Cheap flights from Buffalo to Chicago from C$ 100

The month of September is another great option to travel to Chicago, with average flight prices from Buffalo averaging around C$ 368.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 563. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 743. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

In the evening is the cheapest time of day to fly from Buffalo to Chicago when you can find flight prices for as low as C$ 520. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,372 per ticket.

Fly from Buffalo to Chicago Midway for the best Buffalo - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Buffalo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 449 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Buffalo for as low as C$ 278 on momondo.

There are 4 cabin classes available to choose from on Buffalo to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 29% on your flight if you consider stops on a Buffalo to Chicago flight.

As of February 2026, prices for Buffalo to Chicago flights are approximately 147% more expensive when compared to flights at the same time last year.

As of February 2026, there are 24 flights per day flying from Buffalo to Chicago. The most common time of day flights depart is 1:00p.m., with 50% of flights taking off in the afternoon.

As of February 2026, there are 173 flights per week flying from Buffalo to Chicago. The most common day of the week flights depart is Fri, with 18% of flights taking off on this day.