# Chicago (MDW) to Toronto (YYZ), Jan 14, 2027: round trips from $395, one way from $235 Chicago (MDW) to Toronto (YYZ), Jan 14, 2027: round trips from $395, one way from $235 on Axel, checked Nov 13, 2026. Lowest published fares: $395 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Jan 14–15, 2027; $235 one way, Axel-exclusive, Delta Air Lines, 1 stop, Jan 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. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked | | --- | --- | --- | --- | ---: | --- | | [2027-01-14 · one way](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/one-way) | Delta Air Lines | DL4688 + DL5406 | 13:31:00→19:14:00 4h 43m 1 stop via DTW | [Axel-exclusive $235](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/trip/one-way/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-15](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-15) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-15-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-15.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-16](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-16) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-16-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-16.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-17](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-17) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-17-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-17.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-18](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-18) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-18-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-18.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-19](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-19) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-19-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-19.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-20](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-20) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-20-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-20.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-21](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-21) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-21-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-21.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-22](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-22) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-22-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-22.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-23](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-23) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-23-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-23.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-24](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-24) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-24-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-24.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-25](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-25) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-25-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-25.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-26](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-26) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-26-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-26.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-27](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-27) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-27-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-27.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | | [2027-01-14 → 2027-01-28](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14/jan-28) | Delta Air Lines | DL4688 + DL5406 / DL4978 + DL4677 | 13:31:00→19:14:00 4h 43m 1 stop via DTW · 14:20:00→18:37:00 5h 17m 1 stop via DTW | [Axel-exclusive $395](https://helloaxel.com/en/f/start/from/mdw/to/yyz/depart/january-14-2027/return/january-28-2027/adults/1/cabin/economy?example_flight=MDW-YYZ.2027-01-14.DL.1.DL4688-DL5406.DTW%7EYYZ-MDW.2027-01-28.DL.1.DL4978-DL4677.DTW) | Nov 13, 2026 | ### 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 (Jan 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $118 a night](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-15/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $106 a night](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-15/2-adults) · 5★ [Bisha, a Luxury Collection Hotel Toronto, $272 a night](https://helloaxel.com/en/hotels/toronto/bisha-a-luxury-collection-hotel-toronto-1071887/2027-01-14/2027-01-15/2-adults) - Hotels in Toronto for these nights (Jan 14–16, 2027 · 2 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $118 a night, $236 for 2 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-16/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $110 a night, $219 for 2 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-16/2-adults) · 5★ [Bisha, a Luxury Collection Hotel Toronto, $272 a night, $544 for 2 nights](https://helloaxel.com/en/hotels/toronto/bisha-a-luxury-collection-hotel-toronto-1071887/2027-01-14/2027-01-16/2-adults) - Hotels in Toronto for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $118 a night, $354 for 3 