Cheap Flights from Chicago to Toronto


The cheapest day to fly from Toronto to Chicago is on Monday. If you would like to save a little money on your next business trip look for flights on Monday.

👉Cheap Flights from Chicago to Toronto

👉Cheap YYZ (Toronto) to ORD (Chicago) Flights


Top Routes from Chicago


Chicago to Mexico City (CHI - MEX)

Chicago to Bangkok (CHI - BKK)

Chicago to Punta Cana (CHI - PUJ)

Chicago to Los Angeles (CHI - QLA)

Chicago to Orlando (CHI - ORL)

Chicago to New York (CHI - NYC)

Chicago to London (CHI - LON)

Chicago to Cancun (CHI - CUN)

Chicago to Guadalajara (CHI - GDL)

Chicago to Las Vegas (CHI - LAS)


Top Routes to Toronto


Newark to Toronto (EWR - YYZ)

Phoenix to Toronto (PHX - YYZ)


Los Angeles to Toronto (LAX - YYZ)


Washington to Toronto (DCA - YYZ)


Miami to Toronto (MIA - YYZ)


New York to Toronto (LGA - YYZ)


Fort Lauderdale to Toronto (FLL - YYZ)


Boston to Toronto (BOS - YYZ)


Washington to Toronto (IAD - YYZ)


New York to Toronto (JFK - YYZ)


Seattle to Toronto (SEA - YYZ)


Houston to Toronto (IAH - YYZ)



Top Routes from Toronto


Toronto to Newark (YYZ - EWR)

Toronto to Los Angeles (YYZ - LAX)

Toronto to Calgary (YYZ - YYC)

Toronto to London (YYZ - LCY)

Toronto to Punta Cana (YYZ - PUJ)

Toronto to New York (YYZ - LGA)

Toronto to Paris (YYZ - CDG)

Toronto to Fort Lauderdale (YYZ - FLL)

Toronto to Amsterdam (YYZ - AMS)

Toronto to Delhi (YYZ - DEL)

Toronto to New York (YYZ - JFK)

Toronto to Dublin (YYZ - DUB)


Top Routes to Chicago


Newark to Chicago (EWR - ORD)

Phoenix to Chicago (PHX - ORD)

Los Angeles to Chicago (LAX - ORD)

Washington to Chicago (DCA - ORD)

Tampa to Chicago (TPA - ORD)

Miami to Chicago (MIA - ORD)

New York to Chicago (LGA - ORD)

Boston to Chicago (BOS - ORD)

Fort Lauderdale to Chicago (FLL - ORD)

Minneapolis to Chicago (MSP - ORD)

Denver to Chicago (DEN - ORD)

New York to Chicago (JFK - ORD)


Cheap YYZ to ORD Flights

  • Question : What is the cheapest airline flying from Toronto to Chicago?
    Answer : Air Canada is your best friend for finding that in demand low fare. They're offering fares as low as $179, while rates for other flights are as high as $1,592.
  • Question : How long does the average person stay in Chicago?
    Answer : Of course, you are not an average person, but if you were, you'd stay around seven days.
  • Question : How long is the flight from YYZ to ORD?
    Answer : This direct flight will whisk you away to your destination in one hour and 45 minutes via Air Canada. If you catch the 7:30 AM EDT departure, you'll arrive at 8:15 AM CDT. Allowing you plenty of time to freshen up (don't forget, there is a time change of one hour).
  • Question : Is there a day of the week that has more departure times to choose from than other days?
    Answer : The day with the most departure times for this route is Monday with 35 options. However, with 24 flight times, Saturday doesn't offer quite as many options when finding that perfect departure time.
  • Question : Which airline has the least delays from Toronto to Chicago?
    Answer : Booking with Jazz means you will arrive to Chicago pretty close to the time your ticket states. In fact, this timely airline has a 100% average for landing before the plane turns into a pumpkin. Of course, it never hurts to be prepared. If you’re on FedEx, be sure to sign up for the delay notifications to stay up to date with your flight’s status.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Toronto to Chicago is on Monday. If you would like to save a little money on your next business trip look for flights on Monday.