Flight Schedules
Last Updated: Thu, 2 May, 2024
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12:50 - 18:15MAF - MDW
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12:50 (MAF)Midland Odessa Regional Airport
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18:15 (MDW)Chicago Midway Airport
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(WN 2753)Boeing 737 700 - 5h 25m
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- Boeing 737 700
Connecting Flights
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19:15 - 20:35+ 1MAF - HOU21:35 - 00:05+ 1HOU - MDW
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19:15 (MAF)Midland Odessa Regional Airport21:35 (HOU)Houston Hobby Airport
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20:35 (HOU)Houston Hobby Airport + 100:05 (MDW)Chicago Midway Airport
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(WN 2678)Boeing 737 700 (WN 3115)Boeing 737 800 - 4h 50m (1h)
- HOU Houston 1h
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05:45 - 07:00MAF - DAL09:10 - 11:30DAL - ORD
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05:45 (MAF)Midland Odessa Regional Airport09:10 (DAL)Dallas/Fort Worth Love Field Airport
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07:00 (DAL)Dallas/Fort Worth Love Field Airport11:30 (ORD)Chicago O'Hare International Airport
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(WN 1377)Boeing 737 700 (WN 4903)Boeing 737 800 - 5h 45m (2h 10m)
- DAL Dallas 2h 10m
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05:45 - 07:00MAF - DAL11:00 - 13:10DAL - MDW
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05:45 (MAF)Midland Odessa Regional Airport11:00 (DAL)Dallas/Fort Worth Love Field Airport
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07:00 (DAL)Dallas/Fort Worth Love Field Airport13:10 (MDW)Chicago Midway Airport
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(WN 1377)Boeing 737 700 (WN 2148)Boeing 737 Max 8 Passenger - 7h 25m (4h)
- DAL Dallas 4h
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06:00 - 07:25MAF - HOU08:35 - 11:10HOU - MDW
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06:00 (MAF)Midland Odessa Regional Airport08:35 (HOU)Houston Hobby Airport
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07:25 (HOU)Houston Hobby Airport11:10 (MDW)Chicago Midway Airport
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(WN 2144)Boeing 737 700 (WN 6128)Boeing 737 700 - 5h 10m (1h 10m)
- HOU Houston 1h 10m
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06:10 - 07:30MAF - HOU11:40 - 14:10HOU - MDW
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06:10 (MAF)Midland Odessa Regional Airport11:40 (HOU)Houston Hobby Airport
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07:30 (HOU)Houston Hobby Airport14:10 (MDW)Chicago Midway Airport
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(WN 2144)Boeing 737 700 (WN 460)Boeing 737 700 - 8h (4h 10m)
- HOU Houston 4h 10m
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- M
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06:10 - 07:30MAF - HOU08:20 - 11:00HOU - MDW
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06:10 (MAF)Midland Odessa Regional Airport08:20 (HOU)Houston Hobby Airport
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07:30 (HOU)Houston Hobby Airport11:00 (MDW)Chicago Midway Airport
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(WN 2144)Boeing 737 700 (WN 6128)Boeing 737 800 - 4h 50m (50m)
- HOU Houston 50m
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06:50 - 08:05MAF - DAL11:55 - 14:10DAL - MDW
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06:50 (MAF)Midland Odessa Regional Airport11:55 (DAL)Dallas/Fort Worth Love Field Airport
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08:05 (DAL)Dallas/Fort Worth Love Field Airport14:10 (MDW)Chicago Midway Airport
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(WN 3459)Boeing 737 700 (WN 473)Boeing 737 800 - 7h 20m (3h 50m)
- DAL Dallas 3h 50m
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06:50 - 08:05MAF - DAL09:05 - 11:20DAL - MDW
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06:50 (MAF)Midland Odessa Regional Airport09:05 (DAL)Dallas/Fort Worth Love Field Airport
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08:05 (DAL)Dallas/Fort Worth Love Field Airport11:20 (MDW)Chicago Midway Airport
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(WN 3459)Boeing 737 700 (WN 2148)Boeing 737 800 - 4h 30m (1h)
- DAL Dallas 1h
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06:50 - 08:05MAF - DAL10:45 - 13:05DAL - ORD
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06:50 (MAF)Midland Odessa Regional Airport10:45 (DAL)Dallas/Fort Worth Love Field Airport