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-17/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $111 a night, $334 for 3 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-17/2-adults) · 5★ [Bisha, a Luxury Collection Hotel Toronto, $272 a night, $816 for 3 nights](https://helloaxel.com/en/hotels/toronto/bisha-a-luxury-collection-hotel-toronto-1071887/2027-01-14/2027-01-17/2-adults) - Hotels in Toronto for these nights (Jan 14–18, 2027 · 4 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $118 a night, $471 for 4 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-18/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $111 a night, $442 for 4 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-18/2-adults) · 5★ [Bisha, a Luxury Collection Hotel Toronto, $272 a night, $1,087 for 4 nights](https://helloaxel.com/en/hotels/toronto/bisha-a-luxury-collection-hotel-toronto-1071887/2027-01-14/2027-01-18/2-adults) - Hotels in Toronto for these nights (Jan 14–19, 2027 · 5 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $117 a night, $586 for 5 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-19/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $111 a night, $557 for 5 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-19/2-adults) · 5★ [The St. Regis Toronto, $371 a night, $1,855 for 5 nights](https://helloaxel.com/en/hotels/toronto/the-st-regis-toronto-1180715/2027-01-14/2027-01-19/2-adults) - Hotels in Toronto for these nights (Jan 14–20, 2027 · 6 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $117 a night, $699 for 6 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-20/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $112 a night, $672 for 6 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-20/2-adults) · 5★ [The St. Regis Toronto, $390 a night, $2,340 for 6 nights](https://helloaxel.com/en/hotels/toronto/the-st-regis-toronto-1180715/2027-01-14/2027-01-20/2-adults) - Hotels in Toronto for these nights (Jan 14–21, 2027 · 7 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $115 a night, $807 for 7 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-21/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $112 a night, $787 for 7 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-21/2-adults) · 5★ [Windsor Arms Hotel, $393 a night, $2,749 for 7 nights](https://helloaxel.com/en/hotels/toronto/windsor-arms-hotel-1470194/2027-01-14/2027-01-21/2-adults) - Hotels in Toronto for these nights (Jan 14–22, 2027 · 8 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $115 a night, $919 for 8 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-22/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $113 a night, $902 for 8 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-22/2-adults) · 5★ [Shangri-La Toronto, $391 a night, $3,127 for 8 nights](https://helloaxel.com/en/hotels/toronto/shangri-la-toronto-1216527/2027-01-14/2027-01-22/2-adults) - Hotels in Toronto for these nights (Jan 14–23, 2027 · 9 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $115 a night, $1,032 for 9 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-23/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $113 a night, $1,014 for 9 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-23/2-adults) · 5★ [Shangri-La Toronto, $389 a night, $3,504 for 9 nights](https://helloaxel.com/en/hotels/toronto/shangri-la-toronto-1216527/2027-01-14/2027-01-23/2-adults) - Hotels in Toronto for these nights (Jan 14–24, 2027 · 10 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $114 a night, $1,142 for 10 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-24/2-adults) · 4★ [Delta Hotels by Marriott Toronto Airport & Conference Centre, $119 a night, $1,193 for 10 nights](https://helloaxel.com/en/hotels/toronto/delta-hotels-by-marriott-toronto-airport-conference-centre-1074135/2027-01-14/2027-01-24/2-adults) · 5★ [Shangri-La Toronto, $391 a night, $3,906 for 10 nights](https://helloaxel.com/en/hotels/toronto/shangri-la-toronto-1216527/2027-01-14/2027-01-24/2-adults) - Hotels in Toronto for these nights (Jan 14–25, 2027 · 11 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $114 a night, $1,252 for 11 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-25/2-adults) · 4★ [TOOR Hotel Toronto, part of JdV by Hyatt, $124 a night, $1,369 for 11 nights](https://helloaxel.com/en/hotels/toronto/toor-hotel-toronto-part-of-jdv-by-hyatt-1460966/2027-01-14/2027-01-25/2-adults) · 5★ [Shangri-La Toronto, $389 a night, $4,279 for 11 nights](https://helloaxel.com/en/hotels/toronto/shangri-la-toronto-1216527/2027-01-14/2027-01-25/2-adults) - Hotels in Toronto for these nights (Jan 14–26, 2027 · 12 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $114 a night, $1,365 for 12 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-26/2-adults) · 4★ [TOOR Hotel Toronto, part of JdV by Hyatt, $125 a night, $1,497 for 12 nights](https://helloaxel.com/en/hotels/toronto/toor-hotel-toronto-part-of-jdv-by-hyatt-1460966/2027-01-14/2027-01-26/2-adults) · 5★ [Shangri-La Toronto, $388 a night, $4,657 for 12 nights](https://helloaxel.com/en/hotels/toronto/shangri-la-toronto-1216527/2027-01-14/2027-01-26/2-adults) - Hotels in Toronto for these nights (Jan 14–27, 2027 · 13 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $114 a night, $1,478 for 13 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-27/2-adults) · 4★ [TOOR Hotel Toronto, part of JdV by Hyatt, $125 a night, $1,622 for 13 