Airlines with flights from San Jose to Chicago

Southwest is the only airline with non-stop flights from Norman Y Mineta San Jose International to Midway International Airport and the flight time is 4 hours and 5 minutes.

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 4 hours and 5 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 13 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
SJC
Direct
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN950
09:45
07:05
07:05
07:05
07:05
09:45
07:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR SJC - MDW

The timetable & schedule information was updated at 2024-11-19

Via Las Vegas with Southwest Airlines

  • Total flight time: 5h 40m - 10h 30m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 48 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
SJC
 
Via LAS
 
MDW
 
Flight
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SHOW RETURN SCHEDULE
CHECK PRICES FOR SJC - MDW

The timetable & schedule information was updated at 2024-11-19

Via Denver with Southwest Airlines

  • Total flight time: 5h 30m - 11h 00m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 45 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
SJC
 
Via DEN
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
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----
----
----
----
----
----
WN4303
WN419
----
10:35
10:35
10:35
10:35
----
----
WN4852
WN2054
----
----
----
----
----
10:45
----
WN1816
WN1167
----
----
----
----
----
10:55
----
WN2837
WN3865
----
----
----
----
----
----
11:05
WN2837
WN3319
----
----
----
----
----
----
11:05
WN1039
WN712
11:10
----
----
----
----
----
----
WN1252
WN1383
----
----
----
----
----
----
11:10
WN747
WN4042
----
----
----
----
----
----
11:30
WN2794
WN3511
11:40
----
----
----
----
----
----
WN2295
WN2054
----
----
----
----
----
11:55
----
WN1416
WN207
----
12:00
12:00
12:00
12:00
----
----
WN1389
WN343
12:10
----
----
----
----
----
----
WN1389
WN2912
12:10
----
----
----
----
----
----
WN3902
WN3150
----
----
----
----
----
----
12:10
WN1346
WN869
----
----
----
----
----
12:10
----
WN1389
WN54
12:10
----
----
----
----
----
----
WN1704
WN1397
12:20
----
----
----
----
----
----
WN3768
WN4514
----
----
----
----
----
----
12:20
WN4379
WN419
----
----
----
----
----
----
12:20
WN3768
WN207
----
----
----
----
----
----
12:20
WN4379
WN207
----
----
----
----
----
----
12:20
WN3327
WN1276
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2956
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2054
----
12:40
12:40
12:40
12:40
----
----
WN897
WN2668
----
----
----
----
----
12:45
----
WN2634
WN1167
----
----
----
----
----
12:50
----
WN3813
WN4514
----
----
----
----
----
----
12:55
WN3215
WN4042
----
----
----
----
----
----
13:00
WN1409
WN3078
13:05
----
----
----
----
----
----
WN2678
WN2461
----
----
----
----
----
13:05
----
WN793
WN4514
----
----
----
----
----
----
13:05
WN3857
WN869
----
----
----
----
----
13:05
----
WN4704
WN4155
----
----
----
----
----
----
13:20
WN4704
WN1397
----
----
----
----
----
----
13:20
WN4043
WN443
13:25
----
----
----
----
----
----
WN747
WN1506
----
13:30
13:30
13:30
13:30
----
----
WN2794
WN4514
----
----
----
----
----
13:45
----
WN894
WN3150
----
----
----
----
----
----
13:50
WN894
WN2668
----
----
----
----
----
15:20
13:50
WN255
WN2804
13:55
----
----
----
----
----
----
WN951
WN3423
14:00
----
----
----
----
----
----
WN951
WN3765
14:00
----
----
----
----
----
----
WN951
WN2668
14:00
----
----
----
----
----
----
WN1199
WN4514
----
----
----
----
----
----
14:00
WN951
WN443
14:00
----
----
----
----
----
----
WN2828
WN2364
14:05
----
----
----
----
----
----
WN1714
WN2668
----
----
----
----
----
14:05
----
WN1714
WN2054
----
----
----
----
----
14:05
----
WN946
WN2054
----
14:10
14:10
14:10
14:10
----
----
WN3162
WN712
----
14:25
14:25
14:25
14:25
----
----
WN569
WN2533
14:50
----
----
----
----
----
----
WN2670
WN712
----
----
----
----
----
----
14:55
WN3875
WN2316
----
----
----
----
----
----
15:30
WN2837
WN3242
15:55
----
----
----
----
----
----
WN3854
WN4188
----
15:55
15:55
15:55
15:55
----
----
WN2837
WN443
15:55
----
----
----
----
----
----
WN247
WN2533
16:20
----
----
----
----
----
----
WN4541
WN1966
16:30
----
----
----
----
----
----
WN2010
WN3078
16:40
----
----
----
----
----
----
WN6340
WN3242
16:45
----
----
----
----
----
----
WN1864
WN3765
16:55
----
----
----
----
----
----
WN3719
WN3242
17:35
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR SJC - MDW