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08:05 (DAL)Dallas/Fort Worth Love Field Airport13:05 (ORD)Chicago O'Hare International Airport
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(WN 3459)Boeing 737 700 (WN 4903)Boeing 737 700 - 6h 15m (2h 40m)
- DAL Dallas 2h 40m
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11:40 - 13:05OMA - MDW06:50 - 08:05MAF - DAL
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11:40 (OMA)Omaha Eppley Airfield Airport06:50 (MAF)Midland Odessa Regional Airport
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13:05 (MDW)Chicago Midway Airport08:05 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 4380)Boeing 737 700 (WN 3459)Boeing 737 700 - 6h 15m (1h 55m)
- MDW Chicago 1h 55m
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07:05 - 07:55MAF - DEN11:30 - 15:00DEN - ORD
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07:05 (MAF)Midland Odessa Regional Airport11:30 (DEN)Denver Intl Airport
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07:55 (DEN)Denver Intl Airport15:00 (ORD)Chicago O'Hare International Airport
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(WN 704)Boeing 737 700 (WN 2315)Boeing 737 800 - 7h 55m (3h 35m)
- DEN Denver 3h 35m
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07:30 - 08:40MAF - DAL09:30 - 13:15DAL - MDW
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07:30 (MAF)Midland Odessa Regional Airport09:30 (DAL)Dallas/Fort Worth Love Field Airport
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08:40 (DAL)Dallas/Fort Worth Love Field Airport13:15 (MDW)Chicago Midway Airport
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(WN 2044)Boeing 737 700 (WN 1381)Boeing 737 700 - 5h 45m (50m)
- DAL Dallas 50m
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07:30 - 08:40MAF - DAL12:40 - 15:00DAL - ORD
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07:30 (MAF)Midland Odessa Regional Airport12:40 (DAL)Dallas/Fort Worth Love Field Airport
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08:40 (DAL)Dallas/Fort Worth Love Field Airport15:00 (ORD)Chicago O'Hare International Airport
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(WN 2044)Boeing 737 700 (WN 4903)Boeing 737 Max 8 Passenger - 7h 30m (4h)
- DAL Dallas 4h
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- S
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07:30 - 08:40MAF - DAL09:40 - 13:45DAL - MDW
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07:30 (MAF)Midland Odessa Regional Airport09:40 (DAL)Dallas/Fort Worth Love Field Airport
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08:40 (DAL)Dallas/Fort Worth Love Field Airport13:45 (MDW)Chicago Midway Airport
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(WN 2044)Boeing 737 700 (WN 5795)Boeing 737 700 - 6h 15m (1h)
- DAL Dallas 1h
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- S
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07:30 - 08:40MAF - DAL11:35 - 13:45DAL - MDW
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07:30 (MAF)Midland Odessa Regional Airport11:35 (DAL)Dallas/Fort Worth Love Field Airport
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08:40 (DAL)Dallas/Fort Worth Love Field Airport13:45 (MDW)Chicago Midway Airport
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(WN 2044)Boeing 737 700 (WN 2148)Boeing 737 Max 8 Passenger - 6h 15m (2h 55m)
- DAL Dallas 2h 55m
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- S
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07:55 - 09:10MAF - DAL12:50 - 15:00DAL - MDW
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07:55 (MAF)Midland Odessa Regional Airport12:50 (DAL)Dallas/Fort Worth Love Field Airport
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09:10 (DAL)Dallas/Fort Worth Love Field Airport15:00 (MDW)Chicago Midway Airport
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(WN 3459)Boeing 737 700 (WN 473)Boeing 737 Max 8 Passenger - 7h 05m (3h 40m)
- DAL Dallas 3h 40m
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12:55 - 14:30BNA - MDW07:55 - 09:10MAF - DAL
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12:55 (BNA)Nashville Airport07:55 (MAF)Midland Odessa Regional Airport
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14:30 (MDW)Chicago Midway Airport09:10 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 5597)Boeing 737 800 (WN 3459)Boeing 737 700 - 6h 35m (2h)
- MDW Chicago 2h
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13:15 - 14:20STL - MDW07:55 - 09:10MAF - DAL
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13:15 (STL)St Louis Lambert Intl Airport07:55 (MAF)Midland Odessa Regional Airport
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14:20 (MDW)Chicago Midway Airport09:10 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 3242)Boeing 737 700 (WN 3459)Boeing 737 700 - 6h 25m (2h 25m)
- MDW Chicago 2h 25m