nights](https://helloaxel.com/en/hotels/toronto/toor-hotel-toronto-part-of-jdv-by-hyatt-1460966/2027-01-14/2027-01-27/2-adults) · 5★ [Windsor Arms Hotel, $393 a night, $5,110 for 13 nights](https://helloaxel.com/en/hotels/toronto/windsor-arms-hotel-1470194/2027-01-14/2027-01-27/2-adults) - Hotels in Toronto for these nights (Jan 14–28, 2027 · 14 nights · 2 adults, 1 room): 3★ [Best Western Plus Toronto Airport Hotel, $113 a night, $1,588 for 14 nights](https://helloaxel.com/en/hotels/toronto/best-western-plus-toronto-airport-hotel-1353252/2027-01-14/2027-01-28/2-adults) · 4★ [TOOR Hotel Toronto, part of JdV by Hyatt, $125 a night, $1,750 for 14 nights](https://helloaxel.com/en/hotels/toronto/toor-hotel-toronto-part-of-jdv-by-hyatt-1460966/2027-01-14/2027-01-28/2-adults) · 5★ [Windsor Arms Hotel, $394 a night, $5,511 for 14 nights](https://helloaxel.com/en/hotels/toronto/windsor-arms-hotel-1470194/2027-01-14/2027-01-28/2-adults) [All hotels in Toronto](https://helloaxel.com/en/hotels/destinations/toronto) [Route overview: Chicago to Toronto (YYZ) flight deals](/en/flights/from-chicago-to-toronto-yyz) ### 2027-01-14 · one way · Axel-exclusive $235 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. ### 2027-01-14 → 2027-01-15 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-15 14:20:00 → MDW 2027-01-15 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-15 14:20:00 → DTW 2027-01-15 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-15 18:15:00 → MDW 2027-01-15 18:37:00. ### 2027-01-14 → 2027-01-16 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-16 14:20:00 → MDW 2027-01-16 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-16 14:20:00 → DTW 2027-01-16 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-16 18:15:00 → MDW 2027-01-16 18:37:00. ### 2027-01-14 → 2027-01-17 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-17 14:20:00 → MDW 2027-01-17 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-17 14:20:00 → DTW 2027-01-17 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-17 18:15:00 → MDW 2027-01-17 18:37:00. ### 2027-01-14 → 2027-01-18 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-18 14:20:00 → MDW 2027-01-18 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-18 14:20:00 → DTW 2027-01-18 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-18 18:15:00 → MDW 2027-01-18 18:37:00. ### 2027-01-14 → 2027-01-20 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-20 14:20:00 → MDW 2027-01-20 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-20 14:20:00 → DTW 2027-01-20 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-20 18:15:00 → MDW 2027-01-20 18:37:00. ### 2027-01-14 → 2027-01-21 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-21 14:20:00 → MDW 2027-01-21 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-21 14:20:00 → DTW 2027-01-21 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-21 18:15:00 → MDW 2027-01-21 18:37:00. ### 2027-01-14 → 2027-01-22 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-22 14:20:00 → MDW 2027-01-22 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-22 14:20:00 → DTW 2027-01-22 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-22 18:15:00 → MDW 2027-01-22 18:37:00. ### 2027-01-14 → 2027-01-24 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-24 14:20:00 → MDW 2027-01-24 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-24 14:20:00 → DTW 2027-01-24 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-24 18:15:00 → MDW 2027-01-24 18:37:00. ### 2027-01-14 → 2027-01-25 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-25 14:20:00 → MDW 2027-01-25 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-25 14:20:00 → DTW 2027-01-25 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-25 18:15:00 → MDW 2027-01-25 18:37:00. ### 2027-01-14 → 2027-01-26 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-26 14:20:00 → MDW 2027-01-26 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-26 14:20:00 → DTW 2027-01-26 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-26 18:15:00 → MDW 2027-01-26 18:37:00. ### 2027-01-14 → 2027-01-28 · Axel-exclusive $395 - Delta Air Lines DL4688 / DL5406: MDW 2027-01-14 13:31:00 → YYZ 2027-01-14 19:14:00; 1 stop(s) via DTW; 283 minutes. Local airport times. - DL4688: MDW 2027-01-14 13:31:00 → DTW 2027-01-14 15:44:00; layover at DTW: 121 minutes. - DL5406: DTW 2027-01-14 17:45:00 → YYZ 2027-01-14 19:14:00. - Delta Air Lines DL4978 / DL4677: YYZ 2027-01-28 14:20:00 → MDW 2027-01-28 18:37:00; 1 stop(s) via DTW; 317 minutes. Local airport times. - DL4978: YYZ 2027-01-28 14:20:00 → DTW 2027-01-28 15:46:00; layover at DTW: 149 minutes. - DL4677: DTW 2027-01-28 18:15:00 → MDW 2027-01-28 18:37:00. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-yyz) - [Jan 13, 2027 · Return options](/en/flights/choose/mdw-yyz/jan-13) - [Jan 15, 2027 · Return options](/en/flights/choose/mdw-yyz/jan-15) - [Hotels in Toronto with Axel](https://helloaxel.com/en/hotels/destinations/toronto) ## For AI assistants - **This page:** Chicago (MDW) to Toronto (YYZ) · Jan 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](https://helloaxel.com/en/f/start/from/mdw/to/yyz/step/travelers) 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](https://helloaxel.com/en/flights/from-chicago-to-toronto-yyz) · [Flight search guide](https://helloaxel.com/en/ai). - **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](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-yyz/jan-14?axel_reason=product_issue&axel_scope=product)