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Departure
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| Flight | To | Terminal | Departure | expected | A/C | Info | Status | |||
| MDW 1216 | Boston (BOS) | T1 | 22:50 | 752 | NOW BOARDING | |||||
| MDW 2008 | Dallas (DFW) | T1 | 23:05 | 752 | ||||||
| MDW 2300 | Detroit (DTW) | T1 | 00:10 | 141 | ||||||
| MDW 6000 | Toronto Pearson (YYZ) | T1 | 00:35 | 733 | ||||||
| MDW 2100 | Columbus (CMH) | T1 | 02:30 | 141 | ||||||
| CRB 2 | Baltimore (BWI) | T1 | 02:45 | M81 | ||||||
| MDW 3250 | Omaha (OMA) | T1 | 03:40 | 141 | ||||||
| MDW 3100 | St. Louis (STL) | T1 | 03:40 | 141 | ||||||
| ECA 35 | Philadelphia (PHL) | T1 | 03:40 | M81 | ||||||
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SAR 2097 | Detroit (DTW) | T1 | 04:25 | M82 | ||||
| SE 96 | Boston (BOS) | T1 | 04:50 | M82 | ||||||
| MDW 1004 | Houston (IAH) | T1 | 04:55 | 752 | ||||||
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SAR 1034 | Charlotte (CLT) | T1 | 05:00 | 73S | ||||
| MB 70 | Denver (DEN) | T1 | 05:03 | 752 | ||||||
| MDW 1300 | Washington (IAD) | T1 | 05:05 | 752 | ||||||
| MDW 1900 | Miami International (MIA) | T1 | 05:05 | 752 | ||||||
| MDW 1000 | New York (JFK) | T1 | 05:15 | 752 | ||||||
| MDW 1422 | Raleigh/Durham (RDU) | T1 | 05:25 | 733 | ||||||
| MDW 1810 | Atlanta (ATL) | T1 | 05:30 | 752 | ||||||
| MDW 3002 | Minneapolis/St. Paul (MSP) | T1 | 06:10 | 733 | ||||||