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

MDW Airport Page →
1,806 mi airlines 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 75 1-stop flights Verified 29m ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago to San José del Cabo
1 carrier, 1 flights/week nonstop.
1 Airlines 1 Flights/wk 1,806 mi 4h 21m nonstop -2h behind 75 1-stop hubs

MDW–SJD is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,806 miles in approximately 4h 21m. Beyond nonstop, 75 hubs offer 1-stop connections.

Airline Landscape

All carriers operating nonstop MDW–SJD service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 0 100%
Alliance coverage
Unaffiliated: WN (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SJD.
1-STOP
One-Stop Connections
75
Hubs
~5h
Fastest
~28h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,553
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.

Other ways to reach San José del Cabo from Chicago

Nearby airports with service to Los Cabos International Airport.
Metric MDW→SJD ORD→SJD
Distance from MDW 15 mi
Nonstop airlines 1 4
Weekly flights 1 19
Flight time 4h 21m 4h 45m
Departure OTP 100%
Airports within 200 miles of MDW with service to Los Cabos International Airport.

Travel Essentials

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

When it's 6:00 PM in Chicago, it's 4:00 PM in San José del Cabo.
Distance & Flight Time
1,806 mi / 2,906 km
Nonstop flight time is approximately 4h 21m.
Visa & Entry

US citizens enter Mexico visa-free for up to 180 days for tourism. Complete the immigration form (FMM) online or on arrival; the online version speeds up processing. Passport must be valid for the duration of stay.

Duty-free allowances: USD 500 in goods. Mexico prohibits importing certain foods and medications without documentation. Declare cash over USD 10,000.

MDW–SJD Quick Facts

Key statistics for the Chicago to San José del Cabo route.
Route details
Distance1,806 mi / 2,906 km
Flight time4h 21m
Time difference-2 hours
Airlines (nonstop)1
Weekly flights1 out / 1 return
1-stop connections75 hubs
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SJD
IATA / ICAOSJD / MMSD
TimezoneAmerica/Mazatlan
Passengers/yr7.5M
Elevation374 ft / 114 m

Frequently Asked Questions

Common questions about MDW to SJD flights.
Nonstop flights from Chicago Midway International Airport to Los Cabos International Airport take approximately 4h 21m. The route covers 1,806 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 1 nonstop flights per week from MDW to SJD. The return direction has about 1 weekly flights.
Yes, 1-stop connections are available through FTW, PGA, SGR, PWK, APA, BJC, SAF, TUL, PTK, PDK, SUS, ASE, SCF, ABQ, CLD, JAC, IAD, TUS, TRM, IND, TLC, ELP, NUQ, ORD, BOI, MRK, IAH, BCT, VRB, SNA, LAS, YVR, APF, VNY, OPF, DTW, SBA, TEB, FXE, ONT, OAK, PBI, YYZ, FLL, MIA, YWG, BWI, YYC, YEG, BFI, JFK, YLW, DAL, HND, GDL, SFO, SLC, AUS, HOU, DFW, PHX, LAX, DEN, SAN, CLT, MSP, SJC, MCI, ATL, SEA, BNA, SMF, PDX, STL and EWR. These options provide additional schedule flexibility.
San José del Cabo is 2 hours behind Chicago.
Yes, return flights from SJD to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD. See the Alternatives section for a full comparison.
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 MDW to SJD

Chicago Midway International Airport (MDW) and Los Cabos International Airport (SJD) are connected by nonstop service from Southwest Airlines. With 1 weekly departures, this is a regularly served route.

MDW to SJD Flight Duration and Schedule

Nonstop flight time from MDW to SJD ranges from 4 hours 21 minutes. The route covers a distance of 1,806 miles (2,906 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.

Connecting Options and Alternatives

75 one-stop connections are available, with the fastest taking approximately 5 hours via FTW. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).