Airlines with flights from Tucson to Chicago
There are two airlines with scheduled flights between TUS and MDW. Southwest is the only airline with non-stop flights from Tucson International to Midway International Airport and the flight time is 3 hours and 15 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 3 hours and 15 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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2 flights per week
TUS
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-22
Via Denver with Southwest Airlines
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Total flight time: 4h 50m - 9h 05m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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167 flights per week
TUS
Via DEN
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
WN4059
WN755
WN755
06:10
06:40
06:40
06:10
06:10
06:15
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WN2837
WN755
WN755
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06:30
WN519
WN556
WN556
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09:30
WN519
WN1228
WN1228
09:35
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09:35
09:35
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WN519
WN1603
WN1603
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09:45
09:45
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----
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WN1599
WN223
WN223
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----
----
----
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14:35
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WN1599
WN1614
WN1614
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14:50
14:50
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15:00
WN1599
WN1615
WN1615
15:15
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15:15
15:15
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The timetable & schedule information was updated at 2026-04-22
Via Phoenix with Southwest Airlines
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Total flight time: 4h 50m - 9h 55m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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23 flights per week
TUS
Via PHX
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
WN2661
WN1677
WN1677
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----
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05:40
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WN3893
WN4470
WN4470
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05:40
05:40
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----
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----
WN478
WN284
WN284
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----
----
----
----
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07:10
WN1467
WN4066
WN4066
07:20
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07:20
07:20
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WN2782
WN2521
WN2521
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16:55
16:55
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----
----
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The timetable & schedule information was updated at 2026-04-22
Via Dallas with Southwest Airlines
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Total flight time: 5h 05m - 8h 20m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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42 flights per week
TUS
Via DAL
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
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-22
Via Las Vegas with Southwest Airlines
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Total flight time: 5h 50m - 10h 05m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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136 flights per week
TUS
Via LAS
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
WN1029
WN2271
WN2271
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05:15
WN2048
WN1535
WN1535
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05:15
05:15
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----
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WN2310
WN4506
WN4506
05:45
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05:45
05:45
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WN860
WN1276
WN1276
06:45
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06:45
06:45
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WN1097
WN1782
WN1782
10:45
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10:45
10:45
09:40
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WN2782
WN3200
WN3200
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----
----
----
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16:45
WN2782
WN2276
WN2276
20:00
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20:00
20:00
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The timetable & schedule information was updated at 2026-04-22

There are two airlines with scheduled flights between TUS and MDW. Southwest is the only airline with non-stop flights from Tucson International to Midway International Airport and the flight time is 3 hours and 15 minutes.
Via Atlanta with Delta