The timetable & schedule information was updated at 2024-11-19

Via Phoenix with Southwest Airlines

  • Total flight time: 5h 45m - 10h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 45 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
SJC
 
Via PHX
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2996
WN2337
----
06:30
06:30
06:30
06:30
----
----
WN3430
WN2912
----
----
----
----
----
----
06:30
WN1118
WN2541
----
----
----
----
----
06:30
----
WN1262
WN3294
----
----
----
----
----
----
06:30
WN1704
WN983
----
----
----
----
----
06:35
----
WN1997
WN2337
06:35
----
----
----
----
----
----
WN1704
WN1017
----
----
----
----
----
----
06:35
WN2996
WN1412
----
----
----
----
----
----
06:35
WN826
WN4546
06:35
----
----
----
----
----
----
WN1704
WN2443
----
06:35
06:35
06:35
06:35
----
----
WN1704
WN2418
----
06:35
06:35
06:35
06:35
----
----
WN1704
WN2353
----
06:35
06:35
06:35
06:35
----
----
WN826
WN2330
06:35
----
----
----
----
----
----
WN1997
WN1542
06:35
----
----
----
----
----
----
WN1972
WN258
----
----
----
----
----
06:40
----
WN1262
WN2687
----
06:40
06:40
06:40
06:40
----
----
WN150
WN4514
06:45
----
----
----
----
----
----
WN1453
WN2497
06:45
----
----
----
----
----
----
WN2395
WN2019
----
----
----
----
----
06:50
----
WN1279
WN1966
----
----
----
----
----
----
06:50
WN2828
WN2906
----
06:55
06:55
06:55
06:55
----
07:25
WN163
WN463
07:00
----
----
----
----
----
----
WN102
WN1966
----
07:00
07:00
07:00
07:00
----
----
WN933
WN5305
----
----
----
----
----
----
07:15
WN933
WN925
----
----
----
----
----
----
07:15
WN826
WN2564
----
07:20
07:20
07:20
07:20
----
08:20
WN4238
WN3969
----
----
----
----
----
----
07:20
WN4238
WN4289
----
----
----
----
----
----
07:20
WN4238
WN2756
----
----
----
----
----
----
07:20
WN4238
WN3294
----
----
----
----
----
----
07:20
WN1486
WN3199
----
----
----
----
----
07:40
----
WN805
WN2912
----
07:40
07:40
07:40
07:40
----
----
WN805
WN419
----
07:40
07:40
07:40
07:40
----
----
WN997
WN3049
----
07:50
07:50
07:50
07:50
----
----
WN1092
WN2773
10:05
----
----
----
----
07:55
----
WN3813
WN2564
----
----
----
----
----
08:00
----
WN4852
WN925
----
08:00
08:00
08:00
08:00
----
----
WN3157
WN463
08:05
----
----
----
----
----
----
WN3231
WN1383
----
----
----
----
----
----
08:05
WN3157
WN1228
08:05
----
----
----
----
----
----
WN3157
WN1155
08:05
----
----
----
----
----
----
WN3157
WN197
08:05
----
----
----
----
----
----
WN2395
WN737
----
08:10
08:10
08:10
08:10
----
----
WN1809
WN2564
