Chicago (MDW) to San José del Cabo (SJD) flights

There were no regular nonstop flights from MDW to SJD in July 2026; the route was flown 37 times in the previous 12 months. The 1,805-mile flight takes about 4h 38m gate to gate.

From
MDW
Chicago
Chicago Midway International Airport
To
SJD
San José del Cabo
Los Cabos International Airport
Distance
1,805 mi · 2,905 km
Flight time
4h 38m
Airlines
1
Seats filled
61%
Flights a week, July 2026
37 flights and 3,148 passengers in 12 months
SJDSJDMDW
Map data: Natural Earth. Lines follow the shortest (great-circle) path.

Airlines flying MDW to SJD

AirlineFlights a weekAircraftPassengers (12 months)Flight time
Southwest AirlinesSeasonal or endedn/aBoeing 737-700 / MAX 7, Boeing 737-8003,1484h 38m

Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.

Flights by month

MonthFlightsFlights, relativePassengers
November 20252
169
December 20252
248
January 20261
65
March 202627
2,326
April 20265
340

Related

Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.