Chicago essentials
- Country
- United States
- Airports
- O'Hare (ORD) and Midway (MDW)
- Cheapest time to fly
- January to March is usually cheapest; summer is peak season.
- From the airport
- The CTA Blue Line (from O'Hare) and Orange Line (from Midway) reach downtown for a transit fare.
- Time difference
- 1 hour behind Toronto (can shift by an hour when clocks change)
- Entry for Canadians
- Canadian citizens don't need a visa for tourist trips to the US, but a valid passport is required to fly.
Entry rules change, so confirm on the Government of Canada travel advice page before you book.
Cheapest flights to Chicago from Canada
Nonstop flights
- From Toronto: Air Canada, American Airlines and United
Hotels, tours and more for Chicago
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Chicago: common questions
When is the cheapest time to fly to Chicago from Canada?
January to March is usually cheapest; summer is peak season.
Which airport do you fly into for Chicago?
O'Hare (ORD) and Midway (MDW). The CTA Blue Line (from O'Hare) and Orange Line (from Midway) reach downtown for a transit fare.
Do Canadians need a visa for the United States?
Canadian citizens don't need a visa for tourist trips to the US, but a valid passport is required to fly.
Which Canadian cities fly to Chicago?
Viorvo tracks fares to Chicago from Toronto. Each route page shows the lowest recent fares and the cheapest month.