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

MDW Airport Page →
1,833 mi airlines charter/private 17/wk
On-time Some delays Frequent delays
Flight Schedule 10 flights Verified 8m 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
✓
→
WN714
WN Southwest
7S7
10:05 AM
CDT
12:30 PM
PDT
4h 25m
44%
M T W T F S S
Prices
✓
→
WN3752
WN Southwest
B38M
10:05 AM
CDT
12:30 PM
PDT
4h 25m
44%
M T W T F S S
Prices
✓
→
WN3115
WN Southwest
7S7
10:05 AM
CDT
12:30 PM
PDT
4h 25m
44%
M T W T F S S
Prices
✓
→
WN1368
WN Southwest
7M8
10:30 AM
CDT
12:55 PM
PDT
4h 25m
44%
M T W T F S S
Prices
✓
→
WN2659
WN Southwest
7M8
8:25 PM
CDT
10:55 PM
PDT
4h 30m
44%
M T W T F S S
Prices
✓
→
WN1662
WN Southwest
7M8
8:55 PM
CDT
11:25 PM
PDT
4h 30m
44%
M T W T F S S
Prices
✓
←
WN4357
WN Southwest
B38M
10:05 AM
PDT TB
4:10 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN2812
WN Southwest
7M8
10:30 AM
PDT TB
4:35 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN3886
WN Southwest
B38M
10:55 PM
PDT TB
5:00 AM+1
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN623
WN Southwest
B38M
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 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
DEN Denver 5h 59m UAWN → ACUAWN Denver (DEN) to San Jose flights
LAS Las Vegas 6h 12m EJALXJWN → F9JREWN Las Vegas (LAS) to San Jose flights
PHX Phoenix 6h 15m WN → AAASLXJ Phoenix (PHX) to San Jose flights
LAX Los Angeles 6h 20m WN → AFAMCI Los Angeles (LAX) to San Jose flights
SLC Salt Lake City 6h 31m VJAWN → AFDLEJA Salt Lake City (SLC) to San Jose flights
MSP Minneapolis 6h 34m DLKEVS → AFDLKL Minneapolis (MSP) to San Jose flights
SAN San Diego 6h 44m EJAWN → ASWN San Diego (SAN) to San Jose flights
BNA Nashville 7h WN → UDWN Nashville (BNA) to San Jose flights
DAL Dallas 7h 4m EJAKOWWN → CPJEJAWN Dallas (DAL) to San Jose flights
HOU Houston 7h 10m SBEVJAWN → WN Houston (HOU) to San Jose flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to San Jose
1 carrier, 17 flights/week nonstop.
1 Airlines 1,833 mi 4h 25m nonstop -2h behind

MDW–SJC is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,833 miles in approximately 4h 25m. Beyond nonstop, 1-stop connecting options are also available.

Also explore MDW Routes SJC Routes MDW Live Flights SJC Live Flights MDW Delays SJC Delays
All flights from San Jose (SJC) San Jose to Chicago flights
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 16 7M8, 7S7, B38M 4h25-4h30 100% – –
Aircraft on this route
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (16 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
3
flights
Sun
3
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
6
Nonstop flights
17
Outbound / wk
16
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SJC.
1-STOP
One-Stop Connections
36
Hubs
~5h
Fastest
~26h
Longest
DEN ~5h 59m LAS ~6h 12m PHX ~6h 15m LAX ~6h 20m SMF ~6h 30m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,561
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 → SJC
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
67%
Return
SJC → MDW
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
Arriving
80%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → SJC delays →
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 17 7 1
Flight time 4h 25m 4h 45m 4h 5m
Departure OTP 100% – –
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 25m gate to gate.
Facts

MDW–SJC Quick Facts

Key statistics for the Chicago to San Jose route.
Route details
Distance1,833 mi / 2,950 km
Flight time4h 25m
Time difference-2 hours
Airlines (nonstop)1
Weekly flights17 out / 16 return
1-stop connectionsAvailable
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 about 4h 25m gate to gate. The route covers 1,833 miles.
1 airline operates flights from MDW to SJC: Southwest Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Harry Reid and Phoenix Sky Harbor.
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 17 weekly departures, this is a well served route.

MDW to SJC Flight Duration and Schedule

Nonstop flight time from MDW to SJC is about 4 hours 25 minutes gate to gate. The route covers a distance of 1,833 miles (2,950 km). There are approximately 17 weekly flights outbound and 16 return, totaling 33 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver, Harry Reid and Phoenix Sky Harbor. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).