Cheap flights from Toronto to Chicago, Estados Unidos (YTO - MDW)

As a rule, buying flight tickets from Toronto to Chicago expends a lot. Using our service of searching for cheap flight tickets, you will be able to save a significant sum of money! We will help tip to buy flight tickets from Toronto to Chicago at the most favorable prices.

Out service helps you to find tickets from Toronto to Chicago in the most reliable travel agencies and booking systems, including all the airline companies. We don't sell tickets and don't do any surcharges, we just find the best offers - you choose yourself where you want to buy flight tickets Toronto - Chicago at the best price!

We also recommend you to look through the prices for return tickets from Chicago to Toronto.

Airfares found by our users in the past 24 hours

The cheapest flight from Toronto to Chicago is 166€ on Porter Airlines, departing on 04.08.2025 and returning on 09.08.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Porter Airlines04.08.202509.08.2025from 166€

Average round-trip airfares from Toronto to Chicago by months

MesRound-Trip
Abril 202502.04 - 13.04from 303€
Mayo 2025find now
Junio 2025find now
Julio 202528.07 - 04.08from 168€
Agosto 202504.08 - 09.08from 166€
Septiembre 2025find now
Octubre 2025find now
Noviembre 2025find now
Diciembre 2025find now
Enero 2026find now
Febrero 2026find now
Marzo 2026find now

The price which were found by our clients for the latest several days. Given ticket prices could change. It's connected with the presence of flight tickets while booking.

Airlines are flying from Toronto to Chicago

Air TransatPorter Airlines
Find Flights to Chicago
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