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USA
Chicago Midway MDW|KMDW
TIME IS LOCAL
2026
Departures: 170
Destintations: 14
International: 3
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International Flights

Flight Destination Time/Days A/C Type Since Until
ASP
CA AirSprint ASP
503
Canada
YUL
Montreal
C25A
07/15/2026
5E
US Aero 5E BLK
2169
Canada
YUL
Montreal
E35L
06/07/2026
EJA
US NetJets EJA
164
Canada
YYZ
Toronto
GLEX
06/02/2026
HRT
CA Chartright Air HRT
168
Canada
YYZ
Toronto
CL60
07/22/2026
WPK
CA Coywolf Aviation WPK
211
Canada
YYZ
Toronto
PC12
06/06/2026
LXJ
US Flexjet LXJ
224
Canada
YYZ
Toronto
CL35
06/23/2026
HRT
CA Chartright Air HRT
242
Canada
YYZ
Toronto
CL30
07/24/2026
PHX
CA SkyCare PHX
280
Canada
YYZ
Toronto
WW24
07/04/2026
EJA
US NetJets EJA
428
Canada
YYZ
Toronto
E55P
06/07/2026
LXJ
US Flexjet LXJ
461
Canada
YYZ
Toronto
GLF4
06/23/2026
HRT
CA Chartright Air HRT
479
Canada
YYZ
Toronto
C560
07/18/2026
LXJ
US Flexjet LXJ
487
Canada
YYZ
Toronto
GLF4
06/23/2026
ASP
CA AirSprint ASP
489
Canada
YYZ
Toronto
C25B
06/22/2026
ASP
CA AirSprint ASP
503
Canada
YYZ
Toronto
C25A
07/24/2026
SYB
CA Skyservice Business Aviation SYB
522
Canada
YYZ
Toronto
GLEX
07/15/2026 07/24/2026
SX
CA FlyGTA SX TOR
800
Canada
YYZ
Toronto
CL60
07/24/2026
SX
CA FlyGTA SX TOR
801
Canada
YYZ
Toronto
CL60
07/17/2026
ASP
CA AirSprint ASP
814
Canada
YYZ
Toronto
E545
06/07/2026
EJA
US NetJets EJA
888
Canada
YYZ
Toronto
C700
07/28/2026
LF
US Contour Airlines LF VTE
924
Canada
YYZ
Toronto
CRJ2
06/23/2026
EJA
US NetJets EJA
930
Canada
YYZ
Toronto
C68A
07/03/2026
WUP
US Wheels Up WUP
948
Canada
YYZ
Toronto
CL30
07/30/2026
AC
CA Air Canada AC ACA
7032
Canada
YYZ
Toronto
A320
06/23/2026
VJA
US Vista America VJA
302
Canada
YVR
Vancouver
CL30
07/24/2026

Domestic Flights

Flight Destination Time/Days A/C Type Since Until
YEL
US Summit Aviation YEL
9
ATL
Atlanta
E55P
07/16/2026
WN
US Southwest Airlines WN SWA
251
ATL
Atlanta
B38M B738
06/16/2026 07/23/2026
WN
US Southwest Airlines WN SWA
734
ATL
Atlanta
B38M B738
07/03/2026 07/31/2026
EJA
US NetJets EJA
829
ATL
Atlanta
C700
07/19/2026
EJA
US NetJets EJA
833
ATL
Atlanta
C700
06/24/2026
WN
US Southwest Airlines WN SWA
973
ATL
Atlanta
B38M B738
06/14/2026 06/22/2026
WN
US Southwest Airlines WN SWA
973
ATL
Atlanta
B38M
07/13/2026 07/27/2026
DL
US Delta Airlines DL DAL
1063
ATL
Atlanta
A320 B712
06/15/2026 08/01/2026
WN
US Southwest Airlines WN SWA
1257
ATL
Atlanta
B38M
07/05/2026
DL
US Delta Airlines DL DAL
1285
ATL
Atlanta
A319 A320
06/15/2026 07/30/2026
WN
