip with:

  • Private yacht charters along the Sea of Cortez
  • Golf at Quivira or Diamante
  • Sportfishing excursions
  • Desert ATV or camel safaris
  • Spa treatments at top resorts
  • Day trips to Todos Santos or East Cape