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Toronto, Montreal, Calgary & Vancouver 🍁 in $210s-$380s RT

Coming in hot with flight deals, spicier than a Calgary stampede cop in a cowboy hat

We can't promise you'll lasso a law enforcement hottie, but we CAN promise an epic adventure through Canada's iconic cities — all before summer ends. 

And with free admission into National Parks and discounted travel with VIA rail until September, resistance is futile when a country’s this sincerely nice :-) 

Taking off ✈️

Tip Published: Jul 04, 2025

Round trips from Denver (DEN):

  • Calgary (YYC) - $216
  • Montreal (YUL) - $343
  • Toronto (Pearson) (YYZ) - $383
  • Vancouver (YVR) - $320
Round trips from Los Angeles (LAX):

  • Montreal (YUL) - $279
Round trips from Philadelphia (PHL):

  • Montreal (YUL) - $386
Round trips from Boston (BOS):

  • Toronto (Pearson) (YYZ) - $254
Flight Details

Travel Dates

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Airline

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Standard Fare

$400-$500 (non-stop, peak summer)

Bags & Fees

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Book By

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Flight Notes

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How to Book

    This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.

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