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Cheap Flights from Chicago to Mississauga

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago to Mississauga flight deals

      Find the cheapest month or even day of the year to fly to Mississauga

      Book the best Mississauga fare with no extra fees

      Flight deals from Chicago to Mississauga

      Looking for a cheap last-minute deal or the best return flight from Chicago to Mississauga? Find the lowest prices on one-way and return tickets right here.
      Toronto.$362 per passenger.Departing Wed, 23 Sep, returning Thu, 24 Sep.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 23 Sep, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Thu, 24 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $362, select.
      Toronto.$403 per passenger.Departing Fri, 2 Oct, returning Sun, 4 Oct.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Sun, 4 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $403, select.
      Toronto.$476 per passenger.Departing Wed, 30 Sep, returning Wed, 7 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 30 Sep, arriving in Toronto Pearson International.Inbound indirect flight with Air Canada, departs from Toronto Pearson International on Wed, 7 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $476, select.
      Toronto.$482 per passenger.Departing Wed, 23 Sep, returning Sat, 3 Oct.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 23 Sep, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Sat, 3 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $482, select.
      Toronto.$542 per passenger.Departing Thu, 29 Oct, returning Sun, 1 Nov.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Thu, 29 Oct, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Sun, 1 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $542, select.
      Toronto.$544 per passenger.Departing Wed, 4 Nov, returning Mon, 9 Nov.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 4 Nov, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Mon, 9 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $544, select.
      Toronto.$555 per passenger.Departing Wed, 31 Mar, returning Wed, 14 Apr.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 31 Mar, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Wed, 14 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $555, select.
      Toronto.$573 per passenger.Departing Thu, 15 Oct, returning Sun, 10 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 15 Oct, arriving in Toronto Pearson International.Inbound direct flight with United departs from Toronto Pearson International on Sun, 10 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $573, select.
      Toronto.$588 per passenger.Departing Tue, 15 Dec, returning Tue, 5 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 15 Dec, arriving in Toronto Pearson International.Inbound indirect flight with Air Canada, departs from Toronto Pearson International on Tue, 5 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $588, select.
      Toronto.$593 per passenger.Departing Mon, 14 Sep, returning Mon, 30 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 14 Sep, arriving in Toronto Pearson International.Inbound direct flight with United departs from Toronto Pearson International on Mon, 30 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $593, select.
      Toronto.$606 per passenger.Departing Thu, 14 Jan, returning Sat, 16 Jan.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Thu, 14 Jan, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Sat, 16 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $606, select.
      Toronto.$610 per passenger.Departing Thu, 1 Apr, returning Wed, 7 Apr.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Thu, 1 Apr, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Wed, 7 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $610, select.
      Toronto.$612 per passenger.Departing Tue, 8 Dec, returning Sat, 12 Dec.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Tue, 8 Dec, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Sat, 12 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $612, select.
      Toronto.$619 per passenger.Departing Wed, 25 Nov, returning Tue, 1 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 25 Nov, arriving in Toronto Pearson International.Inbound indirect flight with Delta, departs from Toronto Pearson International on Tue, 1 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $619, select.
      Toronto.$623 per passenger.Departing Tue, 8 Jun, returning Wed, 7 Jul.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Tue, 8 Jun, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Wed, 7 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $623, select.
      Toronto.$629 per passenger.Departing Wed, 24 Mar, returning Wed, 31 Mar.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Chicago O'Hare International on Wed, 24 Mar, arriving in Toronto Pearson International.Inbound direct flight with Air Canada departs from Toronto Pearson International on Wed, 31 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $629, select.
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      Chicago to Mississauga: Flight information

      The things to know before you go.
      Fly intoToronto Pearson International Airport
      Distance to Mississauga10.5 km
      Cheapest flight$362
      Cheapest month to flySeptember
      Most popular airlineUnited
      Average flight time1 hr, 51 mins

      Find the cheapest month to fly from Chicago to Mississauga

      We’re always keeping an eye on fares, so you can find the best flight deal in seconds. It looks like Chicago to Mississauga flights are currently cheapest in September. We’ve based this on flights into Toronto Pearson International Airport.
      Aug
      from $455
      Sep
      from $146
      Oct
      from $161
      Nov
      from $228
      Dec
      from $242
      Jan
      from $258
      Feb
      from $234
      Mar
      from $257
      Apr
      from $292
      May
      from $286
      Jun
      from $296
      Jul
      from $289

      Finding cheap flights from Chicago to Mississauga: Frequently asked questions

      There are 3 airports near Mississauga: Toronto Pearson International Airport, Toronto Island Airport and John C. Munro Hamilton Airport.
      The best price we found for a return flight from Chicago to Mississauga is $362. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      United, Air Canada, American Airlines all offer direct flights to Toronto Pearson International Airport.
      We've checked every Chicago to Mississauga fare we could find, and the cheapest upcoming date to fly seems to be on Wednesday, 23 September 2026. Overall, the cheapest month to fly from Chicago to Mississauga is usually September.
      If you're flying from Chicago, the cheapest airport near Mississauga is Toronto Pearson International – which is 10.5 km away from the centre of Mississauga. We've found flights into this airport from $362.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Mississauga on Wednesday, 23 September 2026.
      No airlines currently offer direct flights between Chicago and Mississauga. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Mississauga but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Mississauga is around 40 days in advance, so don’t leave your flight to the last minute.

      Toronto Pearson International Airport is 10.5km from Mississauga, Toronto Island Airport is 20.5km from Mississauga, and John C. Munro Hamilton Airport is 52.3km from Mississauga.
      Toronto Pearson International Airport is closest to Mississauga, at around 10.5 km away.
      The cheapest airline that flies to Mississauga is Air Canada .