Title: £59 Cheap Flights from Chicago to Toronto (CHI to YTO) - Expedia.co.uk ![](https://images.trvl-media.com/place/178314/45bcb6b0-bbbc-444a-b4a3-02095cd0add1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178314/45bcb6b0-bbbc-444a-b4a3-02095cd0add1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £59 Cheap Flights from Chicago (CHI) to Toronto (YTO) [View £59 flight on Mon, 16 Mar 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:ORD,to:YYZ,departure:16/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:58.80&airProductToken=AQo3CjUI1YIBEgQxODQ1GK4cIJjOASis6IcDMJjphwM4TkAAWAFqCEVDT0JBU0lDcghHTkEyQTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago to Toronto - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Air Transat](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TS.svg) Air Transat [](https://www.expedia.co.uk/Flights-Search?leg1=from:chi,to:yto,departure:18/11/2025TANYT&leg2=from:yto,to:chi,departure:25/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TS"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from Chicago (CHI) to Toronto (YTO) Prices were available within the past 7 days and start at £59 for one-way flights and £146 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Thu, 16 Apr - Wed, 22 Apr MDW Chicago YTZ Toronto £146 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:MDW,to:YTZ,departure:16/04/2026TANYT&leg2=from:YTZ,to:MDW,departure:22/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:145.19&airProductToken=AQo_Cj0I1KYBEgQ3MzE1GOywASD4zAEo-8OKAzDhxIoDOFFAAFgBagNCR1RyCFEyTjBaUlpMegoI0IgBEgQ3MzE1EgoIARABGAEqAlRTGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, 16 Mar - Sat, 21 Mar ORD Chicago YYZ Toronto £147 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YYZ,departure:16/03/2026TANYT&leg2=from:YYZ,to:ORD,departure:21/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:146.50&airProductToken=AQozCjEIwYYBEgM1MDYYrhwgmM4BKJTmhwMw9-aHAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Fri, 16 Jan - Mon, 19 Jan MDW Chicago YTZ Toronto £151 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:MDW,to:YTZ,departure:16/01/2026TANYT&leg2=from:YTZ,to:MDW,departure:19/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:150.16&airProductToken=AQozCjEI1KYBEgQ3MDU4GOywASD4zAEovM2CAzCizoIDOFFAAFgBagNCR1RyCFEyTjBaUlpMCjMKMQjUpgESBDcwNjAY-MwBIOywASj37YIDMOXuggM4UUAAWAFqA0JHVHIIUTJOMFpSWkwSCggBEAEYASoCVFMYASIECAEQASgCKAMoBDAN) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sun, 1 Mar - Mon, 16 Mar MDW Chicago YTZ Toronto £154 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:MDW,to:YTZ,departure:01/03/2026TANYT&leg2=from:YTZ,to:MDW,departure:16/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:153.50&airProductToken=AQokCiII0IgBEgQyMzk0GOywASD4zAEo976GAzDdv4YDOE1AAFgBCiQKIgjQiAESBDIzOTMY-MwBIOywASiy5ocDMKDnhwM4TUAAWAESCggBEAEYASoCR1AYASIECAEQASgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, 5 Mar - Sat, 21 Mar ORD Chicago YYZ Toronto £156 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YYZ,departure:05/03/2026TANYT&leg2=from:YYZ,to:ORD,departure:21/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.40&airProductToken=AQoiCiAIwYYBEgM1MDYYrhwgmM4BKPDqhgMw0-uGAzhHQABYAQoiCiAIwYYBEgM1MDcYmM4BIK4cKMOeiAMwtp-IAzhHQABYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Wed, 6 May - Sat, 9 May MDW Chicago YTZ Toronto £156 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:MDW,to:YTZ,departure:06/05/2026TANYT&leg2=from:YTZ,to:MDW,departure:09/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.50&airProductToken=AQo1CjMI0IgBEgQyMzk0GOywASD4zAEovKWMAzCipowDOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwKNQozCNCIARIEMjM4Nxj4zAEg7LABKKvCjAMwmcOMAzhNQABYAWoFQkFTSUNyCE0yTjBaUlpMEgoIARABGAEqAkhSGAEiBAgBEAEoAigDKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, 15 Mar - Thu, 19 Mar ORD Chicago YKF Kitchener £156 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YKF,departure:15/03/2026TANYT&leg2=from:YKF,to:ORD,departure:19/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.90&airProductToken=AQpoCjIIwYYBEgQ4OTAwGK4cIJjOASiM2IcDMPDYhwM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQoyCMGGARIENzY0MRiYzgEg2CoonNuHAzDn24cDOEdAAVgBagVCQVNJQ3IIR05BMkEyQkEKaAoyCMGGARIENzYzNhjYKiCYzgEok4aIAzDZhogDOEdAAFgBagVCQVNJQ3IIR05BMkEyQkEKMgjBhgESBDg5MDkYmM4BIK4cKOKIiAMw2ImIAzhHQAFYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, 15 Mar - Thu, 19 Mar ORD Chicago YHM Hamilton £156 