US Southwest Airlines WN SWA
1306
ATL
Atlanta
B38M B738
06/16/2026 07/30/2026
WN
US Southwest Airlines WN SWA
1444
ATL
Atlanta
B38M B738
06/15/2026 07/28/2026
WN
US Southwest Airlines WN SWA
1726
ATL
Atlanta
737
06/14/2026 07/20/2026
DL
US Delta Airlines DL DAL
1728
ATL
Atlanta
A319 A320 B712
06/16/2026 08/01/2026
WN
US Southwest Airlines WN SWA
1779
ATL
Atlanta
737
06/22/2026 07/13/2026
F9
US Frontier Airlines F9 FFT
2144
ATL
Atlanta
A20N A320
06/12/2026 07/28/2026
F9
US Frontier Airlines F9 FFT
2292
ATL
Atlanta
A20N
06/12/2026 07/29/2026
DL
US Delta Airlines DL DAL
2417
ATL
Atlanta
B712
06/19/2026 07/31/2026
WN
US Southwest Airlines WN SWA
3054
ATL
Atlanta
B38M B738
06/12/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4140
ATL
Atlanta
B38M B738
06/13/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4154
ATL
Atlanta
B38M B738
06/12/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4592
ATL
Atlanta
B38M B738
06/12/2026 07/31/2026
WN
US Southwest Airlines WN SWA
4606
ATL
Atlanta
B38M B738
06/12/2026 08/01/2026
DL
US Delta Airlines DL DAL
5555
ATL
Atlanta
CRJ7
07/04/2026
DL
US Delta Airlines DL DAL
8887
ATL
Atlanta
B752
06/30/2026
DL
US Delta Airlines DL DAL
8960
ATL
Atlanta
B752
07/19/2026
DL
US Delta Airlines DL DAL
8964
ATL
Atlanta
B712
07/14/2026
WN
US Southwest Airlines WN SWA
9002
ATL
Atlanta
737
07/08/2026
WUP
US Wheels Up WUP
214
CLT
Charlotte
CL30
07/08/2026
LXJ
US Flexjet LXJ
233
CLT
Charlotte
E55P
07/13/2026
EJA
US NetJets EJA
258
CLT
Charlotte
CL60
07/29/2026
VJA
US Vista America VJA
538
CLT
Charlotte
CL30
06/22/2026
WUP
US Wheels Up WUP
692
CLT
Charlotte
E55P
07/06/2026
WN
US Southwest Airlines WN SWA
2150
CLT
Charlotte
B738
07/05/2026
WN
US Southwest Airlines WN SWA
2749
CLT
Charlotte
Daily
B38M B738
06/11/2026 08/01/2026
WN
US Southwest Airlines WN SWA
2752
CLT
Charlotte
B38M B738
06/14/2026 07/27/2026
WN
US Southwest Airlines WN SWA
3987
CLT
Charlotte
B38M B738
06/16/2026 07/30/2026
WN
US Southwest Airlines WN SWA
4194
CLT
Charlotte
Daily
B38M B738
06/12/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4343
CLT
Charlotte
B38M B738
06/11/2026 08/01/2026
RVJ
US Aircraft Management Group RVJ
100
ORD
Chicago O'Hare
06/24/2026
EJA
US NetJets EJA
278
ORD
Chicago O'Hare
E545
06/22/2026
LXJ
US Flexjet LXJ
476
ORD
Chicago O'Hare
E545
07/07/2026
LXJ
US Flexjet LXJ
508
ORD
Chicago O'Hare
CL35
06/10/2026
EJA
US NetJets EJA
527
ORD
Chicago O'Hare
C68A
06/10/2026
EJA
US NetJets EJA
590
ORD
Chicago O'Hare
C56X
07/28/2026
JRE
US flyExclusive JRE
803
ORD
Chicago O'Hare
C56X
