
Keep the following information in mind while searching for Alberta to Midway flight deals. Data was last updated October 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $304 (Delta) |
One-way from | $180 (Delta) |
Popular in | November |
Cheapest in | April |
Average price | $339 |
Fly from
Fly to
Route
Depart
Return
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Fri 12/25
8:45 am-5:44 pm
2 stops8h 59m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Tue 3/9
8:45 am-10:10 pm
2 stops13h 25m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Thu 12/10
7:25 am-6:01 pm
2 stops10h 36m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Thu 1/14
8:45 am-10:17 pm
2 stops13h 32m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Sat 12/12
8:45 am-10:54 pm
2 stops14h 09m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Wed 12/9
8:45 am-4:50 pm
1 stop8h 05m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Mon 11/23
8:45 am-4:39 pm
1 stop7h 54m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Thu 1/21
8:45 am-4:53 pm
1 stop8h 08m
Chicago Midway
Sun 1/24
12:44 pm-10:01 pm
1 stop9h 17m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Tue 12/1
8:45 am-4:50 pm
1 stop8h 05m
Chicago Midway
Wed 12/9
12:39 pm-12:21 am
2 stops11h 42m
CalgaryChicago
YYC Calgary - MDW Chicago Midway
YYCMDW
Calgary
Sat 11/21
8:45 am-4:39 pm
1 stop7h 54m
Chicago Midway
Mon 11/30
12:30 pm-9:58 pm
1 stop9h 28m
Everything you need to know about your flight from Alberta to Chicago Midway Airport
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