San José del Cabo to Chicago (SJD–MDW) — Airlines, Schedules & Connections

SJD Airport Page →
1,806 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 28 1-stop flights Verified 2w ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
DFW Dallas-Fort Worth 6h 10m AAAYBA → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
PHX Phoenix 6h 11m AAWN → WN Phoenix (PHX) to Chicago flights
HOU Houston 6h 20m LXJWN → WN Houston (HOU) to Chicago flights
DEN Denver 6h 24m ACUAWN → WN Denver (DEN) to Chicago flights
AUS Austin 7h 1m AAWN → EJALXJWN Austin (AUS) to Chicago flights
IAH Houston 7h 9m ACUA → UA Houston (IAH) to Chicago flights
ATL Atlanta 7h 17m AFAMDL → AFAMDL Atlanta (ATL) to Chicago flights
LAX Los Angeles 7h 21m AAASDL → WN Los Angeles (LAX) to Chicago flights
SAN San Diego 7h 28m ASWN → LXJWN San Diego (SAN) to Chicago flights
STL St Louis 8h 5m WN → LXJWN St Louis (STL) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
San José del Cabo to Chicago
Connecting service available through multiple hubs.
1 Airlines 1,806 mi 3h 47m nonstop +2h ahead

SJD–MDW had nonstop service from Southwest Airlines, last on the schedule in June 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 1,806 miles in 3h 47m.

Also explore SJD Routes MDW Routes SJD Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to San José del Cabo flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop SJD–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 0 – – – – –
Alliance coverage
Unaffiliated: WN (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for SJD to MDW.
1-STOP
One-Stop Connections
28
Hubs
~5h
Fastest
~24h
Longest
DCA ~5h 45m MCI ~6h 5m IND ~6h 8m DFW ~6h 10m PHX ~6h 11m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,377
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
SJD → MDW
60%
Moderate delays possible. Allow buffer time.
Arriving
60%
Return
MDW → SJD
42%
Frequent delays expected. Consider flexible booking.
Departing
42%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+2h
Chicago is 2 hours ahead of San José del Cabo.
SJD: MST · MDW: CDT

When it's 6:00 PM in San José del Cabo, it's 8:00 PM in Chicago.
Distance & Flight Time
1,806 mi / 2,906 km
Nonstop flight time is approximately 3h 47m gate to gate.
Visa & Entry

Mexican passport holders need a B1/B2 visa to enter the United States. The visa is obtained through a US embassy or consulate and requires an in-person interview. B1/B2 visas are typically issued for 10 years with stays of up to 6 months per entry.

For land crossings within the border zone, a Border Crossing Card (BCC) is an alternative. The BCC costs USD 185 and is valid for 10 years. It allows entry up to 25 miles from the border in Texas and California, or 55 miles in New Mexico and Arizona. Travel by air or beyond the border zone requires a full B1/B2 visa with a valid passport.

Verify entry requirements with official sources before travel.
Facts

SJD–MDW Quick Facts

Key statistics for the San José del Cabo to Chicago route.
Route details
Distance1,806 mi / 2,906 km
Flight time3h 47m
Time difference+2 hours
Airlines (nonstop)1
1-stop connectionsAvailable
Origin: SJD
Full nameLos Cabos International Airport
IATA / ICAOSJD / MMSD
TimezoneAmerica/Mazatlan
Passengers/yr7.5M
Elevation374 ft / 114 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about SJD to MDW flights.
Nonstop flights from Los Cabos International Airport to Chicago Midway International Airport take about 3h 47m gate to gate. The route covers 1,806 miles.
1 airline operated the nonstop from SJD to MDW: Southwest Airlines. The last scheduled nonstop was in June 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in June 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 3h 47m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Dallas Fort Worth, Phoenix Sky Harbor and William P. Hobby.
Chicago is 2 hours ahead of San José del Cabo.
Yes, return flights from MDW to SJD are available. Use the direction toggle at the top to view the return schedule.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from SJD to MDW

Los Cabos International Airport (SJD) and Chicago Midway International Airport (MDW) had nonstop service from Southwest Airlines, last on the schedule in June 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

SJD to MDW Flight Duration and Schedule

Nonstop flight time from SJD to MDW is about 3 hours 47 minutes gate to gate. The route covers a distance of 1,806 miles (2,906 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Dallas Fort Worth, Phoenix Sky Harbor and William P. Hobby. Two-stop connections are also available via intermediate hubs.