Flight Deals from Chicago O Hare Airport to Canada from $289
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Top Deals on flights from Chicago O Hare Airport to Vancouver
Chicago, US (CHI) - Vancouver, CA (YVR)
Mar 17
Mar 17
Mar 24
Mar 24
as low as
$385
Chicago, US (CHI) - Vancouver, CA (YVR)
Mar 17
Mar 17
Mar 24
Mar 24
as low as
$432
Chicago, US (CHI) - Vancouver, CA (YVR)
Nov 10
Nov 10
Nov 14
Nov 14
as low as
$454
Chicago, US (CHI) - Vancouver, CA (YVR)
Mar 17
Mar 17
Mar 24
Mar 24
as low as
$458
Chicago, US (CHI) - Vancouver, CA (YVR)
Mar 14
Mar 14
Mar 24
Mar 24
as low as
$684
Chicago, US (CHI) - Vancouver, CA (YVR)
Mar 20
Mar 20
Mar 24
Mar 24
as low as
$1031
Chicago, US (CHI) - Vancouver, CA (YVR)
Aug 18
Aug 18
Aug 25
Aug 25
as low as
$1074
Top Deals on flights from Chicago O Hare Airport to Calgary
Chicago, US (CHI) - Calgary, CA (YYC)
Oct 28
Oct 28
Nov 3
Nov 3
as low as
$289
Chicago, US (CHI) - Calgary, CA (YYC)
Oct 28
Oct 28
Nov 3
Nov 3
as low as
$302
Chicago, US (CHI) - Calgary, CA (YYC)
Oct 28
Oct 28
Nov 3
Nov 3
as low as
$392
Top Deals on flights from Chicago O Hare Airport to Ottawa
Chicago, US (CHI) - Ottawa, CA (YOW)
Jul 22
Jul 22
Jul 23
Jul 23
as low as
$647
Chicago, US (CHI) - Ottawa, CA (YOW)
Jul 22
Jul 22
Jul 23
Jul 23
as low as
$655
Chicago, US (CHI) - Ottawa, CA (YOW)
Aug 21
Aug 21
Aug 23
Aug 23
as low as
$748
Chicago, US (CHI) - Ottawa, CA (YOW)
Jul 29
Jul 30
Aug 28
Aug 28
as low as
$807
Chicago, US (CHI) - Ottawa, CA (YOW)
Jul 22
Jul 22
Aug 5
Aug 5
as low as
$930
Top Deals on flights from Chicago O Hare Airport to Edmonton
Chicago, US (CHI) - Edmonton, CA (YEA)
Jul 31
Aug 1
Aug 2
Aug 3
as low as
$851
Chicago, US (CHI) - Edmonton, CA (YEA)
Jul 31
Jul 31
Aug 3
Aug 4
as low as
$1128
Good to Know
Essential information to help you plan your flight from Chicago O Hare Airport to Canada
Cheapest Flight
$289
The lowest price we found in the last two weeks, departing Oct 28 and returning Nov 3
3h 55m ‧ economyFastest Flights
$392
The fastest flight that we found in the last two weeks, departing Oct 28 and returning Nov 3
3h 51m ‧ economyCheapest Flight Round-trip
$289
Cheapest price found in the last 14 days, departing Oct 28 and returning Nov 3
3h 55m ‧ economyCheapest Layover airport
$302
The cheapest layover airport to Calgary is currently $302
1 stop ‧ 7h 39m ‧ economyBest Arrival airport
$851
The best arrival airport to Edmonton is currently $851
1 stop ‧ 20h 30m ‧ economyBest Departure airport
$851
The best departure airport to Edmonton is currently $851
1 stop ‧ 20h 30m ‧ economyCheapest Airline
$851
The cheapest airline to Edmonton is currently $851
1 stop ‧ 20h 30m ‧ economyYearly Good Deal Price
Fly from Chicago to Toronto in late September for the lowest prices, while late May is peak season with the highest fares.
When planning your flights from Chicago to Toronto, consider that the most expensive months are generally late May and mid-December, with peak prices reaching around $499 and $409 respectively. Conversely, the most affordable times to fly are early to mid-September, when prices can drop as low as $256, and mid-April, with costs around $314. Be mindful that the high season starts in late May and ends early June, while the low season kicks off in late August and can last through mid-November. Overall, prices can vary significantly, with high seasons being about $120 more expensive than low seasons.
Best Time to Book
Book your flight from Chicago to Toronto 80 to 117 days before departure to secure the best prices.
When planning your trip from Chicago to Toronto, aim to book your flight between 80 to 117 days before departure for the best rates. Prices are most affordable around 101 days prior, while waiting until less than 79 days can lead to a dramatic increase in costs, potentially reaching as high as $543 if booked last minute. Be wary, as rates rise significantly after 20 days before your departure, so it’s crucial to secure your tickets well in advance to avoid spending up to 90% more.
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