Cheapest one-way
C$ 486.35
Delta Air Lines · 1 stop · 4 hr 28 min
One-way tickets on YUL–ORD recently started around C$ 486.35.
Flights from Montreal to Chicago
Compare Montreal to Chicago flights on BookingTrolley, where the lowest tracked fare was C$ 971.33. Check airlines, nonstop options and the cheapest months to fly.
Montreal to Chicago flights overview
On the latest Montreal to Chicago searches, the cheapest ticket BookingTrolley recorded was C$ 971.33. Across the months we have sampled, the typical round-trip fare averages about C$ 1,164.50. Nov tends to be the cheapest month to fly (around C$ 971.33), while Jun is usually the most expensive at about C$ 1,445.35 — a swing of roughly 49%.
The fastest nonstop Montreal to Chicago flights cover about 1,201 km in roughly 2 hr 52 min. BookingTrolley found 5 airlines currently compete on the YUL–ORD corridor, with Delta Air Lines posting one of the lowest fares at C$ 971.33. 3 of them offer nonstop options, which save layover time but can cost more than connecting itineraries.
Frequently asked questions about flying from Montreal to Chicago
Tuesday and Wednesday are typically the cheapest days to fly from Montreal to Chicago. According to BookingTrolley fare data on the Montreal to Chicago route (YUL–ORD), round-trip tickets started at C$ 971.33. Canada travellers often save by shifting 3–4 days around their preferred date on BookingTrolley.
The cheapest airlines on Montreal to Chicago are Delta Air Lines (from C$ 971.33), American Airlines (from C$ 975.44), United Airlines (from C$ 989.14), according to BookingTrolley's multi-provider comparison priced for the Canada market currency when available.
The cheapest flights from Montreal to Chicago started at C$ 971.33 round trip with one stop on Delta Air Lines, per BookingTrolley data relevant to Canada shoppers. Fares fluctuate with demand.
A nonstop flight from Montreal to Chicago takes about 2 hr 52 min in the air on the fastest outbound leg, based on BookingTrolley itinerary data from recent searches. Connecting flights add layover time and can extend total travel to a full day or more.
Shoulder season around peak holidays often pairs softer airfares with lighter crowds. According to BookingTrolley fare data on the Montreal to Chicago route (YUL–ORD), round-trip tickets started at C$ 971.33. BookingTrolley suggests booking 4–8 weeks ahead for routes like Montreal to Chicago.
Use BookingTrolley's flexible-date comparison for Montreal (YUL) to Chicago (ORD) to see which days cost least. Avoiding Friday–Sunday peaks is one of the fastest ways for Canada travellers to cut the ticket price.
Find cheap flights on popular routes
Explore fares from Montreal, into Chicago, and on related corridors with BookingTrolley.
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