When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 40 days in advance, which can save you up to 90% on flights from Chicago to Region of Ontario compared to booking the week you need them. Waiting 40 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$ 493. For sooner than that we have options available in the next 3 days from C$ 760.
The best pricing can be found in the month of January. Prices to Region of Ontario from Chicago average C$ 441. You can even find prices in January for less than C$ 441, as users have found deals to Region of Ontario from as low as C$ 232. The month of September appears to be one of the more expensive times to travel to Region of Ontario from Chicago. Flying in the targeted month can save you up to 19%.
When flying from Chicago to Region of Ontario, 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$ 298 - C$ 451
Route
Depart
Return
Price
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 12/6
1 stop18h 20m
Toronto Pearson Intl
Wed 19/6
1 stop12h 10m
Chicago MidwayToronto Island
MDW - YTZ
MDWYTZ
Chicago Midway
Sat 1/6
Nonstop1h 42m
Toronto Island
Fri 14/6
Nonstop1h 47m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 30/5
Nonstop1h 45m
Toronto Pearson Intl
Sat 15/6
Nonstop1h 54m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Wed 5/6
Nonstop1h 50m
Toronto Pearson Intl
Wed 5/6
1 stop6h 52m
Chicago MidwayToronto Pearson Intl
MDW - YYZ
MDWYYZ
Chicago Midway
Thu 6/6
1 stop8h 25m
Toronto Pearson Intl
Mon 10/6
1 stop8h 19m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Tue 16/7
Nonstop1h 43m
Toronto Pearson Intl
Tue 23/7
Nonstop2h 02m
Chicago O'Hare IntlToronto Pearson Intl
ORD - YYZ
ORDYYZ
Chicago O'Hare Intl
Thu 13/6
Nonstop1h 52m
Toronto Pearson Intl
Sun 16/6
1 stop4h 28m
Chicago MidwayToronto Pearson Intl
MDW - YYZ
MDWYYZ
Chicago Midway
Tue 16/7
1 stop4h 08m
Toronto Pearson Intl
Tue 23/7
1 stop5h 34m
Chicago O'Hare IntlMontreal Pierre Elliott Trudeau Intl
ORD - YUL
ORDYUL
Chicago O'Hare Intl
Thu 18/7
1 stop26h 45m
Montreal Pierre Elliott Trudeau Intl
Mon 22/7
1 stop7h 34m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
3%of flight departures | Early morningMidnight to 6 am |
---|---|
42%of flight departures | Morning6 am to noon |
40%of flight departures | AfternoonNoon to 6 pm |
15%of flight departures | Evening6 pm to midnight |
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