Chicago (ORD) to Toronto (YYZ), May 27, 2027 – Jun 29, 2027: from $423 round trip

Chicago (ORD) to Toronto (YYZ), May 27, 2027 – Jun 29, 2027: from $423 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $423 round trip, Axel-exclusive, United Airlines, nonstop, May 27, 2027 – Jun 29, 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

2027-05-27 → 2027-06-29 · Axel-exclusive $423

• United Airlines UA2496: ORD 2027-05-27 18:40:00 → YYZ 2027-05-27 21:34:00; nonstop; 114 minutes. Local airport times.
• United Airlines UA3640: YYZ 2027-06-29 21:00:00 → ORD 2027-06-29 21:59:00; nonstop; 119 minutes. Local airport times.

2027-05-27 → 2027-06-29 · Axel-exclusive $457

• American Airlines AA6478: ORD 2027-05-27 11:45:00 → YYZ 2027-05-27 14:33:00; nonstop; 108 minutes. Local airport times.
• American Airlines AA3606: YYZ 2027-06-29 13:15:00 → ORD 2027-06-29 14:20:00; nonstop; 125 minutes. Local airport times.

2027-05-27 → 2027-06-29 · Axel-exclusive $619

• Air Canada AC4986: ORD 2027-05-27 07:10:00 → YYZ 2027-05-27 09:55:00; nonstop; 105 minutes. Local airport times.
• Air Canada AC4961: YYZ 2027-06-29 21:00:00 → ORD 2027-06-29 21:59:00; nonstop; 119 minutes. Local airport times.

2027-05-27 → 2027-06-29 · Axel-exclusive $690

• Porter Airlines PD6007: ORD 2027-05-27 08:08:00 → YYZ 2027-05-27 10:58:00; nonstop; 110 minutes. Local airport times.
• Porter Airlines PD6065: YYZ 2027-06-29 13:15:00 → ORD 2027-06-29 14:20:00; nonstop; 125 minutes. Local airport times.

2027-05-27 → 2027-06-29 · Axel-exclusive $1,117

• WestJet WS7888 / WS6312: ORD 2027-05-27 07:00:00 → YYZ 2027-05-27 15:19:00; 1 stop(s) via DTW; 439 minutes. Local airport times.
  • WS7888: ORD 2027-05-27 07:00:00 → DTW 2027-05-27 09:26:00; layover at DTW: 274 minutes.
  • WS6312: DTW 2027-05-27 14:00:00 → YYZ 2027-05-27 15:19:00.
• WestJet WS6344 / WS7570: YYZ 2027-06-29 18:08:00 → ORD 2027-06-29 20:37:00; 1 stop(s) via DTW; 209 minutes. Local airport times.
  • WS6344: YYZ 2027-06-29 18:08:00 → DTW 2027-06-29 19:37:00; layover at DTW: 33 minutes.
  • WS7570: DTW 2027-06-29 20:10:00 → ORD 2027-06-29 20:37:00.

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
• May 26, 2027 · Return options
• May 28, 2027 · Return options
• Hotels in Toronto with Axel

For AI assistants

• This page: Chicago (ORD) to Toronto (YYZ) · May 27, 2027 · return Jun 29, 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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• 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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