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USA
Airport Chicago Midway MDW|KMDW TIME IS LOCAL
2026
Departures: 167
Destintations: 14
International: 2
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International Flights

Flight Destination Time/Days A/C Type Since Until
PJC
US Private Jet Center PJC
35
Canada
YUL
Montreal
10/22/2026
EJA
US NetJets EJA
257
Canada
YUL
Montreal
CL60
10/06/2026
LXJ
US Flexjet LXJ
379
Canada
YUL
Montreal
10/24/2026
EJA
US NetJets EJA
823
Canada
YUL
Montreal
C700
10/06/2026
EJA
US NetJets EJA
943
Canada
YUL
Montreal
10/14/2026
KOW
US Baker Aviation KOW
51
Canada
YYZ
Toronto Pearson
10/10/2026
EJA
US NetJets EJA
216
Canada
YYZ
Toronto Pearson
10/16/2026
LXJ
US Flexjet LXJ
328
Canada
YYZ
Toronto Pearson
10/28/2026
LXJ
US Flexjet LXJ
444
Canada
YYZ
Toronto Pearson
E545
10/24/2026
ASP
CA AirSprint ASP
503
Canada
YYZ
Toronto Pearson
C25A
10/02/2026
EJA
US NetJets EJA
824
Canada
YYZ
Toronto Pearson
10/22/2026
ASP
CA AirSprint ASP
875
Canada
YYZ
Toronto Pearson
E545
10/02/2026
ASP
CA AirSprint ASP
875
Canada
YYZ
Toronto Pearson
10/20/2026

Domestic Flights

Flight Destination Time/Days A/C Type Since Until
WN
US Southwest Airlines WN SWA
2
ATL
Atlanta
B38M
10/11/2026 10/25/2026
WN
US Southwest Airlines WN SWA
209
ATL
Atlanta
737
10/04/2026 10/25/2026
WN
US Southwest Airlines WN SWA
223
ATL
Atlanta
B38M
10/01/2026 10/31/2026
DL
US Delta Airlines DL DAL
1063
ATL
Atlanta
A320 B712
06/15/2026 10/31/2026
WN
US Southwest Airlines WN SWA
1207
ATL
Atlanta
737
10/04/2026 10/26/2026
DL
US Delta Airlines DL DAL
1285
ATL
Atlanta
A319 A320
06/15/2026 10/29/2026
WN
US Southwest Airlines WN SWA
1578
ATL
Atlanta
B38M
10/08/2026 10/15/2026
DL
US Delta Airlines DL DAL
1728
ATL
Atlanta
A319 A320 B712
06/16/2026 10/31/2026
WN
US Southwest Airlines WN SWA
1749
ATL
Atlanta
B38M B738
10/06/2026 10/29/2026
WN
US Southwest Airlines WN SWA
1837
ATL
Atlanta
737
10/01/2026 10/30/2026
WN
US Southwest Airlines WN SWA
2118
ATL
Atlanta
737
10/06/2026 10/27/2026
F9
US Frontier Airlines F9 FFT
2144
ATL
Atlanta
A20N A320
06/12/2026 10/31/2026
F9
US Frontier Airlines F9 FFT
2292
ATL
Atlanta
A20N A320
06/12/2026 10/30/2026
WN
US Southwest Airlines WN SWA
2412
ATL
Atlanta
737
10/03/2026 10/31/2026
DL
US Delta Airlines DL DAL
2417
ATL
Atlanta
A319 A320 B712
06/19/2026 10/31/2026
WN
US Southwest Airlines WN SWA
2825
ATL
Atlanta
B38M B738
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
2826
ATL
Atlanta
B38M B738
10/03/2026 10/30/2026
WN
US Southwest Airlines WN SWA
2827
ATL
Atlanta
B38M B738
10/04/2026 10/26/2026
WN
US Southwest Airlines WN SWA
3274
ATL
Atlanta
10/20/2026
WN
US Southwest Airlines WN SWA
3549
ATL
Atlanta
737
10/03/2026 10/25/2026
WN
US Southwest Airlines WN SWA
4412
ATL
Atlanta
10/27/2026
WN
US Southwest Airlines WN SWA
4417
ATL
Atlanta
B38M B738
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
4678
ATL
Atlanta
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
5102
ATL
Atlanta
10/17/2026
WN
US Southwest Airlines WN SWA
8504
ATL
Atlanta
10/23/2026
EJA
US NetJets EJA
138
CLT
Charlotte