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YHM,departure:15/03/2026TANYT&leg2=from:YHM,to:ORD,departure:19/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.90&airProductToken=AQpoCjIIwYYBEgQ4OTAwGK4cIJjOASiM2IcDMPDYhwM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQoyCMGGARIENzYyNxiYzgEg-GEo7NuHAzC33IcDOEdAAVgBagVCQVNJQ3IIR05BMkEyQkEKZwoyCMGGARIENzYyNBj4YSCYzgEorIaIAzDyhogDOEdAAFgBagVCQVNJQ3IIR05BMkEyQkEKMQjBhgESAzUwNxiYzgEgrhwox4eIAzC6iIgDOEdAAVgBagVCQVNJQ3IIR05BMkEyQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, 24 Nov - Tue, 2 Dec ORD Chicago YYZ Toronto £162 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YYZ,departure:24/11/2025TANYT&leg2=from:YYZ,to:ORD,departure:02/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:162.00&airProductToken=AQpkCi8IwYIBEgM1MjMYrhwgQyj29v0CMOf3_QI4QkAAWAFqBUJBU0lDcghPVkFKWlNCWAoxCMGCARIENTY2NRhDIJjOASio-P0CMJb5_QI4QkABWAFqBUJBU0lDcghPVkFKWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, 27 Dec - Mon, 12 Jan ORD Chicago YYZ Toronto £179 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:ORD,to:YYZ,departure:27/12/2025TANYT&leg2=from:YYZ,to:ORD,departure:12/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:178.90&airProductToken=AQojCiEI1YIBEgQxMzY0GK4cIJjOASio8YADMIvygAM4TkAAWAEKIgogCMGGARIDNTA3GJjOASCuHCjDoYIDMLaiggM4R0AAWAESCggBEAEYASoCVUEYASIECAEQASgIKAQwAQ) ## Find the cheapest month to fly from Chicago (CHI) to Toronto (YTO) ### September is typically the cheapest month to fly From £106 - £175 per traveller. ## Alternative airports near Toronto Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:YYZ,departure:18/11/2025TANYT&leg2=from:YYZ,to:ORD,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) YYZ Pearson Intl. Cheapest 22 min [Flights from £205](https://www.expedia.co.uk/Flights-Search?leg1=from:ORD,to:YYZ,departure:18/11/2025TANYT&leg2=from:YYZ,to:ORD,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)? > The lowest price advertised for a round-trip flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) is £146. But you better act soon. This price is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)? > The majority of flights can be conveniently cancelled online, but whether or not you incur a fee all comes down to your airline. If you do need to cancel your escape, follow the instructions in the [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)? > That new movie you've been wanting to see will just have to wait — the flight distance between Chicago, IL (CHI-All Airports) (CHI) and Toronto (YTO-All Airports) (YTO) is only 740 kilometres. The captain will be instructing you to put your seat upright for landing before you know it. ### Which airlines fly direct from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)? > It's easy to fly directly from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports). Here are the most sought-after carriers that operate nonstop services on this route: > > > > - American Airlines - (AA) with 152 monthly flights > - United Airlines - (UA) with 147 monthly flights > - Air Canada - (AC) with 147 monthly flights > - Porter Airlines - (PD) with 82 monthly flights ### Are Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you'd prefer to start your trip planning early, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines advertise their prices so far in advance. Our suggestion? Check back often as prices are updated frequently. ## Travel information | Origin airport | Midway Intl. | | --- | --- | | Destination airport | Billy Bishop Toronto City | | Airlines serving | Air Canada, Air Transat, American Airlines, Delta, Porter Airlines, United, WestJet | | Return price | £145 | | Distance | 707 km | ## Book with confidence ### Compare flights from Chicago to Toronto easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Toronto. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to YTO-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from CHI-All Airports to YTO-All Airports.   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from CHI-All Airports (CHI) to YTO-All Airports (YTO) The easiest way to view the best deals on flights from Chicago to Toronto today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from CHI-All Airports to YTO-All Airports start at just £146 and range up to £179.   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Chicago and Toronto - booking your flight during April, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your Chicago to Toronto flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from CHI-All Airports to YTO-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   \*Available to Expedia members.