Chicago (ORD) to Calgary (YYC) flight deal in business from $959

Monday, December 7th, 2026

10 round-trip options

Returning
Sat, Dec 12, 20265 Day Trip
$1,586 USD
Returning
Sun, Dec 13, 20266 Day Trip
$1,874 USD
Returning
Mon, Dec 14, 20267 Day Trip
$1,744 USD
Returning
Tue, Dec 15, 20268 Day Trip
$1,565 USD
Returning
Wed, Dec 16, 20269 Day Trip
$1,564 USD
Returning
Thu, Dec 17, 202610 Day Trip
$1,483 USD
Returning
Fri, Dec 18, 202611 Day Trip
$1,639 USD
Returning
Sat, Dec 19, 202612 Day Trip
$1,515 USD
Returning
Sun, Dec 20, 202613 Day Trip
$1,460 USD
Returning
Mon, Dec 21, 202614 Day Trip
$1,571 USD