Airlines with flights from Richmond to Chicago
There are two airlines with scheduled flights between RIC and MDW. Southwest is the only airline with non-stop flights from Richmond International to Midway International Airport and the flight time is 2 hours.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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12 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RIC
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
WN1102
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07:25
07:25
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WN3252
07:25
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07:25
07:25
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08:00
WN781
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07:35
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WN3341
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----
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----
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18:35
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WN3049
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----
----
----
----
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19:30
WN3441
19:45
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19:45
19:45
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----
The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
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Total flight time: 3h 35m - 6h 50m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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71 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RIC
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
WN3438
WN1139
WN1139
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06:10
06:10
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----
----
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WN3438
WN4217
WN4217
06:15
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06:15
06:15
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WN3438
WN2794
WN2794
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----
----
----
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06:30
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WN1693
WN998
WN998
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16:55
16:55
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----
----
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WN761
WN999
WN999
----
----
----
----
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17:35
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WN3049
WN999
WN999
18:10
----
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18:10
18:10
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The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 42m - 6h 26m.
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Sky Team Alliance
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21 flights per week
RIC
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
DL5453
DL4684
DL4684
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL5167
DL4677
DL4677
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----
----
----
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12:40
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The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
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Total flight time: 4h 05m - 7h 25m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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40 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RIC
Via BNA
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
WN705
WN2241
WN2241
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12:20
12:20
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----
----
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WN705
WN478
WN478
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----
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----
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12:40
WN2546
WN578
WN578
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21:10
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
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Total flight time: 4h 27m - 6h 44m.
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Sky Team Alliance
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187 flights per week
RIC
Via ATL
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
DL1460
DL1063
DL1063
05:45
05:45
05:45
05:45
05:45
05:45
05:45
DL1402
DL2417
DL2417
06:55
06:55
06:55
06:55
06:55
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06:55
DL1415
DL2417
DL2417
08:05
08:05
08:05
08:05
08:05
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08:05
DL2650
DL2417
DL2417
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----
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11:17
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DL3152
DL1076
DL1076
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----
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16:50
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DL1214
DL1076
DL1076
17:43
17:43
17:43
17:43
17:43
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The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between RIC and MDW. Southwest is the only airline with non-stop flights from Richmond International to Midway International Airport and the flight time is 2 hours.