
Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $427 (Mytrip) |
One-way from | $199 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $471 |
Fly from
Fly to
Route
Depart
Return
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Thu 1/7
8:50 am-8:56 am
2 stops23h 06m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Mon 1/18
2:05 pm-11:46 pm
3 stops32h 41m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Sat 12/5
7:16 am-6:01 pm
2 stops9h 45m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Sat 12/12
8:45 pm-8:55 am
2 stops11h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Sun 11/22
8:45 pm-8:50 am
2 stops11h 05m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Thu 12/24
7:16 am-5:44 pm
2 stops9h 28m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Mon 2/15
2:05 pm-12:13 pm
2 stops45h 08m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Tue 11/24
5:00 am-7:23 am
3 stops25h 23m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Sun 11/22
2:32 pm-4:39 pm
1 stop25h 07m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
VancouverChicago
YVR Vancouver Intl - MDW Chicago Midway
YVRMDW
Vancouver Intl
Mon 12/7
8:45 pm-9:37 am
2 stops11h 52m
Chicago Midway
Fri 12/11
12:39 pm-11:57 pm
2 stops12h 18m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
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