Toronto (YYZ) to Chicago (ORD): Award Flights with Points & Miles
Also see: Chicago → Toronto
The 437-mile flight from Toronto to Chicago takes about 2h nonstop on Air Canada, American Airlines, United Airlines. Below is the full award chart for this route across 24 frequent flyer programs — the lowest published one-way price in each cabin, so you can see exactly which miles get you there for the least.
Toronto to Chicago Award Chart: All 24 Programs
Lowest published one-way award price per cabin. “Dynamic” means the program prices this route based on cash fares rather than a fixed chart.
| Program | Economy | Prem. Economy | Business | First | Bookable Airlines |
|---|---|---|---|---|---|
| Alaska Airlines Atmos Rewards | 4,500 | 6,000 | 9,000 | 13,500 | American Airlines |
| American Airlines AAdvantage | 5,500 | — | 12,500 | 32,500 | American Airlines |
| Air Canada Aeroplan | 6,000 | 10,000 | 15,000 | — | Air Canada, United Airlines |
| Etihad Guest | 6,000 | 7,500 | 20,000 | 35,000 | Air Canada, American Airlines |
| Emirates Skywards | 8,000 | — | 25,000 | — | Air Canada, United Airlines |
| Qantas Frequent Flyer | 9,200 | 14,500 | 19,300 | 29,000 | American Airlines |
| Qatar Airways Privilege Club | 9,500 | — | 12,500 | 12,500 | American Airlines |
| Cathay Pacific Asia Miles | 10,000 | 14,000 | 20,000 | — | American Airlines |
| Japan Airlines Mileage Bank | 12,000 | 17,000 | 24,000 | 36,000 | American Airlines |
| United MileagePlus | 12,500 | — | 30,000 | — | Air Canada, United Airlines |
| British Airways Executive Club | 13,500 | — | 26,500 | 26,500 | American Airlines |
| ANA Mileage Club | 15,000 | — | 27,500 | — | Air Canada, United Airlines |
| Avianca Lifemiles | 15,000 | — | 30,000 | — | Air Canada, United Airlines |
| Singapore Airlines KrisFlyer | 15,000 | — | 29,000 | — | Air Canada, United Airlines |
| Virgin Atlantic Flying Club | 15,000 | 24,000 | 42,000 | — | Delta Airlines |
| Finnair Plus | 16,500 | — | — | 40,000 | American Airlines |
| Thai Airways Royal Orchid Plus | 17,500 | 22,500 | 27,500 | — | Air Canada, United Airlines |
| Eva Air Infinity MileageLands | 19,500 | — | 29,000 | — | Air Canada, United Airlines |
| TAP Air Portugal Miles&Go | 30,000 | — | 45,000 | — | Air Canada, United Airlines |
| Turkish Airlines Miles&Smiles | 30,000 | — | 40,000 | — | Air Canada, United Airlines |
| Delta Skymiles | Dynamic | Dynamic | Dynamic | — | Delta Airlines |
| Flying Blue | Dynamic | Dynamic | Dynamic | — | Delta Airlines |
| Iberia Plus | Dynamic | Dynamic | Dynamic | Dynamic | American Airlines |
| JetBlue TrueBlue | Dynamic | Dynamic | Dynamic | — | United Airlines |
Prices are published saver-level award chart rates and exclude taxes, fees, and carrier surcharges. Programs update charts without notice — verify with the program before transferring points.
Booking Tips: Toronto to Chicago on Points
- 1Best business class value: Alaska Airlines Atmos Rewards at 9,000 miles one-way (transfer from Bilt Rewards, Marriott Bonvoy).
- 2Cheapest economy award: 4,500 miles with Alaska Airlines Atmos Rewards. Compare cash fares before redeeming — short on points value, economy is sometimes better paid in cash.
- 3Prices shown are the lowest published one-way saver rates. Peak dates, partner surcharges, and taxes/fees vary by program — always compare the final out-of-pocket total.
- 4Delta Skymiles, Flying Blue, Iberia Plus price this route dynamically — their cost tracks cash fares, so watch for flash sales and off-season dates.
- 5Award space at saver level is limited on most airlines. Booking 3–11 months ahead, flying midweek, and checking nearby airports all improve your odds.
See live award options for Toronto to Chicago
The table above shows published chart rates. Run a search to compare every program and routing for your dates — including transfer bonuses.
Search This RouteFrequently Asked Questions
How many miles do I need to fly from Toronto to Chicago?
One-way economy awards from Toronto to Chicago start at 4,500 miles with Alaska Airlines Atmos Rewards. Business class starts at 9,000 miles with Alaska Airlines Atmos Rewards. Exact pricing depends on the program, airline, and travel dates.
What is the cheapest way to book Toronto to Chicago in business class with points?
Alaska Airlines Atmos Rewards has the lowest published business class rate at 9,000 miles one-way. You can top up this program by transferring from Bilt Rewards, Marriott Bonvoy. Award availability at saver levels is limited, so flexible dates help.
How many points is first class from Toronto to Chicago?
First class awards on this route start at 12,500 miles one-way via Qatar Airways Privilege Club. First class award space is scarce — book as soon as schedules open when possible.
Which airlines fly from Toronto to Chicago?
Airlines with nonstop service between Toronto and Chicago include Air Canada, American Airlines, United Airlines. The flight covers about 437 miles and takes roughly 2h nonstop. Additional partner airlines serve the route with one connection.
Which credit card points can I use to fly from Toronto to Chicago?
Most major transferable currencies work for this route. Amex Membership Rewards, Chase Ultimate Rewards, Citi ThankYou, Capital One Miles, and Bilt Rewards each transfer to multiple programs listed in the award chart above — compare the programs your points transfer to before booking.