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

MDW Airport Page →
1,833 mi airlines 26/wk
On-time Some delays Frequent delays
Flight Schedule 14 flights Verified 19m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
WN3372
WN Southwest
B38M
10:14 AM
CDT
1:06 PM
PDT
4h 52m
M T W T F S S
Prices
WN1284
WN Southwest
7M8
10:20 AM
CDT
12:55 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
5:20 PM
CDT
7:55 PM
PDT
4h 35m
M T W T F S S
Prices
WN4006
WN Southwest
B38M
8:00 PM
CDT
10:40 PM
PDT
4h 40m
M T W T F S S
Prices
WN3385
WN Southwest
7M8
8:25 PM
CDT
11:00 PM
PDT
4h 35m
M T W T F S S
Prices
WN1204
WN Southwest
7S7
10:24 PM
CDT
12:34 AM+1
PDT
4h 10m
M T W T F S S
Prices
WN1877
WN Southwest
73H
10:50 AM
PDT TB
4:55 PM
CDT
4h 5m
M T W T F S S
Prices
WN3720
WN Southwest
7M8
11:05 AM
PDT TB
5:10 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
WN1142
WN Southwest
7S7
11:55 AM
PDT TB
5:55 PM
CDT
4h
M T W T F S S
Prices
BBQ9720
BBQ BBQ
2:39 PM
PDT
8:17 PM
CDT
3h 38m
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
WN4447
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
2-STOP Loading...
Chicago to San Jose
1 carrier, 26 flights/week nonstop.
1 Airlines 26 Flights/wk 1,833 mi 4h 10m nonstop -2h behind 78 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 10m. Beyond nonstop, 78 hubs offer 1-stop connections.

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 26 7M8, 7S7, B38M 4h10-4h52 64%
Aircraft on this route
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38MWN
Alliance coverage
Unaffiliated: WN (26 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to SJC direction.
Mon
4
flights
Tue
4
flights
Wed
4
flights
Thu
4
flights
Fri
4
flights
Sat
2
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
7
Nonstop flights
26
Outbound / wk
27
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SJC.
1-STOP
One-Stop Connections
78
Hubs
~4h
Fastest
~30h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,502
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.

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → SJC
64%
Moderate delays possible. Allow buffer time.
Departing
64%
Arriving
72%
Return
SJC → MDW
93%
Generally reliable. Most flights run on time.
Departing
93%
Arriving
68%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → SJC delays →

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
Distance from MDW 15 mi
Nonstop airlines 1 1
Weekly flights 26 15
Flight time 4h 10m 4h 9m
Departure OTP 64%
Airports within 200 miles of MDW with service to Norman Y. Mineta San Jose International Airport.

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 10m to 4h 52m.

MDW–SJC Quick Facts

Key statistics for the Chicago to San Jose route.
Route details
Distance1,833 mi / 2,950 km
Flight time4h 10m to 4h 52m
Time difference-2 hours
Airlines (nonstop)1
Weekly flights26 out / 27 return
1-stop connections78 hubs
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SJC
IATA / ICAOSJC / KSJC
TimezoneAmerica/Los_Angeles
Passengers/yr11.6M
Elevation62 ft / 19 m

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 10m to 4h 52m. The route covers 1,833 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 26 nonstop flights per week from MDW to SJC. The return direction has about 27 weekly flights.
Yes, 1-stop connections are available through YVR, VNY, RIL, ASE, OKC, SAF, SBA, BZN, HDN, OMA, JAC, BJC, SCF, RNO, JVL, TRM, SNA, MRY, IND, ABQ, SFO, MEM, SDF, SAT, TUS, YYZ, CMH, STL, IAH, IAD, BNA, SAV, TEB, PIT, CHS, BTV, RDU, BHM, HPN, SJD, LGA, SRQ, ZCL, MCO, RSW, PBI, PVD, MSY, OPF, BCT, BJX, JAX, MIA, MSP, ICT, PHL, DAL, ATL, STN, LAS, BUR, DEN, SLC, LAX, AUS, GDL, ONT, PDX, SEA, PHX, SAN, HOU, LGB, DFW, MLM, BWI, PSP and HCR. 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. 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 26 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 10 minutes to 4 hours 52 minutes. The route covers a distance of 1,833 miles (2,950 km). There are approximately 26 weekly flights outbound and 27 return, totaling 53 flights per week in both directions.

Connecting Options and Alternatives

78 one-stop connections are available, with the fastest taking approximately 4 hours via YVR. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).