08:15
----
----
----
----
----
----
WN1504
WN1729
----
08:20
08:20
08:20
08:20
----
----
WN1092
WN1397
----
08:35
08:35
08:35
08:35
----
----
WN2318
WN1217
08:45
----
----
----
----
----
----
WN2318
WN223
08:45
----
----
----
----
----
----
WN2318
WN2710
08:45
----
----
----
----
----
----
WN2318
WN3179
08:45
----
----
----
----
----
----
WN2318
WN2497
08:45
----
----
----
----
----
----
WN615
WN3511
08:45
----
----
----
----
----
----
WN1645
WN3511
08:50
----
----
----
----
----
----
WN990
WN2912
----
08:55
08:55
08:55
08:55
----
----
WN2441
WN2912
----
----
----
----
----
----
08:55
WN2441
WN5843
----
----
----
----
----
----
08:55
WN1400
WN463
09:05
----
----
----
----
----
----
WN1400
WN1228
09:05
----
----
----
----
----
----
WN1400
WN1155
09:05
----
----
----
----
----
----
WN1400
WN197
09:05
----
----
----
----
----
----
WN1688
WN4514
09:20
----
----
----
----
----
----
WN2756
WN4289
----
----
----
----
----
----
09:30
WN2756
WN4418
----
----
----
----
----
----
09:30
WN2756
WN3319
----
----
----
----
----
----
09:30
WN4392
WN2541
----
----
----
----
----
09:30
----
WN1929
WN1413
----
09:35
09:35
09:35
09:35
----
----
WN1929
WN2497
----
09:35
09:35
09:35
09:35
----
----
WN2439
WN737
----
09:40
09:40
09:40
09:40
----
----
WN823
WN3423
----
----
----
----
----
----
09:50
WN2105
WN2436
09:50
----
----
----
----
----
----
WN2267
WN3423
----
----
----
----
----
----
09:55
WN1809
WN1452
----
----
----
----
----
09:55
----
WN4830
WN2749
----
----
----
----
----
----
10:00
WN4830
WN3150
----
----
----
----
----
----
10:00
WN1230
WN1228
10:10
----
----
----
----
----
----
WN2996
WN419
----
----
----
----
----
10:10
----
WN2837
WN3150
----
10:20
10:20
10:20
10:20
----
----
WN1928
WN2773
----
----
----
----
----
----
10:25
WN4303
WN207
----
10:35
10:35
10:35
10:35
----
----
WN2384
WN2216
10:35
----
----
----
----
----
----
WN4303
WN419
----
10:35
10:35
10:35
10:35
----
----
WN4852
WN2054
----
----
----
----
----
10:45
----
WN1816
WN1167
----
----
----
----
----
10:55
----
WN2837
WN3865
----
----
----
----
----
----
11:05
WN2837
WN3319
----
----
----
----
----
----
11:05
WN1039
WN712
11:10
----
----
----
----
----
----
WN1252
WN1383
----
----
----
----
----
----
11:10
WN747
WN4042
----
----
----
----
----
----
11:30
WN2794
WN3511
11:40
----
----
----
----
----
----
WN2295
WN2054
----
----
----
----
----
11:55
----
WN1416
WN207
----
12:00
12:00
12:00
12:00
----
----
WN1389
WN343
12:10
----
----
----
----
----
----
WN1389
WN2912
12:10
----
----
----
----
----
