---
title: "Chicago to Toronto cheap flights from $162 (CHI to YYZ) - Expedia"
description: "Compare cheap Flights from Chicago (CHI) to Toronto (YYZ) start at $162 for one-way and $342 for round trip. Earn your airline miles on top of our rewards!"
canonical: "https://www.expedia.com/lp/flights/chi/yyz/chicago-to-toronto"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-15T18:44:20Z
---

# $162 Cheap Flights from Chicago (CHI) to Toronto (YYZ)
![A city skyline at dusk with a prominent tower and a stadium.](https://images.trvl-media.com/place/5921113/cc3065f4-c786-426b-916e-dccae927517e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

[View $162 flight on Tue, Apr 13, 2027](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:4/13/2027TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:161.60&airProductToken=AQo4CjYI1YIBEgM0NTAYrhwgmM4BKJqoqgMwhamqAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BMkEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL)

## Popular airlines from Chicago to Toronto, ON (YYZ-Pearson Intl.)

[Porter Airlines](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}])

[Delta](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])

[WestJet](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}])

[American Airlines](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])

[Air Canada](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}])

[United](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:YYZ,departure:11/29/2026TANYT&leg2=from:YYZ,to:CHI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])

## Cheap Flights from Chicago to Toronto (CHI-YYZ)

Prices were available within the past 7 days and start at $162 for one-way flights and $342 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

[Select Air Canada flight, departing Wed, Dec 9 from Chicago to Toronto, returning Fri, Dec 18, priced at $342 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/9/2026TANYT&leg2=from:YYZ,to:ORD,departure:12/18/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:341.78&airProductToken=AQozCjEIwYYBEgM1MDAYrhwgmM4BKJWrnwMw-6ufAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ)

Wed, Dec 9 - Fri, Dec 18 · ORD · YYZ · Roundtrip

[Select United flight, departing Thu, Dec 3 from Chicago to Toronto, returning Wed, Dec 9, priced at $347 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/3/2026TANYT&leg2=from:YYZ,to:ORD,departure:12/9/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:346.69&airProductToken=AQo5CjcI1YIBEgQzNjc0GK4cIJjOASjh6J4DMNfpngM4TkAAWAFqCjFfYmFzaWNlY29yCEdOQTRBMkJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw)

Thu, Dec 3 - Wed, Dec 9 · ORD · YYZ · Roundtr · ip

[Select United flight, departing Wed, Dec 16 from Chicago to Toronto, returning Thu, Dec 24, priced at $353 Found 17 hours ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/16/2026TANYT&leg2=from:YYZ,to:ORD,departure:12/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:352.21&airProductToken=AQo3CjUI1YIBEgQzNjEyGK4cIJjOASib%5FZ8DMJH-nwM4TkAAWAFqCEVDT0JBU0lDcghHTkEyQTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE)

Wed, Dec 16 - Thu, Dec 24 · ORD · YYZ · Roundtrip

[Select United flight, departing Mon, Dec 21 from Chicago to Toronto, returning Wed, Dec 30, priced at $354 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/21/2026TANYT&leg2=from:YYZ,to:ORD,departure:12/30/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:353.86&airProductToken=AQpvCjUI1YIBEgQyNzU5GK4cIMSNASi0sKADMLuxoAM4TkAAWAFqCEVDT0JBU0lDcghHTkE0QTJCTgo2CNWCARIEMzQwMBjEjQEgmM4BKJKzoAMwg7SgAzhOQAFYAWoIRUNPQkFTSUNyCEdOQTRBMkJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ)

Mon, Dec 21 - Wed, Dec 30 · ORD · YYZ · Roundtrip

[Select Delta flight, departing Thu, Apr 22 from Chicago to Toronto, returning Sun, Apr 25, priced at $356 Found 3 days ago](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:YYZ,departure:4/22/2027TANYT&leg2=from:YYZ,to:MDW,departure:4/25/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:355.29&airProductToken=AQpyCjcIxJgBEgQ0ODM0GOywASDjtAEoxo6rAzCNj6sDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjcIxJgBEgQ1MTQ2GOO0ASCYzgEomJCrAzDnkKsDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJREgwIARABGAEqAkRMMgAYASIECAEQASgCKAMoBDAB)

