When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 27 days in advance, which can save you up to 78% on flights from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport compared to booking the week you need them. Waiting 27 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$ 491. For sooner than that we have options available in the next 3 days from C$ 667.
Our data shows that January tends to be the cheapest month to fly to Chicago O'Hare Intl Airport from Toronto Kitchener-Waterloo Airport. Users have commonly found prices around C$ 399 for the month, but tickets can be as low as C$ 243. Due to multiple factors, prepare for potentially higher prices in July.
When flying from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl 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$ 627 - C$ 1,307
Route
Depart
Return
Price
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Thu 30/5
2 stops20h 50m
Chicago O'Hare Intl
Mon 3/6
2 stops31h 03m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Thu 30/5
2 stops20h 50m
Chicago O'Hare Intl
Mon 3/6
3 stops40h 47m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sun 26/5
3 stops35h 05m
Chicago O'Hare Intl
Fri 31/5
3 stops34h 08m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sun 26/5
2 stops23h 08m
Chicago O'Hare Intl
Fri 31/5
3 stops34h 08m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sun 26/5
2 stops23h 08m
Chicago O'Hare Intl
Fri 31/5
2 stops28h 10m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sun 26/5
1 stop11h 50m
Chicago O'Hare Intl
Fri 31/5
2 stops28h 10m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Thu 30/5
1 stop11h 50m
Chicago O'Hare Intl
Mon 3/6
1 stop30h 15m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sat 25/5
1 stop11h 50m
Chicago O'Hare Intl
Sat 1/6
1 stop30h 15m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Sat 25/5
1 stop11h 50m
Chicago O'Hare Intl
Sat 1/6
1 stop30h 15m
No data available for this route at this time. Please check back soon.
Entertainment
Food
Crew
Boarding
Comfort
Overall
Reviews
It’s a discount flight so you have to expect to be crammed in. Then there is the food strike at a supplier we were all warned of and they were good with snacks. The attendants were great. I’ll fly them a hand I recommend them, for what they are.
Entertainment
Food
Crew
Boarding
Comfort
Overall
Reviews
It’s a discount flight so you have to expect to be crammed in. Then there is the food strike at a supplier we were all warned of and they were good with snacks. The attendants were great. I’ll fly them a hand I recommend them, for what they are.
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