----
WN3902
WN3150
----
----
----
----
----
----
12:10
WN1346
WN869
----
----
----
----
----
12:10
----
WN1389
WN54
12:10
----
----
----
----
----
----
WN1704
WN1397
12:20
----
----
----
----
----
----
WN3768
WN4514
----
----
----
----
----
----
12:20
WN4379
WN419
----
----
----
----
----
----
12:20
WN3768
WN207
----
----
----
----
----
----
12:20
WN4379
WN207
----
----
----
----
----
----
12:20
WN3327
WN1276
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2956
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2054
----
12:40
12:40
12:40
12:40
----
----
WN897
WN2668
----
----
----
----
----
12:45
----
WN2634
WN1167
----
----
----
----
----
12:50
----
WN3813
WN4514
----
----
----
----
----
----
12:55
WN3215
WN4042
----
----
----
----
----
----
13:00
WN1409
WN3078
13:05
----
----
----
----
----
----
WN2678
WN2461
----
----
----
----
----
13:05
----
WN793
WN4514
----
----
----
----
----
----
13:05
WN3857
WN869
----
----
----
----
----
13:05
----
WN4704
WN4155
----
----
----
----
----
----
13:20
WN4704
WN1397
----
----
----
----
----
----
13:20
WN4043
WN443
13:25
----
----
----
----
----
----
WN747
WN1506
----
13:30
13:30
13:30
13:30
----
----
WN2794
WN4514
----
----
----
----
----
13:45
----
WN894
WN3150
----
----
----
----
----
----
13:50
WN894
WN2668
----
----
----
----
----
15:20
13:50
WN255
WN2804
13:55
----
----
----
----
----
----
WN951
WN3423
14:00
----
----
----
----
----
----
WN951
WN3765
14:00
----
----
----
----
----
----
WN951
WN2668
14:00
----
----
----
----
----
----
WN1199
WN4514
----
----
----
----
----
----
14:00
WN951
WN443
14:00
----
----
----
----
----
----
WN2828
WN2364
14:05
----
----
----
----
----
----
WN1714
WN2668
----
----
----
----
----
14:05
----
WN1714
WN2054
----
----
----
----
----
14:05
----
WN946
WN2054
----
14:10
14:10
14:10
14:10
----
----
WN3162
WN712
----
14:25
14:25
14:25
14:25
----
----
WN569
WN2533
14:50
----
----
----
----
----
----
WN2670
WN712
----
----
----
----
----
----
14:55
WN3875
WN2316
----
----
----
----
----
----
15:30
WN2837
WN3242
15:55
----
----
----
----
----
----
WN3854
WN4188
----
15:55
15:55
15:55
15:55
----
----
WN2837
WN443
15:55
----
----
----
----
----
----
WN247
WN2533
16:20
----
----
----
----
----
----
WN4541
WN1966
16:30
----
----
----
----
----
----
WN2010
WN3078
16:40
----
----
----
----
----
----
WN6340
WN3242
16:45
----
----
----
----
----
----
WN1864
WN3765
16:55
----
----
----
----
----
----
WN3719
WN3242
17:35
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR SJC - MDW