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09:10 - 10:30MAF - HOU13:35 - 16:00HOU - MDW
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09:10 (MAF)Midland Odessa Regional Airport13:35 (HOU)Houston Hobby Airport
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10:30 (HOU)Houston Hobby Airport16:00 (MDW)Chicago Midway Airport
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(WN 2144)Boeing 737 700 (WN 5388)Boeing 737 700 - 6h 50m (3h 05m)
- HOU Houston 3h 05m
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- S
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15:50 - 16:55STL - MDW10:25 - 11:40MAF - DAL
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15:50 (STL)St Louis Lambert Intl Airport10:25 (MAF)Midland Odessa Regional Airport
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16:55 (MDW)Chicago Midway Airport11:40 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 3242)Boeing 737 700 (WN 2586)Boeing 737 700 - 6h 30m (2h 30m)
- MDW Chicago 2h 30m
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- M
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10:25 - 11:40MAF - DAL12:35 - 14:45DAL - MDW
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10:25 (MAF)Midland Odessa Regional Airport12:35 (DAL)Dallas/Fort Worth Love Field Airport
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11:40 (DAL)Dallas/Fort Worth Love Field Airport14:45 (MDW)Chicago Midway Airport
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(WN 2586)Boeing 737 700 (WN 473)Boeing 737 Max 8 Passenger - 4h 20m (55m)
- DAL Dallas 55m
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- M
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15:10 - 16:30MCI - MDW10:25 - 11:40MAF - DAL
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15:10 (MCI)Kansas City International Airport10:25 (MAF)Midland Odessa Regional Airport
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16:30 (MDW)Chicago Midway Airport11:40 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 3150)Boeing 737 800 (WN 2586)Boeing 737 700 - 6h 05m (2h)
- MDW Chicago 2h
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- M
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10:25 - 11:40MAF - DAL15:45 - 18:10DAL - ORD
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10:25 (MAF)Midland Odessa Regional Airport15:45 (DAL)Dallas/Fort Worth Love Field Airport
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11:40 (DAL)Dallas/Fort Worth Love Field Airport18:10 (ORD)Chicago O'Hare International Airport
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(WN 2586)Boeing 737 700 (WN 3632)Boeing 737 800 - 7h 45m (4h 05m)
- DAL Dallas 4h 05m
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- M
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- T
- F
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10:25 - 11:40MAF - DAL12:35 - 15:00DAL - ORD
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10:25 (MAF)Midland Odessa Regional Airport12:35 (DAL)Dallas/Fort Worth Love Field Airport
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11:40 (DAL)Dallas/Fort Worth Love Field Airport15:00 (ORD)Chicago O'Hare International Airport
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(WN 2586)Boeing 737 700 (WN 5556)Boeing 737 800 - 4h 35m (55m)
- DAL Dallas 55m
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- M
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- T
- F
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10:40 - 11:55MAF - DAL16:30 - 18:40DAL - MDW
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10:40 (MAF)Midland Odessa Regional Airport16:30 (DAL)Dallas/Fort Worth Love Field Airport
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11:55 (DAL)Dallas/Fort Worth Love Field Airport18:40 (MDW)Chicago Midway Airport
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(WN 2586)Boeing 737 700 (WN 973)Boeing 737 Max 8 Passenger - 8h (4h 35m)
- DAL Dallas 4h 35m
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10:40 - 11:55MAF - DAL14:45 - 16:55DAL - MDW
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10:40 (MAF)Midland Odessa Regional Airport14:45 (DAL)Dallas/Fort Worth Love Field Airport
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11:55 (DAL)Dallas/Fort Worth Love Field Airport16:55 (MDW)Chicago Midway Airport
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(WN 2586)Boeing 737 700 (WN 5380)Boeing 737 Max 8 Passenger - 6h 15m (2h 50m)
- DAL Dallas 2h 50m
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10:50 - 12:15MAF - HOU14:15 - 16:40HOU - MDW
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10:50 (MAF)Midland Odessa Regional Airport14:15 (HOU)Houston Hobby Airport
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12:15 (HOU)Houston Hobby Airport16:40 (MDW)Chicago Midway Airport