10/30/2026
LXJ
US Flexjet LXJ
436
CLT
Charlotte
10/13/2026
WN
US Southwest Airlines WN SWA
467
CLT
Charlotte
B38M
10/05/2026 10/26/2026
EJA
US NetJets EJA
548
CLT
Charlotte
10/26/2026
JRE
US flyExclusive JRE
840
CLT
Charlotte
C56X
10/22/2026 10/23/2026
EJA
US NetJets EJA
950
CLT
Charlotte
10/13/2026
WN
US Southwest Airlines WN SWA
2010
CLT
Charlotte
737
10/06/2026 10/28/2026
WN
US Southwest Airlines WN SWA
3106
CLT
Charlotte
737
10/04/2026 10/25/2026
WN
US Southwest Airlines WN SWA
3671
CLT
Charlotte
B38M
10/03/2026 10/25/2026
WN
US Southwest Airlines WN SWA
4247
CLT
Charlotte
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
4497
CLT
Charlotte
B38M B738
10/01/2026 10/30/2026
WN
US Southwest Airlines WN SWA
4904
CLT
Charlotte
B38M B738
10/03/2026 10/31/2026
DL
US Delta Airlines DL DAL
8945
CLT
Charlotte
10/26/2026
EJA
US NetJets EJA
195
ORD
Chicago O'Hare
10/12/2026
EJA
US NetJets EJA
245
ORD
Chicago O'Hare
10/22/2026
EJA
US NetJets EJA
284
ORD
Chicago O'Hare
E545
10/08/2026
LXJ
US Flexjet LXJ
335
ORD
Chicago O'Hare
E545
10/19/2026
LXJ
US Flexjet LXJ
379
ORD
Chicago O'Hare
10/30/2026
LXJ
US Flexjet LXJ
420
ORD
Chicago O'Hare
10/26/2026
ASP
CA AirSprint ASP
554
ORD
Chicago O'Hare
10/21/2026
LXJ
US Flexjet LXJ
558
ORD
Chicago O'Hare
10/11/2026
LXJ
US Flexjet LXJ
578
ORD
Chicago O'Hare
CL35
10/08/2026
EJA
US NetJets EJA
842
ORD
Chicago O'Hare
10/21/2026
EJA
US NetJets EJA
993
ORD
Chicago O'Hare
C68A
10/07/2026
UA
US United Airlines UA UAL
3753
ORD
Chicago O'Hare
B739
10/07/2026
UA
US United Airlines UA UAL
3755
ORD
Chicago O'Hare
B739
10/07/2026
UA
US United Airlines UA UAL
3757
ORD
Chicago O'Hare
B739
10/07/2026
UA
US United Airlines UA UAL
3765
ORD
Chicago O'Hare
B39M
10/11/2026 10/12/2026
UA
US United Airlines UA UAL
3766
ORD
Chicago O'Hare
B39M
10/11/2026 10/12/2026
LXJ
US Flexjet LXJ
392
DFW
Dallas
10/16/2026
EJA
US NetJets EJA
575
DFW
Dallas
10/29/2026
EJA
US NetJets EJA
844
DFW
Dallas
10/14/2026
F9
US Frontier Airlines F9 FFT
2999
DFW
Dallas
A20N A320
09/14/2026 10/31/2026
LXJ
US Flexjet LXJ
322
IAH
Houston
10/09/2026
WN
US Southwest Airlines WN SWA
196
LAX
Los Angeles
B38M
10/04/2026 10/25/2026
WN
US Southwest Airlines WN SWA
246
LAX
Los Angeles
B38M B738
10/05/2026 10/27/2026
EJM
US Executive Jet Management EJM
450
LAX
Los Angeles
10/17/2026
WN
US Southwest Airlines WN SWA
673
LAX
Los Angeles
B38M
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
969
LAX
Los Angeles
737
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
997
LAX
Los Angeles
B38M B738
08/07/2026 10/02/2026
WN
US Southwest Airlines WN SWA
1572
LAX
Los Angeles
B38M
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
1660
LAX
Los Angeles
B38M B738
10/06/2026 10/27/2026
WN
US Southwest Airlines WN SWA
1726
LAX
Los Angeles
B38M
10/03/2026 10/31/2026
WN
US Southwest Airlines WN SWA
1749
LAX
Los Angeles
B38M B738
10/02/2026 10/31/2026
WN
US Southwest Airlines WN SWA
1908
LAX
Los Angeles
B38M B738
10/02/2026 10/31/2026
WN
US Southwest Airlines WN SWA
2743
LAX
Los Angeles
B38M B738
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
