Compare 6 loyalty programs for Chicago to Toronto award flights, with economy seats from 1,883 points.
Chicago to Toronto is a short-haul US–Canada route; nonstop award space turns up on Air Canada and United Airlines. Award pricing spans six programs, and the cheapest economy award is 1,883 points with Lufthansa Miles & More, on an Air Canada nonstop. On a flight this short, compare the cash fare first and spend points only when the award price drops low. This page compares all six programs on ORD–YYZ side by side.
Best one-way award prices per airline over the next 12 months.
| Airline | Economy | First |
|---|---|---|
 Air CanadaAC | 1,883Lowest | Not available |
 United AirlinesUA | 1,883Lowest | 39,100pts |
 Alaska AirlinesAS | 12,500pts | Not available |
 DeltaDL | 19,300pts | Not available |
 WestJetWS | 120,000pts | Not available |
 American AirlinesAA | Not available | 20,000Lowest |
When award seats between Chicago and Toronto price cheapest over the next year.
| Month | Cheapest award (points) |
|---|---|
| Nov 2026 | 6,309 |
| Dec 2026 | 6,369 |
| Jan 2027 | 1,883 |
| Feb 2027 | 1,883 |
| Mar 2027 | 8,821 |
| Apr 2027 | No award data |
| May 2027 | No award data |
| Jun 2027 | No award data |
| Jul 2027 | No award data |
| Aug 2027 | No award data |
| Sep 2027 | No award data |
| Oct 2027 | No award data |
5 airlines with award seats between Chicago and Toronto, nonstop or connecting.
American AirlinesAAAir CanadaACAlaska AirlinesASDeltaDLUnited AirlinesUAWhat to know before booking Chicago to Toronto with points.
~440 miles; ~1h25 nonstop (approximate). Local time in Toronto is 1 hour ahead of Chicago. Award data window: November 2026–October 2027, with calendar prices for five months. Counting well-covered months only, January and February 2027 are the cheapest (1,883 points), ahead of November 2026 (6,309).
Chicago to Toronto is served by American Airlines, Air Canada, Alaska Airlines and 3 more, offering multiple options for award travelers. Compare 6 loyalty programs to find the best value for your points. Award prices start from 1,883 points in economy. Use our search tool to check real-time award availability on this route.
Roughly 440 miles separate Chicago's O'Hare International Airport (ORD) and Toronto Pearson International Airport (YYZ), so a nonstop spends about 1h25 in the air, a little more or less depending on winds and direction. The nonstop award space in the data is split between Air Canada and United Airlines. The Airbus A320, Embraer 175, and Embraer E175 all appear on those nonstop award segments. About 25% of the award options in the data are nonstop.
On a run like Chicago–Toronto, cash fares are real competition for points. The economy floor is a partner booking on an Air Canada nonstop, with no connection to trade off against the points. That seat adds about $327 in taxes and fees, well above the route's typical economy taxes, so weigh points and cash together before booking. Run the miles-or-cash math each time: a cheap fare usually beats spending points. Transfers out of bank programs can't be reversed, so confirm the exact flight is bookable first.
Lufthansa Miles & More wins economy at 1,883 points on an Air Canada nonstop. The other five programs include American AAdvantage, Alaska Atmos Rewards, and Delta SkyMiles. Lufthansa Miles & More's lead holds until a transfer bonus elsewhere shifts the math; recheck before moving points.
Nonstop award seats on Chicago–Toronto come from Air Canada and United Airlines, both in Star Alliance, which lets partner programs across that alliance book the nonstop too. The lowest economy award here is a Star Alliance partner booking: the Air Canada nonstop through Lufthansa Miles & More. With just six airlines holding award seats here, flexible dates do more work than carrier choice.
Chicago and Toronto each show a single airport in the data for this route, so the calendar is where the savings are. For a longer redemption from Chicago, Aruba and Athens are tracked too. When saver space is gone, moving the trip by a few days usually does more than switching airports.
Alternative corridors travelers consider alongside Chicago to Toronto.
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Common questions travelers ask about the Chicago to Toronto route.