06/22/2026
EJA
US NetJets EJA
843
ORD
Chicago O'Hare
C700
06/30/2026
EJA
US NetJets EJA
855
ORD
Chicago O'Hare
C700
07/10/2026
EJA
US NetJets EJA
937
ORD
Chicago O'Hare
C68A
07/13/2026
EJA
US NetJets EJA
800
DFW
Dallas Fort Worth
07/18/2026
F9
US Frontier Airlines F9 FFT
1887
DFW
Dallas Fort Worth
A20N
07/07/2026 08/01/2026
F9
US Frontier Airlines F9 FFT
2999
DFW
Dallas Fort Worth
A20N A320
06/12/2026 07/31/2026
WN
US Southwest Airlines WN SWA
188
LAX
Los Angeles
Daily
B38M B738
06/10/2026 08/01/2026
LXJ
US Flexjet LXJ
588
LAX
Los Angeles
CL35
07/18/2026
EJA
US NetJets EJA
877
LAX
Los Angeles
C700
07/21/2026
WN
US Southwest Airlines WN SWA
1091
LAX
Los Angeles
B38M
06/14/2026 07/27/2026
WN
US Southwest Airlines WN SWA
1324
LAX
Los Angeles
737
07/05/2026
WN
US Southwest Airlines WN SWA
1325
LAX
Los Angeles
B38M
07/05/2026
5E
US Aero 5E BLK
2321
LAX
Los Angeles
E35L
07/27/2026
WN
US Southwest Airlines WN SWA
2418
LAX
Los Angeles
B38M B738
06/14/2026 07/27/2026
WN
US Southwest Airlines WN SWA
2433
LAX
Los Angeles
Daily
B38M B738
06/09/2026 08/01/2026
WN
US Southwest Airlines WN SWA
3014
LAX
Los Angeles
B38M B738
06/09/2026 07/30/2026
WN
US Southwest Airlines WN SWA
3364
LAX
Los Angeles
Daily
B38M B738
06/10/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4637
LAX
Los Angeles
B38M B738
06/11/2026 08/01/2026
WN
US Southwest Airlines WN SWA
8811
LAX
Los Angeles
737
07/08/2026
WN
US Southwest Airlines WN SWA
8812
LAX
Los Angeles
737
07/08/2026
WN
US Southwest Airlines WN SWA
9011
LAX
Los Angeles
B38M
07/07/2026
EJA
US NetJets EJA
146
MIA
Miami
GLEX
07/07/2026
EJA
US NetJets EJA
263
MIA
Miami
CL60
06/06/2026
EJA
US NetJets EJA
315
MIA
Miami
C680
06/25/2026
EJA
US NetJets EJA
483
MIA
Miami
E55P
06/21/2026
EJA
US NetJets EJA
549
MIA
Miami
C68A
06/19/2026
EJA
US NetJets EJA
744
MIA
Miami
CL35
06/07/2026
EJA
US NetJets EJA
812
MIA
Miami
C700
07/11/2026
EJA
US NetJets EJA
863
MIA
Miami
C700
06/27/2026
EJA
US NetJets EJA
895
MIA
Miami
C700
06/05/2026 06/08/2026
WN
US Southwest Airlines WN SWA
1453
MIA
Miami
B738
06/02/2026
WN
US Southwest Airlines WN SWA
1686
MIA
Miami
B738
06/01/2026 06/03/2026
WN
US Southwest Airlines WN SWA
2206
MIA
Miami
B38M
07/05/2026
WN
US Southwest Airlines WN SWA
2239
MIA
Miami
B38M B738
06/06/2026 07/26/2026
WN
US Southwest Airlines WN SWA
2464
MIA
Miami
B38M B738
06/04/2026 08/01/2026
DL
US Delta Airlines DL DAL
8839
MIA
Miami
B752
06/25/2026
FFL
US ForeFlight FFL
1210
JFK
New York JFK
H25B
07/03/2026
DL
US Delta Airlines DL DAL
8838
JFK
New York JFK
B752
07/27/2026
DL