2904
LAX
Los Angeles
B38M B738
10/08/2026 10/30/2026
WN
US Southwest Airlines WN SWA
2966
LAX
Los Angeles
B38M B738
10/03/2026 10/31/2026
WN
US Southwest Airlines WN SWA
4324
LAX
Los Angeles
B38M B738
10/06/2026 10/29/2026
WN
US Southwest Airlines WN SWA
4743
LAX
Los Angeles
Daily
B38M B738
08/06/2026 10/02/2026
DL
US Delta Airlines DL DAL
8948
LAX
Los Angeles
B752
10/28/2026 10/29/2026
COL
US SC Aviation COL
120
MIA
Miami
CL35
10/02/2026
WN
US Southwest Airlines WN SWA
198
MIA
Miami
B38M B738
10/04/2026 10/25/2026
EJA
US NetJets EJA
242
MIA
Miami
CL60
10/08/2026
LXJ
US Flexjet LXJ
264
MIA
Miami
E545
10/02/2026
LXJ
US Flexjet LXJ
270
MIA
Miami
E545
10/05/2026
EJA
US NetJets EJA
603
MIA
Miami
10/18/2026
EJA
US NetJets EJA
700
MIA
Miami
10/07/2026 10/08/2026
EJA
US NetJets EJA
710
MIA
Miami
10/13/2026
WN
US Southwest Airlines WN SWA
2119
MIA
Miami
B38M B738
10/02/2026 10/31/2026
WN
US Southwest Airlines WN SWA
2198
MIA
Miami
B38M B738
10/04/2026 10/26/2026
WN
US Southwest Airlines WN SWA
2929
MIA
Miami
B38M
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
147
LGA
New York LaGuardia
B38M B738
10/02/2026 10/30/2026
WN
US Southwest Airlines WN SWA
241
LGA
New York LaGuardia
B38M B738
10/02/2026 10/30/2026
WN
US Southwest Airlines WN SWA
309
LGA
New York LaGuardia
B38M B738
10/03/2026 10/31/2026
LXJ
US Flexjet LXJ
321
LGA
New York LaGuardia
E545
10/02/2026
LXJ
US Flexjet LXJ
414
LGA
New York LaGuardia
E545
10/02/2026
LXJ
US Flexjet LXJ
445
LGA
New York LaGuardia
E545
10/10/2026
EJA
US NetJets EJA
524
EWR
New York Newark
C68A
10/12/2026
LXJ
US Flexjet LXJ
558
EWR
New York Newark
10/10/2026
EJA
US NetJets EJA
561
LGA
New York LaGuardia
10/11/2026
WN
US Southwest Airlines WN SWA
575
LGA
New York LaGuardia
B38M
10/06/2026 10/27/2026
WN
US Southwest Airlines WN SWA
661
LGA
New York LaGuardia
B38M B738
10/06/2026 10/26/2026
WN
US Southwest Airlines WN SWA
995
LGA
New York LaGuardia
737
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
1162
LGA
New York LaGuardia
B38M B738
10/08/2026 10/30/2026
WN
US Southwest Airlines WN SWA
1277
LGA
New York LaGuardia
B38M B738
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
1582
LGA
New York LaGuardia
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
1837
LGA
New York LaGuardia
B38M
10/14/2026 10/29/2026
WN
US Southwest Airlines WN SWA
1895
LGA
New York LaGuardia
B38M
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
2688
LGA
New York LaGuardia
737
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
2745
LGA
New York LaGuardia
B38M B738
10/03/2026 10/31/2026
WN
US Southwest Airlines WN SWA
2905
LGA
New York LaGuardia
Daily
B38M B738
10/01/2026 10/31/2026
WN
US Southwest Airlines WN SWA
2906
LGA
New York LaGuardia
B38M B738
10/02/2026 10/30/2026
WN
US Southwest Airlines WN SWA
2908
LGA
New York LaGuardia
B38M B738
10/04/2026 10/26/2026
WN
US Southwest Airlines WN SWA
3337
LGA
New York LaGuardia
B38M B738
10/02/2026 10/31/2026
WN
US Southwest Airlines WN SWA
3564
LGA
New York LaGuardia
B38M B738
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
3737
LGA
