Users have found that booking a flight from Region of Ontario to Chicago at least 27 days early can save you up to 78% on average compared to booking a flight this week. If booking 27 days before your flight isn’t an option for you, users have found flights from Region of Ontario to Chicago for as little as C$ 491 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 668 for flights departing within the next 3 days.
The best pricing can be found in the month of January. Prices to Chicago from Region of Ontario average C$ 399. You can even find prices in January for less than C$ 399, as users have found deals to Chicago from as low as C$ 244. The month of July appears to be one of the more expensive times to travel to Chicago from Region of Ontario. Flying in the targeted month can save you up to 16%.
When flying from Region of Ontario to Chicago, 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$ 305 - C$ 572
Route
Depart
Return
Price
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 15/5
1 stop11h 05m
Chicago O'Hare Intl
Thu 16/5
1 stop6h 47m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 23/5
Nonstop1h 47m
Chicago Midway
Thu 30/5
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 20/6
Nonstop1h 54m
Chicago O'Hare Intl
Sun 23/6
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 23/5
Nonstop1h 57m
Chicago O'Hare Intl
Thu 30/5
Nonstop1h 52m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 8/6
1 stop5h 18m
Chicago O'Hare Intl
Sat 22/6
1 stop4h 05m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 24/5
Nonstop1h 55m
Chicago O'Hare Intl
Fri 31/5
1 stop6h 00m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 29/6
2 stops10h 57m
Chicago O'Hare Intl
Sat 6/7
1 stop3h 19m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Sun 4/8
1 stop7h 40m
Chicago Midway
Fri 9/8
1 stop6h 35m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 1/7
Nonstop2h 02m
Chicago O'Hare Intl
Sun 7/7
Nonstop1h 48m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
Boarding
Crew
Food
Comfort
Entertainment
Overall
Reviews
Terrible flight crew that skipped our row for service multiple times.
15%of flight departures | Early morningMidnight to 6 am |
---|---|
31%of flight departures | Morning6 am to noon |
49%of flight departures | AfternoonNoon to 6 pm |
5%of flight departures | Evening6 pm to midnight |
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