Travellers have found it’s best to book a flight 27 days in advance to save up to 78% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 27 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Canada to Chicago Midway Airport 1-2 weeks in advance for as low as C$ 492, or C$ 669 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Canada in January are about C$ 400 on average during January, but can be found for as low as C$ 244.
When flying from Canada 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$ 310 - C$ 398
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Mon 13/5
Nonstop1h 47m
Chicago Midway
Fri 17/5
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Tue 14/5
Nonstop1h 47m
Chicago Midway
Thu 16/5
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Sun 19/5
Nonstop1h 47m
Chicago Midway
Sun 26/5
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 30/5
Nonstop1h 47m
Chicago Midway
Wed 5/6
Nonstop1h 42m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 24/5
1 stop4h 02m
Chicago Midway
Fri 31/5
1 stop6h 37m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 18/5
1 stop5h 25m
Chicago Midway
Wed 22/5
1 stop6h 37m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Fri 3/5
1 stop27h 14m
Chicago Midway
Wed 8/5
1 stop24h 36m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Fri 3/5
2 stops15h 24m
Chicago Midway
Wed 8/5
1 stop24h 36m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 18/5
1 stop5h 25m
Chicago Midway
Sat 25/5
1 stop5h 14m
No data available for this route at this time. Please check back soon.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Terrible flight crew that skipped our row for service multiple times.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Terrible flight crew that skipped our row for service multiple times.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
29%of flight departures | Morning6 am to noon |
35%of flight departures | AfternoonNoon to 6 pm |
35%of flight departures | Evening6 pm to midnight |
Cheapflights helps you search for flights from Canada to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Canada.
Yes, we can. To see specific flights from Canada to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes! Start tracking prices for Canada to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.