The timetable & schedule information was updated at 2024-11-19

Via San Diego with Southwest Airlines

  • Total flight time: 6h 20m - 10h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 18 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
SJC
 
Via SAN
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN2996
WN2337
----
06:30
06:30
06:30
06:30
----
----
WN3430
WN2912
----
----
----
----
----
----
06:30
WN1118
WN2541
----
----
----
----
----
06:30
----
WN1262
WN3294
----
----
----
----
----
----
06:30
WN1704
WN983
----
----
----
----
----
06:35
----
WN1997
WN2337
06:35
----
----
----
----
----
----
WN1704
WN1017
----
----
----
----
----
----
06:35
WN2996
WN1412
----
----
----
----
----
----
06:35
WN826
WN4546
06:35
----
----
----
----
----
----
WN1704
WN2443
----
06:35
06:35
06:35
06:35
----
----
WN1704
WN2418
----
06:35
06:35
06:35
06:35
----
----
WN1704
WN2353
----
06:35
06:35
06:35
06:35
----
----
WN826
WN2330
06:35
----
----
----
----
----
----
WN1997
WN1542
06:35
----
----
----
----
----
----
WN1972
WN258
----
----
----
----
----
06:40
----
WN1262
WN2687
----
06:40
06:40
06:40
06:40
----
----
WN150
WN4514
06:45
----
----
----
----
----
----
WN1453
WN2497
06:45
----
----
----
----
----
----
WN2395
WN2019
----
----
----
----
----
06:50
----
WN1279
WN1966
----
----
----
----
----
----
06:50
WN2828
WN2906
----
06:55
06:55
06:55
06:55
----
07:25
WN163
WN463
07:00
----
----
----
----
----
----
WN102
WN1966
----
07:00
07:00
07:00
07:00
----
----
WN933
WN5305
----
----
----
----
----
----
07:15
WN933
WN925
----
----
----
----
----
----
07:15
WN826
WN2564
----
07:20
07:20
07:20
07:20
----
08:20
WN4238
WN3969
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07:20
WN4238
WN4289
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07:20
WN4238
WN2756
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07:20
WN4238
WN3294
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07:20
WN1486
WN3199
----
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----
----
07:40
----
WN805
WN2912
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07:40
07:40
07:40
07:40
----
----
WN805
WN419
----
07:40
07:40
07:40
07:40
----
----
WN997
WN3049
----
07:50
07:50
07:50
07:50
----
----
WN1092
WN2773
10:05
----
----
----
----
07:55
----
WN3813
WN2564
----
----
----
----
----
08:00
----
WN4852
WN925
----
08:00
08:00
08:00
08:00
----
----
WN3157
WN463
08:05
----
----
----
----
----
----
WN3231
WN1383
----
----
----
----
----
----
08:05
WN3157
WN1228
08:05
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----
----
----
----
----
WN3157
WN1155
08:05
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----
----
----
----
----
WN3157
WN197
08:05
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----
----
----
----
----
WN2395
WN737
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08:10
08:10
08:10
08:10
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WN1809
WN2564
08:15
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----
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WN1504
WN1729
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08:20
08:20
08:20
08:20
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WN1092
WN1397
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08:35
08:35
08:35
08:35
----
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WN2318
WN1217
08:45
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WN2318
WN223
08:45
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WN2318
WN2710
08:45
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WN2318
WN3179
08:45
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----
WN2318
WN2497
08:45
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----
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WN615
WN3511
08:45
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----
----
----
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----
WN1645
WN3511
08:50
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----
----
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----
WN990
WN2912
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08:55
08:55
08:55
08:55
----
----
WN2441
WN2912
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----
----
----
----
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08:55
WN2441
WN5843
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----
----
----
----
----
08:55
WN1400
WN463
09:05
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----
----
----
----
----
WN1400
WN1228
09:05
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----
----
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WN1400
WN1155
09:05
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WN1400
WN197
09:05
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WN1688
WN4514
09:20
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WN2756
WN4289
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09:30
WN2756
WN4418
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09:30
WN2756
WN3319
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09:30
WN4392
WN2541
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09:30
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WN1929
WN1413
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09:35
09:35
09:35
09:35
----
----
WN1929
WN2497
----
09:35
09:35
09:35
09:35
----
----
WN2439
WN737
----
09:40
09:40
09:40
09:40
----
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WN823
WN3423
----
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----
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----
----
09:50
WN2105
WN2436
09:50
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----
WN2267
WN3423
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----
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----
09:55
WN1809
WN1452
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----
----
09:55
