Nonstop flights from Calgary to Chicago

2 airlines fly this route, with up to 2 flights a day.

YYCCalgary International

1,382 mi · 11 flights a week · about 3h 45m

ORDChicago O'Hare International

YYCORD

When they leave

Calgary time

12:37p1:51pFirst departure 12:37 PM, last 1:51 PM

Two in the afternoon, 12:37 PM to 1:51 PM.

Every flight

Earliest first

12:37 PM→5:10 PMUnited AirlinesBoeing 737-800 · 3h 33mDaily
1:51 PM→6:36 PMAmerican AirlinesUntil Oct 31, back Dec 17Boeing 737 · 3h 45mWed, Thu, Fri, Sat

Schedules last checked Oct 7, 2026. Times are local.

Flying from Calgary to Chicago

United Airlines flies most often, daily on the Boeing 737-800. American Airlines flies 4 times a week on the Boeing 737.

There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 5:10 PM and the last at 6:36 PM. The flight covers 1,382 miles, and scheduled flight times run from 3h 33m to 3h 45m.

American Airlines flies it until Oct 31 and is back on Dec 17.

Flying back, Chicago to Calgary has 35 nonstop flights a week.

Return flights

Chicago to CalgaryView

Find the cheapest day to fly from Calgary to Chicago.

Schedules as of Oct 9, 2026.