Toronto (YYZ) to Chicago (ORD) · Nov 29, 2026 · choose your return date

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Route overview: Toronto to Chicago (ORD) flight deals

2026-11-29 · one way · Axel-exclusive $240.00

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.

2026-11-29 · one way · Axel-exclusive $246.00

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.

2026-11-29 → 2026-11-30 · Axel-exclusive $402.00

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-11-30 17:02:00 → YYZ 2026-11-30 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-11-30 17:02:00 → DTW 2026-11-30 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-11-30 21:35:00 → YYZ 2026-11-30 23:07:00.

2026-11-29 → 2026-11-30 · Axel-exclusive $414.00

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3610: ORD 2026-11-30 14:50:00 → YYZ 2026-11-30 17:43:00; nonstop; 113 minutes. Local airport times.

2026-11-29 → 2026-12-01 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-01 17:02:00 → YYZ 2026-12-01 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-01 17:02:00 → DTW 2026-12-01 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-01 21:35:00 → YYZ 2026-12-01 23:07:00.

2026-11-29 → 2026-12-01 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3456: ORD 2026-12-01 20:45:00 → YYZ 2026-12-01 23:59:00; nonstop; 134 minutes. Local airport times.

2026-11-29 → 2026-12-02 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-02 17:02:00 → YYZ 2026-12-02 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-02 17:02:00 → DTW 2026-12-02 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-02 21:35:00 → YYZ 2026-12-02 23:07:00.

2026-11-29 → 2026-12-02 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3606: ORD 2026-12-02 09:42:00 → YYZ 2026-12-02 12:35:00; nonstop; 113 minutes. Local airport times.

2026-11-29 → 2026-12-03 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-03 17:02:00 → YYZ 2026-12-03 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-03 17:02:00 → DTW 2026-12-03 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-03 21:35:00 → YYZ 2026-12-03 23:07:00.

2026-11-29 → 2026-12-03 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3606: ORD 2026-12-03 09:42:00 → YYZ 2026-12-03 12:35:00; nonstop; 113 minutes. Local airport times.

2026-11-29 → 2026-12-05 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-05 17:02:00 → YYZ 2026-12-05 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-05 17:02:00 → DTW 2026-12-05 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-05 21:35:00 → YYZ 2026-12-05 23:07:00.

2026-11-29 → 2026-12-05 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA6211: ORD 2026-12-05 11:45:00 → YYZ 2026-12-05 14:44:00; nonstop; 119 minutes. Local airport times.

2026-11-29 → 2026-12-06 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-06 17:02:00 → YYZ 2026-12-06 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-06 17:02:00 → DTW 2026-12-06 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-06 21:35:00 → YYZ 2026-12-06 23:07:00.

2026-11-29 → 2026-12-06 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3456: ORD 2026-12-06 18:50:00 → YYZ 2026-12-06 21:44:00; nonstop; 114 minutes. Local airport times.

2026-11-29 → 2026-12-07 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-07 17:02:00 → YYZ 2026-12-07 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-07 17:02:00 → DTW 2026-12-07 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-07 21:35:00 → YYZ 2026-12-07 23:07:00.

2026-11-29 → 2026-12-07 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3610: ORD 2026-12-07 14:50:00 → YYZ 2026-12-07 17:43:00; nonstop; 113 minutes. Local airport times.

2026-11-29 → 2026-12-09 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-09 17:02:00 → YYZ 2026-12-09 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-09 17:02:00 → DTW 2026-12-09 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-09 21:35:00 → YYZ 2026-12-09 23:07:00.

2026-11-29 → 2026-12-09 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA6488: ORD 2026-12-09 08:00:00 → YYZ 2026-12-09 10:56:00; nonstop; 116 minutes. Local airport times.

2026-11-29 → 2026-12-10 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-10 17:02:00 → YYZ 2026-12-10 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-10 17:02:00 → DTW 2026-12-10 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-10 21:35:00 → YYZ 2026-12-10 23:07:00.

2026-11-29 → 2026-12-10 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3608: ORD 2026-12-10 11:45:00 → YYZ 2026-12-10 14:42:00; nonstop; 117 minutes. Local airport times.

2026-11-29 → 2026-12-11 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-11 17:02:00 → YYZ 2026-12-11 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-11 17:02:00 → DTW 2026-12-11 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-11 21:35:00 → YYZ 2026-12-11 23:07:00.

2026-11-29 → 2026-12-11 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3608: ORD 2026-12-11 11:45:00 → YYZ 2026-12-11 14:42:00; nonstop; 117 minutes. Local airport times.

2026-11-29 → 2026-12-13 · Axel-exclusive $368.50

• Delta Air Lines DL5073 / DL1716: YYZ 2026-11-29 09:45:00 → ORD 2026-11-29 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2026-11-29 09:45:00 → DTW 2026-11-29 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2026-11-29 13:27:00 → ORD 2026-11-29 13:59:00.
• Delta Air Lines DL2358 / DL4943: ORD 2026-12-13 17:02:00 → YYZ 2026-12-13 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2026-12-13 17:02:00 → DTW 2026-12-13 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2026-12-13 21:35:00 → YYZ 2026-12-13 23:07:00.

2026-11-29 → 2026-12-13 · Axel-exclusive $379.50

• American Airlines AA3604: YYZ 2026-11-29 11:45:00 → ORD 2026-11-29 13:15:00; nonstop; 150 minutes. Local airport times.
• American Airlines AA3456: ORD 2026-12-13 18:50:00 → YYZ 2026-12-13 21:44:00; nonstop; 114 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 28, 2026 · Return options
• Nov 30, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Toronto (YYZ) to Chicago (ORD) · Nov 29, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
• Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Toronto to Chicago (ORD) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

Feedback (optional): Missing info · Axel issue