Route Price Intelligence
Cheap Flights From Chicago to Montreal
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Chicago Midway to Montreal is running $297 right now, about 47% off the usual $557 fare. Montreal's old town and food scene make it an easy long-weekend add, and this is one of the better YUL prices we have tracked from MDW, though it looks like a single travel window for now.
✓ 12 date combinations found at this price
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Best Time to Fly from Chicago to Montreal
The cheapest time to fly from Chicago to Montreal is typically January, when fares average around $351. The most expensive month tends to be December at around $557. For the best deals, consider flying in January, February, November.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route