Thu, Apr 22 - Sun, Apr 25 · MDW · YYZ · Roundtrip

[Select Delta flight, departing Fri, Apr 9 from Chicago to Toronto, returning Mon, Apr 12, priced at $359 Found 3 days ago](https://www.expedia.com/Flights-Search?leg1=from:MDW,to:YYZ,departure:4/9/2027TANYT&leg2=from:YYZ,to:MDW,departure:4/12/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:358.02&airProductToken=AQpyCjcIxJgBEgQ0NjkwGOywASDjtAEoo4CqAzDugKoDOEVAAFgBaglNQUlOQkFTSUNyCFhBVlNBMEJRCjcIxJgBEgQ0OTQzGOO0ASCYzgEowoGqAzCUgqoDOEVAAVgBaglNQUlOQkFTSUNyCFhBVlNBMEJREgwIARABGAEqAkRMMgAYASIECAEQASgCKAMoBDAB)

Fri, Apr 9 - Mon, Apr 12 · MDW · YYZ · Roundtrip

[Select Delta flight, departing Thu, Feb 25 from Chicago to Toronto, returning Sat, Feb 27, priced at $361 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:2/25/2027TANYT&leg2=from:YYZ,to:ORD,departure:2/27/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:360.22&airProductToken=AQpxCjYIxJgBEgQyMDM5GK4cIOO0ASjsl6YDMMaYpgM4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWU0EwQlEKNwjEmAESBDUxNDYY47QBIJjOASj5mqYDMNCbpgM4RUABWAFqCU1BSU5CQVNJQ3IIWEFWU0EwQlESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE)

Thu, Feb 25 - Sat, Feb 27 · ORD · YYZ · Roundtrip

[Select Air Canada flight, departing Sun, Dec 13 from Chicago to Toronto, returning Thu, Dec 17, priced at $362 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/13/2026TANYT&leg2=from:YYZ,to:ORD,departure:12/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:361.17&airProductToken=AQozCjEIwYYBEgM1MTAYrhwgmM4BKOrdnwMw0N6fAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ)

Sun, Dec 13 - Thu, Dec 17 · ORD · YYZ · Roundtrip

[Select American Airlines flight, departing Thu, Dec 31 from Chicago to Toronto, returning Fri, Jan 1, priced at $436 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:12/31/2026TANYT&leg2=from:YYZ,to:ORD,departure:1/1/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:435.67&airProductToken=AQozCjEIwYIBEgQzNjA0GK4cIJjOASitoqEDMJ-joQM4UUAAWAFqBE1BSU5yCFFWQUhaTk0xEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwAQ)

Thu, Dec 31 - Fri, Jan 1 · ORD · YYZ · Roundtrip

[Select Porter Airlines flight, departing Sat, Jan 16 from Chicago to Toronto, returning Sun, Jan 17, priced at $462 Just found](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YYZ,departure:1/16/2027TANYT&leg2=from:YYZ,to:ORD,departure:1/17/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:461.19&airProductToken=AQpDCkEI0IgBEgQ2MDMxGK4cIJjOASil3KIDMJzdogM4TEAAWAFqCFNUQU5EQVJEcghMMk4xWk9aU3oKCMGCARIEMzQ1NgpDCkEI0IgBEgQ2MDY1GJjOASCuHCjO46IDMNnkogM4TEAAWAFqCFNUQU5EQVJEcghMMk4xWk9aU3oKCMGCARIEMzYwNhIKCAEQARgBKgJQRBgBIgQIARABKAIoAygEMAE)

Sat, Jan 16 - Sun, Jan 17 · ORD · YYZ · Roundtrip

## Alternative airports near Toronto

Prices were available within the past 7 days. Prices and availability are subject to change.

