Chicago to San Jose (MDW–SJC) — Airlines, Schedules & Connections

MDW Airport Page →
1,833 mi airlines 14/wk
On-time Some delays Frequent delays
Flight Schedule 8 flights Verified 58m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
WN1284
WN Southwest
737
10:10 AM
CDT
12:45 PM
PDT
4h 35m
—
M T W T F S S
Prices
✓
→
WN826
WN Southwest
7S7
3:40 PM
CDT
6:15 PM
PDT
4h 35m
—
M T W T F S S
Prices
✓
→
WN1142
WN Southwest
7M8
9:21 PM
CDT
11:41 PM
PDT
4h 20m
—
M T W T F S S
Prices
✓
→
WN3385
WN Southwest
7M8
9:33 PM
CDT
11:50 PM
PDT
4h 17m
—
M T W T F S S
Prices
✓
←
WN943
WN Southwest
7M8
11:00 AM
PDT TB
5:05 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN1877
WN Southwest
B38M
11:30 AM
PDT TB
5:35 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN1003
WN Southwest
7S7
11:35 AM
PDT TB
5:40 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN4252
WN Southwest
7M8
10:55 PM
PDT TB
5:00 AM+1
CDT
4h 5m
—
M T W T F S S
Prices

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 Jose
1 carrier, 14 flights/week nonstop.
1 Airlines 14 Flights/wk 1,833 mi 4h 9m nonstop -2h behind 139 1-stop hubs

MDW–SJC is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,833 miles in approximately 4h 9m. Beyond nonstop, 139 hubs offer 1-stop connections.

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

Airline Landscape

All carriers operating nonstop MDW–SJC service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 13 737, 7M8, 7S7 4h17-4h35 67% – –
Aircraft on this route
737 Boeing 737-700 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (13 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 SJC direction.
Mon
2
flights
Tue
2
flights
Wed
2
flights
Thu
2
flights
Fri
2
flights
Sat
1
flight
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
4
Nonstop flights
14
Outbound / wk
15
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SJC.
1-STOP
One-Stop Connections
139
Hubs
~5h
Fastest
~30h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,871
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.
Alternatives

Other ways to reach San Jose from Chicago

Nearby airports with service to Norman Y. Mineta San Jose International Airport.
Metric MDW→SJC ORD→SJC SBN→SJC
Distance from MDW – 15 mi 74 mi
Nonstop airlines 1 3 1
Weekly flights 14 17 1
Flight time 4h 9m 4h 3m 4h 11m
Departure OTP 67% – –
Chicago (ORD) to San Jose flights · South Bend (SBN) to San Jose flights · Milwaukee (MKE) to San Jose flights
Airports within 200 miles of MDW with service to Norman Y. Mineta San Jose International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-2h
San Jose is 2 hours behind Chicago.
MDW: CDT · SJC: PDT

When it's 6:00 PM in Chicago, it's 4:00 PM in San Jose.
Distance & Flight Time
1,833 mi / 2,950 km
Nonstop flight time is approximately 4h 9m to 4h 35m.
Facts

MDW–SJC Quick Facts

Key statistics for the Chicago to San Jose route.
Route details
Distance1,833 mi / 2,950 km
Flight time4h 9m to 4h 35m
Time difference-2 hours
Airlines (nonstop)1
Weekly flights14 out / 15 return
1-stop connections139 hubs
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SJC
Full nameNorman Y. Mineta San Jose International Airport
IATA / ICAOSJC / KSJC
TimezoneAmerica/Los_Angeles
Passengers/yr11.6M
Elevation62 ft / 19 m
FAQ

Frequently Asked Questions

Common questions about MDW to SJC flights.
Nonstop flights from Chicago Midway International Airport to Norman Y. Mineta San Jose International Airport take approximately 4h 9m to 4h 35m. The route covers 1,833 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 14 nonstop flights per week from MDW to SJC. The return direction has about 15 weekly flights.
Yes, 1-stop connections are available through YVR, SAF, MCC, MLI, ICT, JAC, APC, CCR, HDN, APA, BZN, COS, TRM, EGE, VNY, OKC, CLD, BOI, MSO, TEX, BJC, MSN, RIL, YIP, OAK, SMF, JVL, IND, RNO, STL, SBA, FCM, ABQ, MKE, SUN, SCF, OMA, YYC, OTH, ASE, PWA, SBN, SNA, FTW, PSP, MEM, BNA, SDF, SAT, TUS, SGR, UDD, TUL, YEG, ORD, BFI, YWG, CMH, BRO, AGS, CHO, CLE, YYZ, IAD, JAN, ADS, CEU, SAV, CAE, YLW, TEB, BTV, PIT, ISM, FRG, HPN, RDU, SFB, BHM, EWR, JAX, BED, BQK, CHS, ZCL, MSY, SJD, APF, PHL, PIE, SRQ, BCT, MCO, ALB, MMU, LGA, TLC, OPF, FXE, PVD, BOS, NAS, SUA, GNV, JFK, MHH, RSW, IAH, BJX, PBI, FLL, PLS, BUR, DTW, ATL, PDX, PHX, DAL, SEA, STN, LAS, AUS, GDL, DEN, MSP, LAX, MIA, SAN, SLC, BWI, DFW, HOU, LGB, MLM, ONT, HND, HCR, TRK and CHD. These options provide additional schedule flexibility.
San Jose is 2 hours behind Chicago.
Yes, return flights from SJC to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, SBN and MKE. 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 SJC

Chicago Midway International Airport (MDW) and Norman Y. Mineta San Jose International Airport (SJC) are connected by nonstop service from Southwest Airlines. With 14 weekly departures, this is a well served route.

MDW to SJC Flight Duration and Schedule

Nonstop flight time from MDW to SJC ranges from 4 hours 9 minutes to 4 hours 35 minutes. The route covers a distance of 1,833 miles (2,950 km). There are approximately 14 weekly flights outbound and 15 return, totaling 29 flights per week in both directions.

Connecting Options and Alternatives

139 one-stop connections are available, with the fastest taking approximately 5 hours via YVR. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).