Airlines with flights from Rochester to Chicago
There are two airlines with scheduled flights between ROC and MDW. Southwest is the only airline with non-stop flights from Greater Rochester International to Midway International Airport and the flight time is 1 hour and 50 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 50 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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19 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
ROC
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3460
08:20
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08:20
08:20
08:25
08:00
WN3823
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08:30
08:30
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WN2693
19:35
19:05
19:05
19:35
19:35
18:30
19:45
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 15m - 4h 04m.
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Sky Team Alliance
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40 flights per week
ROC
Via DTW
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL2495
DL4684
DL4684
06:10
06:10
06:10
06:10
06:10
06:10
06:10
DL5240
DL4688
DL4688
09:55
09:55
09:55
09:55
09:55
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09:55
The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
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Total flight time: 3h 55m - 8h 45m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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76 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
ROC
Via BWI
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4680
WN2794
WN2794
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06:00
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WN4680
WN1139
WN1139
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06:00
06:00
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WN4680
WN4217
WN4217
06:15
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06:15
06:15
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WN3458
WN1539
WN1539
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----
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----
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12:20
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WN3458
WN1107
WN1107
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12:30
12:30
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----
----
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WN3458
WN5047
WN5047
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----
----
----
----
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12:30
WN3458
WN961
WN961
12:55
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12:55
12:55
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WN2877
WN998
WN998
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16:25
16:25
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----
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WN2877
WN999
WN999
----
----
----
----
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17:25
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WN4354
WN999
WN999
17:50
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17:50
17:50
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The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between ROC and MDW. Southwest is the only airline with non-stop flights from Greater Rochester International to Midway International Airport and the flight time is 1 hour and 50 minutes.