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

MDW Airport Page →
1,806 mi airlines 8/wk
On-time Some delays Frequent delays
Flight Schedule 2 flights Verified 14m ago
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  Flight Airline AC Dep Arr Dur OTP Sched  
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→
WN3636
WN Southwest
737
9:03 AM
CDT
11:55 AM
MST
4h 52m
—
M T W T F S S
Prices
✓
←
WN3637
WN Southwest
737
2:01 PM
MST T2
7:47 PM
CDT
3h 46m
—
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP
✧ 2-STOP Loading...
Chicago to San José del Cabo
1 carrier, 8 flights/week nonstop.
1 Airlines 8 Flights/wk 1,806 mi 3h 55m nonstop -2h behind 48 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 3h 55m. Beyond nonstop, 48 hubs offer 1-stop connections.

Also explore MDW Routes SJD Routes MDW Live Flights SJD Live Flights MDW Delays
Carriers on this route

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 7 737 4h52 100% – –
Aircraft on this route
737 Boeing 737-700 – WN
Alliance coverage
Unaffiliated: WN (7 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to SJD direction.
Mon
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
1
flight
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
1
Nonstop flights
8
Outbound / wk
9
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SJD.
1-STOP
One-Stop Connections
48
Hubs
~5h
Fastest
~29h
Longest
DAL ~5h 21m SAF ~6h 19m SGR ~6h 19m PGA ~6h 29m APA ~6h 35m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,728
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
MDW → SJD
100%
Generally reliable. Most flights run on time.
Departing
100%
Return
SJD → MDW
88%
Generally reliable. Most flights run on time.
Arriving
88%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

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 3
Weekly flights 8 35
Flight time 3h 55m 4h 48m
Departure OTP 100% –
Chicago (ORD) to San José del Cabo flights
Airports within 200 miles of MDW with service to Los Cabos International Airport.
Know before you go

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 3h 55m to 4h 52m.
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.

Verify entry requirements with official sources before travel.
Facts

MDW–SJD Quick Facts

Key statistics for the Chicago to San José del Cabo route.
Route details
Distance1,806 mi / 2,906 km
Flight time3h 55m to 4h 52m
Time difference-2 hours
Airlines (nonstop)1
Weekly flights8 out / 9 return
1-stop connections48 hubs
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SJD
Full nameLos Cabos International Airport
IATA / ICAOSJD / MMSD
TimezoneAmerica/Mazatlan
Passengers/yr7.5M
Elevation374 ft / 114 m
FAQ

Frequently Asked Questions

Common questions about MDW to SJD flights.
Nonstop flights from Chicago Midway International Airport to Los Cabos International Airport take approximately 3h 55m to 4h 52m. The route covers 1,806 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 8 nonstop flights per week from MDW to SJD. The return direction has about 9 weekly flights.
Yes, 1-stop connections are available through DAL, SAF, SGR, PGA, APA, BJC, PTK, ASE, TUL, JAC, SNA, VNY, YVR, YYZ, OPF, PBI, TEB, VRB, YYC, MIA, GDL, AUS, SLC, MCI, CLT, OAK, MSP, SMF, HOU, STL, SJC, IND, SAN, PHX, BNA, LAX, DEN, LAS, ATL, DTW, ONT, IAH, PDX, SFO, DFW, BWI, EWR and SEA. 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 8 weekly departures, this is a regularly served route.

MDW to SJD Flight Duration and Schedule

Nonstop flight time from MDW to SJD ranges from 3 hours 55 minutes to 4 hours 52 minutes. The route covers a distance of 1,806 miles (2,906 km). There are approximately 8 weekly flights outbound and 9 return, totaling 17 flights per week in both directions.

Connecting Options and Alternatives

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