US Delta Airlines DL DAL
8958
JFK
New York JFK
A319
06/30/2026
DL
US Delta Airlines DL DAL
8963
JFK
New York JFK
B752
06/19/2026
EJA
US NetJets EJA
308
LGA
New York LaGuardia
06/25/2026
WN
US Southwest Airlines WN SWA
347
LGA
New York LaGuardia
737
07/05/2026
WN
US Southwest Airlines WN SWA
360
LGA
New York LaGuardia
B38M
06/07/2026 07/27/2026
EJA
US NetJets EJA
376
LGA
New York LaGuardia
07/09/2026
WN
US Southwest Airlines WN SWA
556
LGA
New York LaGuardia
737
06/05/2026 08/01/2026
LXJ
US Flexjet LXJ
579
LGA
New York LaGuardia
CL35
07/13/2026
EJA
US NetJets EJA
616
LGA
New York LaGuardia
C68A
07/10/2026
KOW
US Baker Aviation KOW
733
LGA
New York LaGuardia
C750
07/11/2026
WN
US Southwest Airlines WN SWA
758
LGA
New York LaGuardia
B38M
06/03/2026
WN
US Southwest Airlines WN SWA
854
LGA
New York LaGuardia
B38M
07/05/2026
WN
US Southwest Airlines WN SWA
1335
LGA
New York LaGuardia
B38M B738
06/10/2026 07/31/2026
WN
US Southwest Airlines WN SWA
1385
LGA
New York LaGuardia
B738
07/06/2026
WN
US Southwest Airlines WN SWA
1573
LGA
New York LaGuardia
B38M B738
06/14/2026 07/27/2026
WN
US Southwest Airlines WN SWA
1592
LGA
New York LaGuardia
B38M B738
06/09/2026 07/30/2026
WN
US Southwest Airlines WN SWA
1598
LGA
New York LaGuardia
B38M
06/13/2026 06/28/2026
WN
US Southwest Airlines WN SWA
1598
LGA
New York LaGuardia
B38M
07/19/2026 07/26/2026
WN
US Southwest Airlines WN SWA
2038
LGA
New York LaGuardia
B38M B738
06/08/2026 08/01/2026
WN
US Southwest Airlines WN SWA
2041
LGA
New York LaGuardia
B38M B738
06/07/2026 07/27/2026
WN
US Southwest Airlines WN SWA
2142
LGA
New York LaGuardia
B38M
06/06/2026 06/28/2026
WN
US Southwest Airlines WN SWA
2142
LGA
New York LaGuardia
B38M B738
07/19/2026 07/26/2026
WN
US Southwest Airlines WN SWA
2289
LGA
New York LaGuardia
B38M B738
06/10/2026 07/31/2026
WN
US Southwest Airlines WN SWA
2705
LGA
New York LaGuardia
737
06/04/2026
WN
US Southwest Airlines WN SWA
2762
LGA
New York LaGuardia
B38M B738
06/08/2026 07/28/2026
WN
US Southwest Airlines WN SWA
2801
LGA
New York LaGuardia
Daily
B38M B738
06/04/2026 08/01/2026
WN
US Southwest Airlines WN SWA
2803
LGA
New York LaGuardia
B38M B738
06/04/2026 07/31/2026
WN
US Southwest Airlines WN SWA
2804
LGA
New York LaGuardia
Daily
B38M B738
06/04/2026 07/31/2026
WN
US Southwest Airlines WN SWA
3294
LGA
New York LaGuardia
B38M
06/03/2026
WN
US Southwest Airlines WN SWA
3295
LGA
New York LaGuardia
B738
06/03/2026
WN
US Southwest Airlines WN SWA
3298
LGA
New York LaGuardia
B38M
06/04/2026
WN
US Southwest Airlines WN SWA
4044
LGA
