Travellers have found it’s best to book a flight 38 days in advance to save up to 97% 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 38 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$ 415, or C$ 672 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in September. For low rates, April can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Canada in April are about C$ 384 on average during April, but can be found for as low as C$ 267.
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$ 252 - C$ 464
Route
Depart
Return
Price
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Wed 16/10
1 stop9h 24m
Chicago Midway
Sat 19/10
1 stop25h 20m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Wed 16/10
2 stops11h 40m
Chicago Midway
Sat 19/10
1 stop13h 04m
Vancouver IntlChicago Midway
YVR - MDW
YVRMDW
Vancouver Intl
Mon 21/10
1 stop9h 24m
Chicago Midway
Tue 22/10
1 stop13h 04m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 19/9
Nonstop1h 47m
Chicago Midway
Mon 23/9
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Fri 18/10
Nonstop1h 47m
Chicago Midway
Mon 21/10
Nonstop1h 42m
Montreal Pierre Elliott Trudeau IntlChicago Midway
YUL - MDW
YULMDW
Montreal Pierre Elliott Trudeau Intl
Fri 13/9
1 stop7h 28m
Chicago Midway
Mon 16/9
1 stop8h 54m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Tue 13/8
Nonstop1h 47m
Chicago Midway
Sat 24/8
Nonstop1h 42m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sat 14/9
1 stop4h 55m
Chicago Midway
Tue 17/9
1 stop7h 59m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Tue 13/8
1 stop4h 59m
Chicago Midway
Sat 17/8
1 stop10h 11m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
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 |
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