Direct (nonstop) flights from Chicago to San Jose Cabo
1 airline flys nonstop from Chicago Midway International (MDW) to Los Cabos International (SJD). It's 1,804 miles (2,904 km), about 4h 55m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 30, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Chicago to San Jose Cabo with one stop · direct emits 305 kg CO₂ per passenger
Looking for the return flight?
SJD → MDW: Flights from San Jose Cabo to ChicagoOther direct flights from Chicago
Direct flights from San Jose Cabo (SJD)
Frequently Asked Questions
How long is the direct flight from Chicago to San Jose Cabo?
A nonstop flight from Chicago (MDW) to San Jose Cabo (SJD) takes approximately 4 hours and 55 minutes. The distance is 1,804 miles (2,904 km).
Which airlines fly nonstop from Chicago to San Jose Cabo?
Just Southwest Airlines.
Is there a nonstop flight from Chicago to San Jose Cabo?
Yes. 1 airline: Southwest Airlines.
How far is Chicago from San Jose Cabo?
The flight distance from Chicago to San Jose Cabo is 1,804 miles (2,904 km), measured as the great-circle (shortest air) distance.
What is the time difference between Chicago and San Jose Cabo?
San Jose Cabo is 2 hours behind Chicago. (America/Chicago vs America/Mazatlan.)
What type of aircraft flies from Chicago to San Jose Cabo?
At 4h 55m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
Do I need a visa to travel from USA to Mexico?
Depends on your passport. Check with the Mexico embassy or an official visa portal before booking — requirements change.
What is the carbon footprint of a flight from Chicago to San Jose Cabo?
Roughly 305 kg CO2 per passenger one-way. That's about the same as driving 1,525 km.
Is the return flight from San Jose Cabo to Chicago also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Chicago to San Jose Cabo?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Chicago Midway International for this flight?
3 hours before departure for international flights. You need time for check-in, security, and immigration.