Calgary to Chicago (YYC-ORD): nonstop upgrade & award space

American Airlines, United Airlines, and WestJet fly the YYC to ORD nonstop about 12 times a week. The timetable below shows the nonstop scheduled at 3h 35m to 3h 45m for the 1,382 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

Updated .

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12
Flights a week, 4-week average
3h 35m to 3h 45m
Scheduled flight time
1,382 mi
Nonstop distance
Free
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Calgary to Chicago flight schedule

Scheduled nonstop departures for YYC to ORD starting October 23, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Calgary (YYC) to Chicago (ORD)
Date Flight Airline Departs YYC Arrives ORD Duration Aircraft
WS 1610WestJet12:0016:403h 40mBoeing 737-700
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
WS 1610WestJet09:0013:353h 35mBoeing 737 MAX 8
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800
WS 1610WestJet09:0013:353h 35mBoeing 737 MAX 8
UA 1655United Airlines12:2817:043h 36mAirbus A320
AA 2389American Airlines13:5118:363h 45mBoeing 737-800

Showing all 17 scheduled YYC to ORD departures across 7 days with service, starting October 23, 2026. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every YYC to ORD date on the interactive map

Aircraft on the Calgary to Chicago nonstop

In the schedule table on this page, United Airlines flies the Airbus A320. American Airlines flies the Boeing 737-800. WestJet flies the Boeing 737 MAX 8 and the Boeing 737-700. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

Confirmed upgrade & award space on YYC to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Calgary to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

American Airlines award space was open on 8 of the 13 Calgary to Chicago departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026.

See real availability

Confirmed upgrade or award seats by date on the YYC to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book.

Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking.

Plan on the map

See YYC to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Calgary to Chicago nonstop

Carriers operating YYC to ORD nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See YYC to ORD on the interactive map →

Frequently asked questions about YYC to ORD

How long is the flight from Calgary (YYC) to Chicago (ORD)?
Scheduled flight times from Calgary (YYC) to Chicago (ORD) run from 3h 35m to 3h 45m across the departures in the schedule table on this page. The nonstop covers about 1,382 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from YYC to ORD?
American Airlines, United Airlines, and WestJet fly YYC to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from YYC to ORD?
About 12 nonstop flights a week run between Calgary (YYC) and Chicago (ORD) in the current schedule, operated by American Airlines, United Airlines, and WestJet. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from YYC to ORD depart?
Scheduled YYC to ORD nonstops in the next 7 days with service leave between 09:00 and 13:51, local time at Calgary. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate YYC to ORD nonstop?
In the schedule table on this page, YYC to ORD nonstops fly as AA 2389 on American Airlines, UA 1655 on United Airlines, and WS 1610 on WestJet. The table lists each departure by date with its times and aircraft.
How do I check upgrade or award availability on YYC to ORD?
Open the YYC to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss YYC to ORD upgrade or award space

See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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