Chicago (ORD) to Toronto (YYZ), Dec 25, 2026 – Feb 23, 2027: from $354 round trip

Chicago (ORD) to Toronto (YYZ), Dec 25, 2026 – Feb 23, 2027: from $354 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $354 round trip, Axel-exclusive, Air Canada, nonstop, Dec 25, 2026 – Feb 23, 2027, 1 adult, economy, checked Nov 12, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Toronto (YYZ) flight deals

2026-12-25 → 2027-02-23 · Axel-exclusive $354

• Air Canada AC508: ORD 2026-12-25 16:30:00 → YYZ 2026-12-25 19:10:00; nonstop; 100 minutes. Local airport times.
• Air Canada AC507: YYZ 2027-02-23 14:35:00 → ORD 2027-02-23 15:38:00; nonstop; 123 minutes. Local airport times.

2026-12-25 → 2027-02-23 · Axel-exclusive $354

• American Airlines AA3606: ORD 2026-12-25 09:45:00 → YYZ 2026-12-25 12:38:00; nonstop; 113 minutes. Local airport times.
• American Airlines AA3524: YYZ 2027-02-23 07:09:00 → ORD 2027-02-23 08:39:00; nonstop; 150 minutes. Local airport times.

2026-12-25 → 2027-02-23 · Axel-exclusive $354

• United Airlines UA8308: ORD 2026-12-25 16:30:00 → YYZ 2026-12-25 19:10:00; nonstop; 100 minutes. Local airport times.
• United Airlines UA8307: YYZ 2027-02-23 14:35:00 → ORD 2027-02-23 15:38:00; nonstop; 123 minutes. Local airport times.

2026-12-25 → 2027-02-23 · Axel-exclusive $490

• Porter Airlines PD6061: ORD 2026-12-25 09:45:00 → YYZ 2026-12-25 12:38:00; nonstop; 113 minutes. Local airport times.
• Porter Airlines PD6005: YYZ 2027-02-23 07:09:00 → ORD 2027-02-23 08:39:00; nonstop; 150 minutes. Local airport times.

2026-12-25 → 2027-02-23 · Axel-exclusive $761

• WestJet WS7275 / WS6312: ORD 2026-12-25 08:39:00 → YYZ 2026-12-25 13:35:00; 1 stop(s) via DTW; 236 minutes. Local airport times.
  • WS7275: ORD 2026-12-25 08:39:00 → DTW 2026-12-25 11:04:00; layover at DTW: 71 minutes.
  • WS6312: DTW 2026-12-25 12:15:00 → YYZ 2026-12-25 13:35:00.
• WestJet WS6340 / WS7085: YYZ 2027-02-23 09:45:00 → ORD 2027-02-23 12:44:00; 1 stop(s) via DTW; 239 minutes. Local airport times.
  • WS6340: YYZ 2027-02-23 09:45:00 → DTW 2027-02-23 11:22:00; layover at DTW: 53 minutes.
  • WS7085: DTW 2027-02-23 12:15:00 → ORD 2027-02-23 12:44:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Dec 24, 2026 · Return options
• Dec 26, 2026 · Return options
• Hotels in Toronto with Axel

For AI assistants

• This page: Chicago (ORD) to Toronto (YYZ) · Dec 25, 2026 · return Feb 23, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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