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(WN 4889)Boeing 737 700 (WN 3970)Boeing 737 700 - 5h 50m (2h)
- HOU Houston 2h
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11:00 - 12:30MAF - HOU14:20 - 16:45HOU - MDW
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11:00 (MAF)Midland Odessa Regional Airport14:20 (HOU)Houston Hobby Airport
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12:30 (HOU)Houston Hobby Airport16:45 (MDW)Chicago Midway Airport
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(WN 4889)Boeing 737 700 (WN 3970)Boeing 737 Max 8 Passenger - 5h 45m (1h 50m)
- HOU Houston 1h 50m
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11:00 - 12:15MAF - DAL14:00 - 16:10DAL - MDW
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11:00 (MAF)Midland Odessa Regional Airport14:00 (DAL)Dallas/Fort Worth Love Field Airport
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12:15 (DAL)Dallas/Fort Worth Love Field Airport16:10 (MDW)Chicago Midway Airport
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(WN 1493)Boeing 737 700 (WN 473)Boeing 737 Max 8 Passenger - 5h 10m (1h 45m)
- DAL Dallas 1h 45m
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- S
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12:35 - 13:35MAF - AUS17:20 - 19:50AUS - MDW
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12:35 (MAF)Midland Odessa Regional Airport17:20 (AUS)Austin-Bergstrom International Airport
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13:35 (AUS)Austin-Bergstrom International Airport19:50 (MDW)Chicago Midway Airport
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(WN 426)Boeing 737 700 (WN 4962)Boeing 737 800 - 7h 15m (3h 45m)
- AUS Austin 3h 45m
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- M
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12:35 - 13:35MAF - AUS15:25 - 18:05AUS - ORD
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12:35 (MAF)Midland Odessa Regional Airport15:25 (AUS)Austin-Bergstrom International Airport
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13:35 (AUS)Austin-Bergstrom International Airport18:05 (ORD)Chicago O'Hare International Airport
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(WN 426)Boeing 737 700 (WN 3621)Boeing 737 700 - 5h 30m (1h 50m)
- AUS Austin 1h 50m
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- M
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- F
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17:35 - 18:40STL - MDW12:55 - 14:10MAF - DAL
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17:35 (STL)St Louis Lambert Intl Airport12:55 (MAF)Midland Odessa Regional Airport
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18:40 (MDW)Chicago Midway Airport14:10 (DAL)Dallas/Fort Worth Love Field Airport
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(WN 5687)Boeing 737 800 (WN 4925)Boeing 737 700 - 5h 45m (1h 45m)
- MDW Chicago 1h 45m
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- M
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- F
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12:55 - 14:10MAF - DAL18:35 - 20:55DAL - ORD
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12:55 (MAF)Midland Odessa Regional Airport18:35 (DAL)Dallas/Fort Worth Love Field Airport
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14:10 (DAL)Dallas/Fort Worth Love Field Airport20:55 (ORD)Chicago O'Hare International Airport
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(WN 4925)Boeing 737 700 (WN 3633)Boeing 737 700 - 8h (4h 25m)
- DAL Dallas 4h 25m
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- M
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- F
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12:55 - 14:10MAF - DAL15:45 - 18:10DAL - ORD
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12:55 (MAF)Midland Odessa Regional Airport15:45 (DAL)Dallas/Fort Worth Love Field Airport
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14:10 (DAL)Dallas/Fort Worth Love Field Airport18:10 (ORD)Chicago O'Hare International Airport
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(WN 4925)Boeing 737 700 (WN 3632)Boeing 737 800 - 5h 15m (1h 35m)
- DAL Dallas 1h 35m
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- M
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- F
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12:55 - 14:10MAF - DAL17:10 - 19:20DAL - MDW
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12:55 (MAF)Midland Odessa Regional Airport17:10 (DAL)Dallas/Fort Worth Love Field Airport
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14:10 (DAL)Dallas/Fort Worth Love Field Airport19:20 (MDW)Chicago Midway Airport
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(WN 4925)Boeing 737 700 (WN 973)Boeing 737 Max 8 Passenger - 6h 25m (3h)
- DAL Dallas 3h