[Select flight to Billy Bishop Toronto City YTZ. Closest option available. Average driving time to city center is 4 minutes. Flights from $570](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:YTZ,departure:11/29/2026TANYT&leg2=from:YTZ,to:ORD,departure:11/30/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

4 min

## Book with confidence

### Chicago to Toronto Flights

#### The cheapest times to fly from Chicago to Toronto

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Toronto are during the month of December. You can find some of the cheapest flights from Chicago to Toronto with Expedia's search tool and vast selection of airlines.

#### The best time to book a flight from Chicago to Toronto

Sunday is one of the best days to book for cheap flights from Chicago to Toronto: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

#### How to find cheap round-trip tickets from Chicago to Toronto

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Toronto in 2026\. You can also book with separate airlines for your outbound and return journeys, from $162 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Toronto flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Chicago to Toronto airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*\*Terms apply.*

*Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages.*

## Travel information

| Origin airport      | Chicago Midway Airport        |
| ------------------- | ----------------------------- |
| Destination airport | Toronto Pearson Intl. Airport |
| Distance            | 432 miles away                |
| Airlines serving    | WestJet, Delta                |
| Popular airline     | WestJet                       |
| Roundtrip price     | $342                          |

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- [Flights from New York (NYC) to Toronto (YYZ)](https://www.expedia.com/lp/flights/nyc/yyz/new-york-to-toronto)
- [Flights from Entebbe (EBB) to Toronto (YYZ)](https://www.expedia.com/lp/flights/ebb/yyz/entebbe-to-toronto)
- [Flights from Bridgetown (BGI) to Toronto (YYZ)](https://www.expedia.com/lp/flights/bgi/yyz/bridgetown-to-toronto)
- [Flights from Edmonton (YEG) to Toronto (YYZ)](https://www.expedia.com/lp/flights/yeg/yyz/edmonton-to-toronto)
- [Flights from Lisbon (LIS) to Toronto (YYZ)](https://www.expedia.com/lp/flights/lis/yyz/lisbon-to-toronto)
- [Flights from Boston (BOS) to Toronto (YYZ)](https://www.expedia.com/lp/flights/bos/yyz/boston-to-toronto)
- [Flights from Winnipeg (YWG) to Toronto (YYZ)](https://www.expedia.com/lp/flights/ywg/yyz/winnipeg-to-toronto)
- [Flights from Liberia (LIR) to Toronto (YYZ)](https://www.expedia.com/lp/flights/lir/yyz/liberia-to-toronto)
- [Flights from San Jose (SJC) to Toronto (YYZ)](https://www.expedia.com/lp/flights/sjc/yyz/san-jose-to-toronto)
- [Flights from Mumbai (BOM) to Toronto (YYZ)](https://www.expedia.com/lp/flights/bom/yyz/mumbai-to-toronto)
- [Flights from Syracuse (SYR) to Toronto (YYZ)](https://www.expedia.com/lp/flights/syr/yyz/syracuse-to-toronto)
- [Flights from Amman (AMM) to Toronto (YYZ)](https://www.expedia.com/lp/flights/amm/yyz/amman-to-toronto)
- [Flights from Nassau (NAS) to Toronto (YYZ)](https://www.expedia.com/lp/flights/nas/yyz/nassau-to-toronto)