New York LaGuardia
Daily
B38M B738
06/08/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4120
LGA
New York LaGuardia
B38M B738
06/05/2026 08/01/2026
WN
US Southwest Airlines WN SWA
8501
LGA
New York LaGuardia
B738
07/30/2026
WN
US Southwest Airlines WN SWA
8800
LGA
New York LaGuardia
B738
06/13/2026
WN
US Southwest Airlines WN SWA
8802
LGA
New York LaGuardia
B738
07/06/2026
WN
US Southwest Airlines WN SWA
8807
LGA
New York LaGuardia
B738
07/07/2026
EJA
US NetJets EJA
308
EWR
New York Newark
C680
06/12/2026
EJA
US NetJets EJA
341
EWR
New York Newark
C680
07/20/2026
EJA
US NetJets EJA
687
EWR
New York Newark
C68A
07/01/2026
AXY
MT AirX AXY
2205
EWR
New York Newark
E190
07/14/2026
UA
US United Airlines UA UAL
3777
EWR
New York Newark
B39M
06/15/2026
DL
US Delta Airlines DL DAL
8877
EWR
New York Newark
B752
06/12/2026
DL
US Delta Airlines DL DAL
8879
EWR
New York Newark
B752
07/11/2026
DL
US Delta Airlines DL DAL
8959
EWR
New York Newark
B752
07/30/2026
DL
US Delta Airlines DL DAL
8964
EWR
New York Newark
B752
07/29/2026
LXJ
US Flexjet LXJ
511
SFO
San Francisco
CL35
07/23/2026
LXJ
US Flexjet LXJ
560
SFO
San Francisco
CL35
07/30/2026
EJA
US NetJets EJA
870
SFO
San Francisco
07/23/2026
WN
US Southwest Airlines WN SWA
1446
SFO
San Francisco
B38M
07/05/2026
WN
US Southwest Airlines WN SWA
1546
SFO
San Francisco
B38M B738
06/30/2026 08/01/2026
WN
US Southwest Airlines WN SWA
2793
SFO
San Francisco
B38M B738
07/20/2026 07/27/2026
WN
US Southwest Airlines WN SWA
2886
SFO
San Francisco
B38M
07/12/2026 07/26/2026
WN
US Southwest Airlines WN SWA
2893
SFO
San Francisco
B38M B738
06/30/2026 08/01/2026
WN
US Southwest Airlines WN SWA
636
SEA
Seattle Tacoma
737
07/02/2026 07/31/2026
WN
US Southwest Airlines WN SWA
1155
SEA
Seattle Tacoma
B38M B738
07/06/2026 07/27/2026
WN
US Southwest Airlines WN SWA
1340
SEA
Seattle Tacoma
B38M B738
06/30/2026 07/31/2026
WN
US Southwest Airlines WN SWA
1405
SEA
Seattle Tacoma
737
07/05/2026
WN
US Southwest Airlines WN SWA
1838
SEA
Seattle Tacoma
737
06/30/2026 07/28/2026
WN
US Southwest Airlines WN SWA
1876
SEA
Seattle Tacoma
B38M B738
07/01/2026 07/30/2026
WN
US Southwest Airlines WN SWA
2231
SEA
Seattle Tacoma
B38M B738
07/12/2026 07/26/2026
WN
US Southwest Airlines WN SWA
2890
SEA
Seattle Tacoma
B38M B738
07/01/2026 08/01/2026
WN
US Southwest Airlines WN SWA
4061
SEA
Seattle Tacoma
B38M B738
07/06/2026 07/27/2026
WN
US Southwest Airlines WN SWA
4144
SEA
Seattle Tacoma
737
07/01/2026 08/01/2026
WN
US Southwest Airlines WN SWA
8800
SEA
Seattle Tacoma
737
07/19/2026