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- M
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- F
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12:55 - 14:10MAF - DAL14:55 - 18:30DAL - MDW
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12:55 (MAF)Midland Odessa Regional Airport14:55 (DAL)Dallas/Fort Worth Love Field Airport
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14:10 (DAL)Dallas/Fort Worth Love Field Airport18:30 (MDW)Chicago Midway Airport
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(WN 4925)Boeing 737 700 (WN 950)Boeing 737 700 - 5h 35m (45m)
- DAL Dallas 45m
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- M
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- F
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13:30 - 14:20MAF - DEN18:05 - 21:30DEN - MDW
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13:30 (MAF)Midland Odessa Regional Airport18:05 (DEN)Denver Intl Airport
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14:20 (DEN)Denver Intl Airport21:30 (MDW)Chicago Midway Airport
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(WN 704)Boeing 737 Max 8 Passenger (WN 1580)Boeing 737 Max 8 Passenger - 8h (3h 45m)
- DEN Denver 3h 45m
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- -
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- S
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13:30 - 14:20MAF - DEN16:30 - 20:00DEN - ORD
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13:30 (MAF)Midland Odessa Regional Airport16:30 (DEN)Denver Intl Airport
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14:20 (DEN)Denver Intl Airport20:00 (ORD)Chicago O'Hare International Airport
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(WN 704)Boeing 737 Max 8 Passenger (WN 1252)Boeing 737 Max 8 Passenger - 6h 30m (2h 10m)
- DEN Denver 2h 10m
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- -
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- -
- -
- -
- -
- S
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18:50 - 20:10MCI - MDW13:30 - 14:20MAF - DEN
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18:50 (MCI)Kansas City International Airport13:30 (MAF)Midland Odessa Regional Airport
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20:10 (MDW)Chicago Midway Airport14:20 (DEN)Denver Intl Airport
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(WN 2051)Boeing 737 Max 8 Passenger (WN 704)Boeing 737 Max 8 Passenger - 6h 40m (1h 55m)
- MDW Chicago 1h 55m
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- S
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13:35 - 14:40MAF - AUS17:05 - 19:40AUS - MDW
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13:35 (MAF)Midland Odessa Regional Airport17:05 (AUS)Austin-Bergstrom International Airport
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14:40 (AUS)Austin-Bergstrom International Airport19:40 (MDW)Chicago Midway Airport
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(WN 426)Boeing 737 700 (WN 4962)Boeing 737 700 - 6h 05m (2h 25m)
- AUS Austin 2h 25m
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13:35 - 14:40MAF - AUS15:25 - 18:05AUS - ORD
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13:35 (MAF)Midland Odessa Regional Airport15:25 (AUS)Austin-Bergstrom International Airport
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14:40 (AUS)Austin-Bergstrom International Airport18:05 (ORD)Chicago O'Hare International Airport
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(WN 426)Boeing 737 700 (WN 3621)Boeing 737 Max 8 Passenger - 4h 30m (45m)
- AUS Austin 45m
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13:45 - 14:55MAF - AUS17:15 - 19:50AUS - MDW
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13:45 (MAF)Midland Odessa Regional Airport17:15 (AUS)Austin-Bergstrom International Airport
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14:55 (AUS)Austin-Bergstrom International Airport19:50 (MDW)Chicago Midway Airport
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(WN 426)Boeing 737 700 (WN 4962)Boeing 737 800 - 6h 05m (2h 20m)
- AUS Austin 2h 20m
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- S
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14:20 - 17:45MAF - MCI18:55 - 20:15MCI - MDW
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14:20 (MAF)Midland Odessa Regional Airport18:55 (MCI)Kansas City International Airport
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17:45 (MCI)Kansas City International Airport20:15 (MDW)Chicago Midway Airport
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(WN 1705)Boeing 737 700 (WN 2051)Boeing 737 800 - 5h 55m (1h 10m)
- MCI Kansas City 1h 10m
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- -
- -
- -
- -
- -
- S
- -
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14:20 - 15:35MAF - DAL17:40 - 20:00DAL - ORD