- [Flights from Pittsburgh (PIT) to Toronto (YYZ)](https://www.expedia.com/lp/flights/pit/yyz/pittsburgh-to-toronto)
- [Flights from Manila (MNL) to Toronto (YYZ)](https://www.expedia.com/lp/flights/mnl/yyz/manila-to-toronto)
- [Flights from New Orleans (MSY) to Toronto (YYZ)](https://www.expedia.com/lp/flights/msy/yyz/new-orleans-to-toronto)
- [Flights from Islamabad (ISB) to Toronto (YYZ)](https://www.expedia.com/lp/flights/isb/yyz/islamabad-to-toronto)
- [Flights from Athens (ATH) to Toronto (YYZ)](https://www.expedia.com/lp/flights/ath/yyz/athens-to-toronto)
- [Flights from Ontario Intl. Airport (ONT) to Toronto (YYZ)](https://www.expedia.com/lp/flights/ont/yyz/ontario-to-toronto)
- [Flights from Kathmandu (KTM) to Toronto (YYZ)](https://www.expedia.com/lp/flights/ktm/yyz/kathmandu-to-toronto)
- [Flights from Nashville (BNA) to Toronto (YYZ)](https://www.expedia.com/lp/flights/bna/yyz/nashville-to-toronto)
- [Flights from Denver (DEN) to Toronto (YYZ)](https://www.expedia.com/lp/flights/den/yyz/denver-to-toronto)
- [Flights from Washington (IAD) to Toronto (YYZ)](https://www.expedia.com/lp/flights/iad/yyz/washington-to-toronto)
- [Flights from Raleigh (RDU) to Toronto (YYZ)](https://www.expedia.com/lp/flights/rdu/yyz/raleigh-to-toronto)
- [Flights from Mexico City (MEX) to Toronto (YYZ)](https://www.expedia.com/lp/flights/mex/yyz/mexico-city-to-toronto)
- [Flights from Tampa (TPA) to Toronto (YYZ)](https://www.expedia.com/lp/flights/tpa/yyz/tampa-to-toronto)
- [Flights from San Diego (SAN) to Toronto (YYZ)](https://www.expedia.com/lp/flights/san/yyz/san-diego-to-toronto)
- [Flights from Fort Lauderdale (FLL) to Toronto (YYZ)](https://www.expedia.com/lp/flights/fll/yyz/fort-lauderdale-to-toronto)
- [Flights from Calgary (YYC) to Toronto (YYZ)](https://www.expedia.com/lp/flights/yyc/yyz/calgary-to-toronto)
- [Flights from Dubai (DXB) to Toronto (YYZ)](https://www.expedia.com/lp/flights/dxb/yyz/dubai-to-toronto)
- [Flights from Karachi (KHI) to Toronto (YYZ)](https://www.expedia.com/lp/flights/khi/yyz/karachi-to-toronto)
- [Flights from San Antonio (SAT) to Toronto (YYZ)](https://www.expedia.com/lp/flights/sat/yyz/san-antonio-to-toronto)
- [Flights from Phoenix (PHX) to Toronto (YYZ)](https://www.expedia.com/lp/flights/phx/yyz/phoenix-to-toronto)
- [Flights from San Francisco (SFO) to Toronto (YYZ)](https://www.expedia.com/lp/flights/sfo/yyz/san-francisco-to-toronto)

\*Available to One Key members.

## Other language versions

```yaml
hreflang:
  x-default: https://www.expedia.com/lp/flights/chi/yyz/chicago-to-toronto
  en-CA: https://www.expedia.ca/lp/flights/chi/yyz/chicago-to-toronto
  es: https://www.expedia.com/es/lp/vuelos/chi/yyz/todos-los-aeropuertos-de-chicago-a-toronto
  ar: https://www.expedia.sa/lp/flights/chi/yyz/chicago-to-toronto
  en-SG: https://www.expedia.com.sg/lp/flights/chi/yyz/chicago-to-toronto
  en-NZ: https://www.expedia.co.nz/lp/flights/chi/yyz/chicago-to-toronto
  en-HK: https://www.expedia.com.hk/en/lp/flights/chi/yyz/chicago-to-toronto
  en-US: https://www.expedia.com/lp/flights/chi/yyz/chicago-to-toronto
  zh-CN: https://www.expedia.com/cn/lp/flights/chi/yyz/chicago-to-toronto
```