Mexico to United States · 1,807 miles (2,908 km)

San Jose Cabo (SJD) to Chicago (ORD) flights

2 airlines fly nonstop from San Jose Cabo (SJD) to Chicago (ORD): American Airlines and United Airlines. The two airports are 1,807 miles (2,908 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 38 ways to fly it with one stop, through Kansas City, Saint Louis and Dallas and more.

Airlines flying nonstop from SJD to ORD

  • American Airlines logo
    American Airlinesoneworld · bookable with 9 programsWho books it
  • United Airlines logo
    United AirlinesStar Alliance · bookable with 13 programsWho books it

Book SJD to ORD with points

Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.

SJD to ORD with one stop

38 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.

  • Via Kansas City (MCI)Southwest Airlines, then American Airlines and United Airlines
    Southwest Airlines logo
    American Airlines logo
    United Airlines logo
  • Via Saint Louis (STL)Southwest Airlines, then American Airlines and United Airlines
    Southwest Airlines logo
    American Airlines logo
    United Airlines logo
  • Via Dallas (DFW)American Airlines the whole way
    American Airlines logo
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
  • Via Austin (AUS)American Airlines the whole way
    Southwest Airlines logo
    American Airlines logo
    Delta Air Lines logo
    American Airlines logo
    United Airlines logo
  • Via Houston (IAH)United Airlines the whole way
    United Airlines logo
    American Airlines logo
    United Airlines logo
    Frontier Airlines logo
  • Via Monterrey (MTY)VivaAerobus the whole way
    VivaAerobus logo
    United Airlines logo
    VivaAerobus logo
  • Via Indianapolis (IND)Southwest Airlines, then American Airlines and United Airlines
    Southwest Airlines logo
    American Airlines logo
    United Airlines logo
  • Via Nashville (BNA)Southwest Airlines, then American Airlines and United Airlines
    Southwest Airlines logo
    American Airlines logo
    United Airlines logo
  • Via Denver (DEN)United Airlines the whole way
    United Airlines logo
    Southwest Airlines logo
    American Airlines logo
    Frontier Airlines logo
    United Airlines logo
  • Via Minneapolis (MSP)Delta Air Lines and Sun Country Airlines the whole way
    Delta Air Lines logo
    Sun Country Airlines logo
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
    +1
  • Via Phoenix (PHX)American Airlines the whole way
    American Airlines logo
    Southwest Airlines logo
    American Airlines logo
    Frontier Airlines logo
    United Airlines logo
  • Via Guadalajara (GDL)VivaAerobus and Volaris the whole way
    VivaAerobus logo
    Volaris logo
    Aeromexico logo
    Volaris logo
    VivaAerobus logo
  • Via Leon/Guanajuato (BJX)Volaris the whole way
    Volaris logo
    Volaris logo
  • Via Detroit (DTW)Delta Air Lines the whole way
    Delta Air Lines logo
    American Airlines logo
    Delta Air Lines logo
    United Airlines logo
  • Via Queretaro (QRO)VivaAerobus, then Volaris and American Airlines
    VivaAerobus logo
    Volaris logo
    American Airlines logo
See all 38 in Routes

SJD to ORD: common questions

Which airlines fly nonstop from SJD to ORD?

American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from San Jose Cabo (SJD) to Chicago (ORD).

How far is San Jose Cabo from Chicago by plane?

San Jose Cabo (SJD) and Chicago (ORD) are 1,807 miles (2,908 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.

Which points programs can book SJD to ORD award flights?

22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.

How many miles does SJD to ORD cost?

It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for SJD to ORD with taxes and fees.

Where can I connect between San Jose Cabo and Chicago?

The most direct connections are through Kansas City (MCI), Saint Louis (STL), Dallas (DFW), Austin (AUS) and Houston (IAH). On 26 of them the same airline flies both flights, for example American Airlines through Dallas.

More routes

Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.