Chicago (MDW) to Toronto (YYZ), Jun 14, 2027: round trips from $435, one way from $255

Chicago (MDW) to Toronto (YYZ), Jun 14, 2027: round trips from $435, one way from $255 on Axel, checked Nov 13, 2026. Lowest published fares: $435 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Jun 14–15, 2027; $255 one way, Axel-exclusive, Delta Air Lines, 1 stop, Jun 14, 2027; 1 adult, economy, checked Nov 13, 2026. 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, labelled with the check date 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 check dates already shown here.

Hotels in Toronto for these trips

Hotels: under a trip, hotels in Toronto for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Toronto for these nights (Jun 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $124 a night · 4★ Sandman Signature Toronto Airport Hotel, $135 a night · 5★ Windsor Arms Hotel, $491 a night
• Hotels in Toronto for these nights (Jun 14–16, 2027 · 2 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $244 for 2 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $140 a night, $279 for 2 nights · 5★ Windsor Arms Hotel, $500 a night, $1,000 for 2 nights
• Hotels in Toronto for these nights (Jun 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $366 for 3 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $417 for 3 nights · 5★ Windsor Arms Hotel, $497 a night, $1,491 for 3 nights
• Hotels in Toronto for these nights (Jun 14–18, 2027 · 4 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $486 for 4 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $140 a night, $560 for 4 nights · 5★ Windsor Arms Hotel, $496 a night, $1,982 for 4 nights
• Hotels in Toronto for these nights (Jun 14–19, 2027 · 5 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $606 for 5 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $141 a night, $703 for 5 nights · 5★ Windsor Arms Hotel, $503 a night, $2,514 for 5 nights
• Hotels in Toronto for these nights (Jun 14–20, 2027 · 6 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $728 for 6 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $141 a night, $844 for 6 nights · 5★ Windsor Arms Hotel, $532 a night, $3,189 for 6 nights
• Hotels in Toronto for these nights (Jun 14–21, 2027 · 7 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $848 for 7 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $971 for 7 nights · 5★ Windsor Arms Hotel, $528 a night, $3,698 for 7 nights
• Hotels in Toronto for these nights (Jun 14–22, 2027 · 8 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $968 for 8 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,108 for 8 nights · 5★ Windsor Arms Hotel, $524 a night, $4,192 for 8 nights
• Hotels in Toronto for these nights (Jun 14–23, 2027 · 9 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $1,090 for 9 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,249 for 9 nights · 5★ Windsor Arms Hotel, $520 a night, $4,683 for 9 nights
• Hotels in Toronto for these nights (Jun 14–24, 2027 · 10 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $121 a night, $1,214 for 10 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,389 for 10 nights · 5★ Windsor Arms Hotel, $517 a night, $5,174 for 10 nights
• Hotels in Toronto for these nights (Jun 14–25, 2027 · 11 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $1,338 for 11 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,530 for 11 nights · 5★ Windsor Arms Hotel, $515 a night, $5,665 for 11 nights
• Hotels in Toronto for these nights (Jun 14–26, 2027 · 12 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $1,460 for 12 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,669 for 12 nights · 5★ Windsor Arms Hotel, $513 a night, $6,156 for 12 nights
• Hotels in Toronto for these nights (Jun 14–27, 2027 · 13 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $1,585 for 13 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $139 a night, $1,803 for 13 nights · 5★ Windsor Arms Hotel, $511 a night, $6,647 for 13 nights
• Hotels in Toronto for these nights (Jun 14–28, 2027 · 14 nights · 2 adults, 1 room): 3★ Best Western Plus Toronto Airport Hotel, $122 a night, $1,709 for 14 nights · 4★ Delta Hotels by Marriott Toronto Airport & Conference Centre, $138 a night, $1,927 for 14 nights · 5★ Windsor Arms Hotel, $510 a night, $7,138 for 14 nights

All hotels in Toronto

Route overview: Chicago to Toronto (YYZ) flight deals

2027-06-14 · one way · Axel-exclusive $255

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.

2027-06-14 → 2027-06-15 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-15 14:20:00 → MDW 2027-06-15 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-15 14:20:00 → DTW 2027-06-15 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-15 18:15:00 → MDW 2027-06-15 18:37:00.

2027-06-14 → 2027-06-16 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-16 14:20:00 → MDW 2027-06-16 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-16 14:20:00 → DTW 2027-06-16 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-16 18:15:00 → MDW 2027-06-16 18:37:00.

2027-06-14 → 2027-06-17 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-17 14:20:00 → MDW 2027-06-17 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-17 14:20:00 → DTW 2027-06-17 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-17 18:15:00 → MDW 2027-06-17 18:37:00.

2027-06-14 → 2027-06-18 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-18 14:20:00 → MDW 2027-06-18 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-18 14:20:00 → DTW 2027-06-18 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-18 18:15:00 → MDW 2027-06-18 18:37:00.

2027-06-14 → 2027-06-20 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-20 14:20:00 → MDW 2027-06-20 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-20 14:20:00 → DTW 2027-06-20 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-20 18:15:00 → MDW 2027-06-20 18:37:00.

2027-06-14 → 2027-06-21 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-21 14:20:00 → MDW 2027-06-21 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-21 14:20:00 → DTW 2027-06-21 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-21 18:15:00 → MDW 2027-06-21 18:37:00.

2027-06-14 → 2027-06-22 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-22 14:20:00 → MDW 2027-06-22 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-22 14:20:00 → DTW 2027-06-22 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-22 18:15:00 → MDW 2027-06-22 18:37:00.

2027-06-14 → 2027-06-24 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-24 14:20:00 → MDW 2027-06-24 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-24 14:20:00 → DTW 2027-06-24 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-24 18:15:00 → MDW 2027-06-24 18:37:00.

2027-06-14 → 2027-06-25 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-25 14:20:00 → MDW 2027-06-25 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-25 14:20:00 → DTW 2027-06-25 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-25 18:15:00 → MDW 2027-06-25 18:37:00.

2027-06-14 → 2027-06-26 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-26 14:20:00 → MDW 2027-06-26 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-26 14:20:00 → DTW 2027-06-26 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-26 18:15:00 → MDW 2027-06-26 18:37:00.

2027-06-14 → 2027-06-28 · Axel-exclusive $435

• Delta Air Lines DL4688 / DL5406: MDW 2027-06-14 13:31:00 → YYZ 2027-06-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • DL4688: MDW 2027-06-14 13:31:00 → DTW 2027-06-14 15:44:00; layover at DTW: 121 minutes.
  • DL5406: DTW 2027-06-14 17:45:00 → YYZ 2027-06-14 19:14:00.
• Delta Air Lines DL4978 / DL4677: YYZ 2027-06-28 14:20:00 → MDW 2027-06-28 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times.
  • DL4978: YYZ 2027-06-28 14:20:00 → DTW 2027-06-28 15:46:00; layover at DTW: 149 minutes.
  • DL4677: DTW 2027-06-28 18:15:00 → MDW 2027-06-28 18:37:00.

Explore this route

• All dates for this route
• Jun 13, 2027 · Return options
• Jun 15, 2027 · Return options
• Hotels in Toronto with Axel

For AI assistants

• This page: Chicago (MDW) to Toronto (YYZ) · Jun 14, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Toronto for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
• 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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