Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare International Airport (ORD)
Air CanadaAir Canada
WestJetWestJet
American AirlinesAmerican Airlines
UnitedUnited
DeltaDelta
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 25% on select hotels after you book a flight*
Cheap Flights from Toronto (YYZ) to Chicago (ORD)
Prices were available within the past 7 days and start at £83 for one-way flights and £128 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)
November is typically the cheapest month to fly
Graph displaying average flight prices per month
Origin airport | Pearson Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United, WestJet |
Return price | £127 |
Distance | 697 km |
Compare flights from Toronto to Chicago easily and book with confidence
For travelling on business or for pleasure, Expedia makes it easy to book your flights from Toronto to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Pearson Intl. to O'Hare Intl..
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 Pearson Intl. (YYZ) to O'Hare Intl. (ORD)
The easiest way to view the best deals on flights from Toronto to Chicago 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 Pearson Intl. to O'Hare Intl. start at just £128 and range up to £209.
To find an even better deal, try
- being flexible on your dates – midweek flights can be cheaper
- looking for other airports near Toronto and Chicago
- booking your flight during September, the cheapest month on this route
- varying your flight times – early morning and late at night are sometimes cheaper
Why you should book your Toronto to Chicago flight with Expedia!
We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Pearson Intl. to O'Hare Intl. 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.
Frequently asked questions
Explore a world of travel with Expedia
- Trending Routes
- Trending Flights
- Top Flights Destinations
- Related Airlines
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Toronto
- Toronto to Newark Liberty Intl. Airport (YYZ - EWR)
- Toronto to Calgary (YYZ - YYC)
- Toronto to London (YYZ - LCY)
- Toronto to Milan (YYZ - MXP)
- Toronto to New York (YYZ - LGA)
- Toronto to Delhi (YYZ - DEL)
- Toronto to Edinburgh (YYZ - EDI)
- Toronto to Barcelona (YYZ - BCN)
- Toronto to New York (YYZ - JFK)
- Toronto to Porto (YYZ - OPO)
- Toronto to Dublin (YYZ - DUB)
- Toronto to Vancouver (YYZ - YVR)
Top Routes from Toronto
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Chicago
- Flights to Myrtle Beach
- Flights to San Diego
- Flights to Panama City Beach
- Flights to Destin
- Flights to Los Angeles
- Flights to Ocean City
- Flights to Miami
- Flights to Boston
- Flights to Nashville
- Flights to Atlantic City
- Flights to Pigeon Forge
- Flights to Atlanta
- Flights to San Francisco
- Flights to Virginia Beach
- Flights to Gulf Shores
- Flights to Seattle
Chicago
Hamilton
Kitchener
Toronto
Expedia's Latest Trends
- Cheap Flights from Chicago (ORD) to Charleston (CHS)
- Cheap Flights from Chicago (ORD) to Manchester (MAN)
- Cheap Flights from Chicago (ORD) to New York (LGA)
- Cheap Flights from Birmingham (BHX) to Chicago (ORD)
- Cheap Flights from New York (LGA) to Chicago (ORD)
- Cheap Flights from Atlanta (ATL) to Chicago (ORD)
- Cheap Flights from Manchester (MAN) to Ottawa (YOW)
- Cheap Flights from Edinburgh (EDI) to Chicago (ORD)
- Cheap Flights from Edinburgh (EDI) to Ottawa (YOW)
- Cheap Flights from Ottawa (YOW) to London (LHR)
- Cheap Flights from Dublin (DUB) to Chicago (ORD)
- Cheap Flights from Chicago (ORD) to Boston (BOS)
- Cheap Flights from New York (JFK) to Chicago (ORD)
- Cheap Flights from Toronto (YYZ) to London (YXU)
- Cheap Flights from Chicago (ORD) to Minneapolis (MSP)
- British Airways London (LHR) to Chicago (ORD) flights
- Cheap Flights from Toronto (YYZ) to Ottawa (YOW)
- Cheap Flights from London (LHR) to Ottawa (YOW)
- Cheap Flights from London (LGW) to Chicago (ORD)
- British Airways Chicago (ORD) to London (LHR) flights
- Cheap Flights from Chicago (ORD) to London (LHR)
- Cheap Flights from Glasgow (GLA) to Chicago (ORD)
- Cheap Flights from Ottawa (YOW) to Toronto (YYZ)
- Cheap Flights from London (LHR) to Chicago (ORD)
- Cheap Flights from London (LHR) to Hamilton (YHM)
- Cheap Flights from London (YXU) to Edmonton (YEG)
- Cheap Flights from Chicago (ORD) to New York (NYC)
- Cheap Flights from Manchester (MAN) to Chicago (ORD)
- Cheap Flights from London (LON) to London (YXU)
- Cheap Flights from Chicago (ORD) to Indianapolis (IND)