New York LaGuardia
B738
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
4236
LGA
New York LaGuardia
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
8808
LGA
New York LaGuardia
10/10/2026
EJA
US NetJets EJA
138
SFO
San Francisco
GL5T
10/08/2026
EJA
US NetJets EJA
251
SFO
San Francisco
CL60
10/02/2026
EJA
US NetJets EJA
535
SFO
San Francisco
C68A
10/12/2026 10/13/2026
LXJ
US Flexjet LXJ
546
SFO
San Francisco
10/17/2026
EJA
US NetJets EJA
781
SFO
San Francisco
CL35
10/08/2026
WN
US Southwest Airlines WN SWA
2199
SFO
San Francisco
B38M B738
10/06/2026 10/27/2026
WN
US Southwest Airlines WN SWA
4327
SFO
San Francisco
B38M B738
10/03/2026 10/31/2026
WN
US Southwest Airlines WN SWA
4367
SFO
San Francisco
Daily
B38M B738
10/02/2026 10/31/2026
WN
US Southwest Airlines WN SWA
4984
SFO
San Francisco
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
647
SEA
Seattle
B38M B738
10/03/2026 10/31/2026
WN
US Southwest Airlines WN SWA
1186
SEA
Seattle
737
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
1987
SEA
Seattle
B38M B738
10/04/2026 10/25/2026
WN
US Southwest Airlines WN SWA
2826
SEA
Seattle
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
2827
SEA
Seattle
Daily
B38M B738
08/06/2026 10/02/2026
WN
US Southwest Airlines WN SWA
2979
SEA
Seattle
B38M B738
10/07/2026 10/29/2026
WN
US Southwest Airlines WN SWA
3657
SEA
Seattle
B38M
10/05/2026 10/26/2026
WN
US Southwest Airlines WN SWA
4366
SEA
Seattle
B38M
10/06/2026 10/27/2026
N2
NG Aero Contractors N2 NIG
20
IAD
Washington Dulles
C25C
10/09/2026 10/10/2026
TWY
US Solairus Aviation TWY
202
IAD
Washington Dulles
GLEX
10/14/2026 10/17/2026
LXJ
US Flexjet LXJ
262
IAD
Washington Dulles
10/19/2026
LXJ
US Flexjet LXJ
335
IAD
Washington Dulles
E545
10/03/2026 10/04/2026
LXJ
US Flexjet LXJ
337
IAD
Washington Dulles
E545
10/21/2026 10/22/2026
LXJ
US Flexjet LXJ
411
IAD
Washington Dulles
10/23/2026
LXJ
US Flexjet LXJ
422
IAD
Washington Dulles
E545
10/03/2026 10/04/2026
LXJ
US Flexjet LXJ
468
IAD
Washington Dulles
GLF4
10/23/2026 10/24/2026
EJA
US NetJets EJA
474
IAD
Washington Dulles
E55P
10/20/2026 10/21/2026
EJA
US NetJets EJA
501
IAD
Washington Dulles
10/16/2026
VJA
US Vista America VJA
546
IAD
Washington Dulles
CL30
10/26/2026 10/27/2026
EJA
US NetJets EJA
552
IAD
Washington Dulles
10/17/2026
LXJ
US Flexjet LXJ
567
IAD
Washington Dulles
10/25/2026
LXJ
US Flexjet LXJ
574
IAD
Washington Dulles
CL35
10/08/2026
LXJ
US Flexjet LXJ
578
IAD
Washington Dulles
CL35
10/08/2026 10/13/2026
EJA
US NetJets EJA
637
IAD
Washington Dulles
C68A
10/21/2026
LXJ
US Flexjet LXJ
664
IAD
Washington Dulles
GLF6
10/22/2026 10/23/2026
EJA
US NetJets EJA
762
IAD
Washington Dulles
C700
10/13/2026 10/14/2026
JRE
US flyExclusive JRE
809
IAD
Washington Dulles
10/28/2026
EJA
US NetJets EJA
819
IAD
Washington Dulles
C700
10/14/2026 10/15/2026
EJA
US NetJets EJA
856
IAD
Washington Dulles
10/30/2026
EJA
US NetJets EJA
860
IAD
Washington Dulles
C700
10/22/2026
EJA
US NetJets EJA
897
IAD
Washington Dulles
C700
10/06/2026
WN
US Southwest Airlines WN SWA
8026
IAD
Washington Dulles
10/28/2026