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

SJC Airport Page →
1,833 mi airlines 15/wk
On-time Some delays Frequent delays
Flight Schedule 8 flights Verified 1h ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
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
B38M
10:55 PM
PDT TB
5:00 AM+1
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
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
✓
←
WN3385
WN Southwest
7M8
8:54 PM
CDT
10:56 PM
PDT
4h 2m
—
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

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
San Jose to Chicago
3 carriers, 15 flights/week nonstop.
3 Airlines 15 Flights/wk 1,833 mi 3h 34m nonstop +2h ahead 150 1-stop hubs

SJC–MDW is served by 3 airlines with nonstop service. Southwest Airlines, TWY and BBQ lead the route. The flight covers 1,833 miles in approximately 3h 34m. Beyond nonstop, 150 hubs offer 1-stop connections.

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

Airline Landscape

All carriers operating nonstop SJC–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 14 7M8, 7S7, B38M 4h05 100% – –
TWY TWY 1 – – 100% – –
BBQ BBQ 0 – – 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: BBQ + TWY + WN (15 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, SJC to MDW direction.
Mon
2
flights
Tue
2
flights
Wed
2
flights
Thu
2
flights
Fri
2
flights
Sat
1
flight
Sun
3
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
4
Nonstop flights
15
Outbound / wk
14
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for SJC to MDW.
1-STOP
One-Stop Connections
150
Hubs
~4h
Fastest
~30h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,793
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 Chicago from San Jose

Nearby airports with service to Chicago Midway International Airport.
Metric SJC→MDW OAK→MDW SFO→MDW
Distance from SJC – 29 mi 30 mi
Nonstop airlines 3 4 5
Weekly flights 15 12 17
Flight time 3h 34m 4h 5m 3h 20m
Departure OTP 100% – –
Oakland (OAK) to Chicago flights · San Francisco (SFO) to Chicago flights · Monterey (MRY) to Chicago flights
Airports within 200 miles of SJC with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in San Jose, it's 8:00 PM in Chicago.
Distance & Flight Time
1,833 mi / 2,950 km
Nonstop flight time is approximately 3h 34m to 4h 5m.
Facts

SJC–MDW Quick Facts

Key statistics for the San Jose to Chicago route.
Route details
Distance1,833 mi / 2,950 km
Flight time3h 34m to 4h 5m
Time difference+2 hours
Airlines (nonstop)3
Weekly flights15 out / 14 return
1-stop connections150 hubs
Origin: SJC
Full nameNorman Y. Mineta San Jose International Airport
IATA / ICAOSJC / KSJC
TimezoneAmerica/Los_Angeles
Passengers/yr11.6M
Elevation62 ft / 19 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about SJC to MDW flights.
Nonstop flights from Norman Y. Mineta San Jose International Airport to Chicago Midway International Airport take approximately 3h 34m to 4h 5m. The route covers 1,833 miles.
3 airlines operate nonstop service: BBQ, TWY and Southwest Airlines.
There are approximately 15 nonstop flights per week from SJC to MDW. The return direction has about 14 weekly flights.
Yes, 1-stop connections are available through FTW, MTJ, APA, TEX, NUQ, HDN, BJC, SUS, ASE, MRY, VNY, SAF, TRM, UES, FNL, STS, LUK, RST, OMA, BZN, JVL, STL, EGE, SBA, SCF, FCM, ICT, MKE, JAC, BOI, CLD, SNA, PSP, RIL, ROG, YIP, MSO, ADS, IND, TUS, PGA, PTK, LIT, SDF, OKC, LNK, EFD, YVR, CMH, BNA, MSY, ABQ, MAF, SFO, SGR, TYS, RNO, CLE, NEW, AVL, SCE, BUF, PDK, IAD, PIT, CHO, EUG, PNE, IAH, AGS, RDU, SAV, ABE, DCA, SSI, SWF, CLT, GSP, ECP, RIC, UST, BED, OXC, TEB, ILM, MMU, EWR, SJD, PHL, SAT, JAX, YYZ, LAL, HPN, FRG, MCO, LEE, LGA, ZCL, ISM, PIE, VRB, PVD, BJX, SRQ, BCT, SUA, TLC, EYW, MHT, NAS, PBI, FXE, MTH, TMB, FLL, BOS, APF, OPF, MIA, GCM, PLS, ORD, STT, DTW, DFW, BWI, ATL, ONT, LGB, HOU, PDX, PHX, SEA, LAS, SAN, DAL, MSP, LBG, AUS, SLC, LAX, DEN, MLM, BUR, GDL, TUL, SBN, HCR and JWN. These options provide additional schedule flexibility.
Chicago is 2 hours ahead of San Jose.
Yes, return flights from MDW to SJC are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include OAK, SFO and MRY. 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 SJC to MDW

Norman Y. Mineta San Jose International Airport (SJC) and Chicago Midway International Airport (MDW) are connected by nonstop service from BBQ, TWY and Southwest Airlines. With 15 weekly departures, this is a well served route.

SJC to MDW Flight Duration and Schedule

Nonstop flight time from SJC to MDW ranges from 3 hours 34 minutes to 4 hours 5 minutes. The route covers a distance of 1,833 miles (2,950 km). There are approximately 15 weekly flights outbound and 14 return, totaling 29 flights per week in both directions.

Connecting Options and Alternatives

150 one-stop connections are available, with the fastest taking approximately 4 hours via FTW. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Oakland (OAK), San Francisco (SFO) and Monterey (MRY).