When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 58 days in advance, which can save you up to 139% on flights from Vancouver to Chicago Midway Airport compared to booking the week you need them. Waiting 58 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 439. For sooner than that we have options available in the next 3 days from C$ 864.
Our data shows that January tends to be the cheapest month to fly to Chicago Midway Airport from Vancouver. Users have commonly found prices around C$ 698 for the month, but tickets can be as low as C$ 390. Due to multiple factors, prepare for potentially higher prices in May.
When flying from Vancouver to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
C$ 337 - C$ 895
Route
Depart
Return
Price
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Mon 13/5
1 stop18h 36m
Chicago Midway
Tue 14/5
1 stop24h 36m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Tue 14/5
1 stop13h 14m
Chicago Midway
Wed 15/5
1 stop24h 36m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Mon 13/5
1 stop18h 36m
Chicago Midway
Wed 15/5
1 stop24h 36m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Tue 14/5
1 stop13h 14m
Chicago Midway
Wed 15/5
2 stops18h 05m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Mon 13/5
1 stop18h 36m
Chicago Midway
Wed 15/5
2 stops18h 05m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Mon 20/5
1 stop8h 57m
Chicago Midway
Wed 29/5
1 stop15h 06m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Sat 12/10
1 stop9h 35m
Chicago Midway
Tue 15/10
1 stop8h 27m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Sat 12/10
1 stop9h 35m
Chicago Midway
Tue 15/10
2 stops9h 17m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Tue 21/5
2 stops12h 07m
Chicago Midway
Wed 22/5
2 stops12h 10m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
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