----
WN4830
WN2749
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----
----
----
----
----
10:00
WN4830
WN3150
----
----
----
----
----
----
10:00
WN1230
WN1228
10:10
----
----
----
----
----
----
WN2996
WN419
----
----
----
----
----
10:10
----
WN2837
WN3150
----
10:20
10:20
10:20
10:20
----
----
WN1928
WN2773
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----
----
----
----
----
10:25
WN4303
WN207
----
10:35
10:35
10:35
10:35
----
----
WN2384
WN2216
10:35
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----
----
----
----
WN4303
WN419
----
10:35
10:35
10:35
10:35
----
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WN4852
WN2054
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----
----
----
----
10:45
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WN1816
WN1167
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10:55
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WN2837
WN3865
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----
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11:05
WN2837
WN3319
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----
----
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11:05
WN1039
WN712
11:10
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----
----
----
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----
WN1252
WN1383
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----
----
----
----
----
11:10
WN747
WN4042
----
----
----
----
----
----
11:30
WN2794
WN3511
11:40
----
----
----
----
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----
WN2295
WN2054
----
----
----
----
----
11:55
----
WN1416
WN207
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12:00
12:00
12:00
12:00
----
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WN1389
WN343
12:10
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----
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WN1389
WN2912
12:10
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WN3902
WN3150
----
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----
----
----
----
12:10
WN1346
WN869
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----
----
----
----
12:10
----
WN1389
WN54
12:10
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----
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WN1704
WN1397
12:20
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WN3768
WN4514
----
----
----
----
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----
12:20
WN4379
WN419
----
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----
----
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12:20
WN3768
WN207
----
----
----
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----
----
12:20
WN4379
WN207
----
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12:20
WN3327
WN1276
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2956
----
12:40
12:40
12:40
12:40
----
----
WN488
WN2054
----
12:40
12:40
12:40
12:40
----
----
WN897
WN2668
----
----
----
----
----
12:45
----
WN2634
WN1167
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----
----
----
----
12:50
----
WN3813
WN4514
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----
----
----
----
----
12:55
WN3215
WN4042
----
----
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13:00
WN1409
WN3078
13:05
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WN2678
WN2461
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----
13:05
----
WN793
WN4514
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13:05
WN3857
WN869
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----
13:05
----
WN4704
WN4155
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----
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13:20
WN4704
WN1397
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----
----
----
----
----
13:20
WN4043
WN443
13:25
----
----
----
----
----
----
WN747
WN1506
----
13:30
13:30
13:30
13:30
----
----
WN2794
WN4514
----
----
----
----
----
13:45
----
WN894
WN3150
----
----
----
----
----
----
13:50
WN894
WN2668
----
----
----
----
----
15:20
13:50
WN255
WN2804
13:55
----
----
----
----
----
----
WN951
WN3423
14:00
----
----
----
----
----
----
WN951
WN3765
14:00
----
----
----
----
----
----
WN951
WN2668
14:00
----
----
----
----
----
----
WN1199
WN4514
----
----
----
----
----
----
14:00
WN951
WN443
14:00
----
----
----
----
----
----
WN2828
WN2364
14:05
----
----
----
----
----
----
WN1714
WN2668
----
----
----
----
----
14:05
----
WN1714
WN2054
----
----
----
----
----
14:05
----
WN946
WN2054
----
14:10
14:10
14:10
14:10
----
----
WN3162
WN712
----
14:25
14:25
14:25
14:25
----
----
WN569
WN2533
14:50
----
----
----
----
----
----
WN2670
WN712
----
----
----
----
----
----
14:55
WN3875
WN2316
----
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----
----
----
----
15:30
WN2837
WN3242
15:55
----
----
----
----
----
----
WN3854
WN4188
----
15:55
15:55
15:55
15:55
----
----
WN2837
WN443
15:55
----
----
----
----
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WN247
WN2533
16:20
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----
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WN4541
WN1966
16:30
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----
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----
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----
WN2010
WN3078
16:40
----
----
----
----
----
----
WN6340
WN3242
16:45
----
----
----
----
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WN1864
WN3765
16:55
----
----
----
----
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WN3719
WN3242
17:35
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----
----
----
----
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SHOW RETURN SCHEDULE
CHECK PRICES FOR SJC - MDW

The timetable & schedule information was updated at 2024-11-19

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