Cheapest one-way flights from Toronto to Chicago in January from 93€

AirHint found the following cheapest one-way flights from Toronto (YTZ) to Chicago (MDW) in January 2026 (see full year).

One-Way flights

26 Jan Porter Airlines (Canada) Ltd direct
09 Jan Porter Airlines (Canada) Ltd direct
23 Jan Porter Airlines (Canada) Ltd direct
06 Jan Porter Airlines (Canada) Ltd direct
01 Jan Porter Airlines (Canada) Ltd direct
05 Jan Porter Airlines (Canada) Ltd direct
18 Jan Porter Airlines (Canada) Ltd direct
07 Jan Porter Airlines (Canada) Ltd

Also check the deals for return flights from Toronto to Chicago in January.

Powered by

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.