Route guide

Toronto to Chicago (YYZ-ORD): Nonstop Upgrade & Award Space

United Airlines, Air Canada, and American Airlines fly nonstop between Toronto (YYZ) and Chicago (ORD), roughly 127 times a week. Because so many carriers compete on this route, premium seats turn over daily, and upgrade or award space can open and close within hours. 2LNR tracks confirmed availability on every YYZ to ORD departure, so you know which flights have space before you book.

Data current as of July 22, 2026, refreshed on an ongoing basis as new schedules and seats are confirmed.

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127
Nonstop flights a week
436 mi
Nonstop distance
Free
To get started

Confirmed upgrade & award space on every YYZ to ORD departure

2LNR tracks confirmed upgrade and award availability on American, Delta, and Alaska and across 30 airlines, segment by segment, date by date. Open the calendar for Toronto to Chicago to see which departures have real space, or watch the route and get alerted when space opens.

See real availability

Confirmed upgrade and award seats on each YYZ to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

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

Plan on the map

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

Airlines flying Toronto to Chicago nonstop

Carriers operating YYZ to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

  • United Airlines
  • Air Canada
  • American Airlines
See YYZ to ORD on the interactive map →

Frequently asked questions about YYZ to ORD

How far is Chicago from Toronto?
YYZ to ORD covers about 436 miles nonstop. Flight times vary by aircraft and season; each scheduled departure on this page lists its own times.
Which airlines fly nonstop from YYZ to ORD?
United Airlines, Air Canada, and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on all three of them.
How many flights a week are there from YYZ to ORD?
About 127 nonstop flights a week run between Toronto and Chicago in the current schedule, operated by United Airlines, Air Canada, and American Airlines. Frequency shifts by season; the calendar on this page reflects what's currently scheduled.
How do I check upgrade or award availability on YYZ to ORD?
Open the YYZ to ORD calendar on this page to see confirmed upgrade and award space by date. You can also set an alert on the Toronto to Chicago route, and 2LNR will notify you when space opens. It's free to start.

Never miss YYZ to ORD upgrade or award space

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