To save up to 90% on this flight, we recommend booking at least 38 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Region of Ontario to Chicago from $344 1-2 weeks out and tickets from $489 for flights departing within the next 72 hours.
Flights from Region of Ontario to Chicago lean towards being more expensive in September. Prices are generally better when you fly from Region of Ontario to Chicago in April, with the cheapest ticket starting at $193.
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
$216 - $305
Route
Depart
Return
Price
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
mar. 6/11
1 stop10h 58m
Chicago O'Hare Intl
mar. 6/18
1 stop18h 20m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
mar. 6/18
Nonstop1h 47m
Chicago Midway
lun. 6/24
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
jue. 6/13
Nonstop1h 47m
Chicago Midway
sáb. 6/15
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
dom. 7/14
Nonstop1h 56m
Chicago O'Hare Intl
mié. 7/17
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
vie. 6/7
Nonstop1h 55m
Chicago O'Hare Intl
dom. 6/9
Nonstop1h 50m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
dom. 6/16
Nonstop1h 57m
Chicago O'Hare Intl
mar. 6/18
1 stop9h 13m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
mar. 7/16
1 stop6h 54m
Chicago O'Hare Intl
jue. 7/18
1 stop7h 08m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
vie. 9/6
1 stop5h 05m
Chicago O'Hare Intl
dom. 9/8
1 stop3h 55m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
lun. 6/17
1 stop8h 19m
Chicago Midway
mié. 6/19
1 stop6h 34m
No data available for this route at this time. Please check back soon.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
21%of flight departures | Early morningMidnight to 6 am |
---|---|
20%of flight departures | Morning6 am to noon |
49%of flight departures | AfternoonNoon to 6 pm |
10%of flight departures | Evening6 pm to midnight |
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