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14:20 (MAF)Midland Odessa Regional Airport17:40 (DAL)Dallas/Fort Worth Love Field Airport
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15:35 (DAL)Dallas/Fort Worth Love Field Airport20:00 (ORD)Chicago O'Hare International Airport
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(WN 1705)Boeing 737 700 (WN 3633)Boeing 737 700 - 5h 40m (2h 05m)
- DAL Dallas 2h 05m
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- -
- -
- -
- -
- -
- S
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14:20 - 15:35MAF - DAL18:50 - 20:55DAL - MDW
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14:20 (MAF)Midland Odessa Regional Airport18:50 (DAL)Dallas/Fort Worth Love Field Airport
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15:35 (DAL)Dallas/Fort Worth Love Field Airport20:55 (MDW)Chicago Midway Airport
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(WN 1705)Boeing 737 700 (WN 2885)Boeing 737 800 - 6h 35m (3h 15m)
- DAL Dallas 3h 15m
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- -
- -
- -
- -
- -
- S
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14:40 - 16:10MAF - HOU20:10 - 22:40HOU - MDW
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14:40 (MAF)Midland Odessa Regional Airport20:10 (HOU)Houston Hobby Airport
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16:10 (HOU)Houston Hobby Airport22:40 (MDW)Chicago Midway Airport
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(WN 1748)Boeing 737 Max 8 Passenger (WN 3115)Boeing 737 700 - 8h (4h)
- HOU Houston 4h
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- -
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- W
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- -
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14:40 - 16:10MAF - HOU16:55 - 19:30HOU - MDW
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14:40 (MAF)Midland Odessa Regional Airport16:55 (HOU)Houston Hobby Airport
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16:10 (HOU)Houston Hobby Airport19:30 (MDW)Chicago Midway Airport
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(WN 1748)Boeing 737 Max 8 Passenger (WN 3114)Boeing 737 Max 8 Passenger - 4h 50m (45m)
- HOU Houston 45m
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- -
- T
- W
- -
- -
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- -
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15:05 - 16:25MAF - DAL19:00 - 21:10DAL - MDW
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15:05 (MAF)Midland Odessa Regional Airport19:00 (DAL)Dallas/Fort Worth Love Field Airport
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16:25 (DAL)Dallas/Fort Worth Love Field Airport21:10 (MDW)Chicago Midway Airport
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(WN 2044)Boeing 737 700 (WN 2885)Boeing 737 Max 8 Passenger - 6h 05m (2h 35m)
- DAL Dallas 2h 35m
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- F
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15:05 - 16:25MAF - DAL17:10 - 19:20DAL - MDW
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15:05 (MAF)Midland Odessa Regional Airport17:10 (DAL)Dallas/Fort Worth Love Field Airport
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16:25 (DAL)Dallas/Fort Worth Love Field Airport19:20 (MDW)Chicago Midway Airport
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(WN 2044)Boeing 737 700 (WN 973)Boeing 737 Max 8 Passenger - 4h 15m (45m)
- DAL Dallas 45m
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15:05 - 16:25MAF - DAL18:35 - 20:55DAL - ORD
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15:05 (MAF)Midland Odessa Regional Airport18:35 (DAL)Dallas/Fort Worth Love Field Airport
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16:25 (DAL)Dallas/Fort Worth Love Field Airport20:55 (ORD)Chicago O'Hare International Airport
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(WN 2044)Boeing 737 700 (WN 3633)Boeing 737 700 - 5h 50m (2h 10m)
- DAL Dallas 2h 10m
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- M
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- F
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What’s the fastest flight time from Odessa to Chicago?
The fastest flight time for direct flights from Odessa to Chicago is 5 hours 25 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from Odessa?
The flight distance between Odessa and Chicago is 1717km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:45. The last flight of the day departs at 19:15. See the full list of flight times on Wego.
How many airlines offer direct flights from Odessa to Chicago?
There are 1 airlines that offer direct flights from Odessa to Chicago. Find out the list of airlines on Wego.
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