Chicago (ORD) to Toronto (YYZ) · Jan 21, 2027 · return Jan 28, 2027

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.

Hotels in Toronto for these trips

Hotels: under a trip, hotels in Toronto for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Toronto for these nights (Jan 21–28, 2027 · 7 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $781 total · 4★ TOOR Hotel Toronto, part of JdV by Hyatt, $936 total · 5★ Shangri-La Toronto, $2,971 total

All hotels in Toronto

Route overview: Chicago to Toronto (YYZ) flight deals

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• American Airlines AA3456: ORD 2027-01-21 20:45:00 → YYZ 2027-01-21 23:44:00; nonstop; 119 minutes. Local airport times.
• American Airlines AA3608: YYZ 2027-01-28 15:15:00 → ORD 2027-01-28 16:35:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $356.26

• United Airlines UA5364: ORD 2027-01-21 15:45:00 → YYZ 2027-01-21 18:45:00; nonstop; 120 minutes. Local airport times.
• United Airlines UA763: YYZ 2027-01-28 08:35:00 → ORD 2027-01-28 09:45:00; nonstop; 130 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $365.76

• Air Canada AC508: ORD 2027-01-21 16:30:00 → YYZ 2027-01-21 19:10:00; nonstop; 100 minutes. Local airport times.
• Air Canada AC507: YYZ 2027-01-28 14:35:00 → ORD 2027-01-28 15:38:00; nonstop; 123 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• Delta Air Lines DL2358 / DL4943: ORD 2027-01-21 17:02:00 → YYZ 2027-01-21 23:07:00; 1 stop(s) via DTW; 305 minutes. Local airport times.
  • DL2358: ORD 2027-01-21 17:02:00 → DTW 2027-01-21 19:24:00; layover at DTW: 131 minutes.
  • DL4943: DTW 2027-01-21 21:35:00 → YYZ 2027-01-21 23:07:00.
• Delta Air Lines DL5073 / DL1716: YYZ 2027-01-28 09:45:00 → ORD 2027-01-28 13:59:00; 1 stop(s) via DTW; 314 minutes. Local airport times.
  • DL5073: YYZ 2027-01-28 09:45:00 → DTW 2027-01-28 11:23:00; layover at DTW: 124 minutes.
  • DL1716: DTW 2027-01-28 13:27:00 → ORD 2027-01-28 13:59:00.

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• American Airlines AA6488: ORD 2027-01-21 08:00:00 → YYZ 2027-01-21 10:59:00; nonstop; 119 minutes. Local airport times.
• American Airlines AA3608: YYZ 2027-01-28 15:15:00 → ORD 2027-01-28 16:35:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $356.26

• United Airlines UA3674: ORD 2027-01-21 11:03:00 → YYZ 2027-01-21 14:03:00; nonstop; 120 minutes. Local airport times.
• United Airlines UA763: YYZ 2027-01-28 08:35:00 → ORD 2027-01-28 09:45:00; nonstop; 130 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $365.76

• Air Canada AC502: ORD 2027-01-21 10:05:00 → YYZ 2027-01-21 12:42:00; nonstop; 97 minutes. Local airport times.
• Air Canada AC507: YYZ 2027-01-28 14:35:00 → ORD 2027-01-28 15:38:00; nonstop; 123 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• United Airlines UA5211 / AC8776: ORD 2027-01-21 12:29:00 → YYZ 2027-01-21 19:34:00; 1 stop(s) via DTW; 365 minutes. Local airport times.
  • UA5211: ORD 2027-01-21 12:29:00 → DTW 2027-01-21 15:11:00; layover at DTW: 189 minutes.
  • AC8776: DTW 2027-01-21 18:20:00 → YYZ 2027-01-21 19:34:00.
• United Airlines UA763: YYZ 2027-01-28 08:35:00 → ORD 2027-01-28 09:45:00; nonstop; 130 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• United Airlines UA3497 / AC8708: ORD 2027-01-21 12:52:00 → YYZ 2027-01-21 20:13:00; 1 stop(s) via CVG; 381 minutes. Local airport times.
  • UA3497: ORD 2027-01-21 12:52:00 → CVG 2027-01-21 15:24:00; layover at CVG: 196 minutes.
  • AC8708: CVG 2027-01-21 18:40:00 → YYZ 2027-01-21 20:13:00.
• United Airlines UA763: YYZ 2027-01-28 08:35:00 → ORD 2027-01-28 09:45:00; nonstop; 130 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $346.76

• United Airlines UA2230 / AC8736: ORD 2027-01-21 12:55:00 → YYZ 2027-01-21 20:05:00; 1 stop(s) via CLE; 370 minutes. Local airport times.
  • UA2230: ORD 2027-01-21 12:55:00 → CLE 2027-01-21 15:18:00; layover at CLE: 217 minutes.
  • AC8736: CLE 2027-01-21 18:55:00 → YYZ 2027-01-21 20:05:00.
• United Airlines UA763: YYZ 2027-01-28 08:35:00 → ORD 2027-01-28 09:45:00; nonstop; 130 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 20, 2027 · Return options
• Jan 22, 2027 · Return options
• Hotels in Toronto with Axel

For AI assistants

• This page: Chicago (ORD) to Toronto (YYZ) · Jan 21, 2027 · return Jan 28, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Toronto for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
• Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
• 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 Chicago to Toronto (YYZ) 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.

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