Cheap flights from Buffalo to Chicago from $89

The month of January is, on average, the cheapest month to fly to Chicago from Buffalo, with most prices found around $278. If you’re not able to fly to Chicago in January, then October is your next best option. Flight prices from Buffalo to Chicago during October average around $307.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $439. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Buffalo to Chicago for around $570.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Buffalo to Chicago during this time can be as low as $442. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $594.

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 $354 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 $223 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 13% on your flight if you consider stops on a Buffalo to Chicago flight.

As of August 2026, prices for Buffalo to Chicago flights are approximately 32% more expensive when compared to flights at the same time last year.

Southwest, Delta, and JetBlue are the most popular carriers operating from Buffalo to Chicago

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Buffalo according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Boston (BOS) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Flights via Orlando (MCO) offer the lowest average round-trip price of $244.

Flights connecting via Boston (BOS) have the shortest average one-way travel time: 5h 06m.

Boston (BOS) has the shortest average layover time for this route: 2h 01m.

The number of flights available between Buffalo and Chicago is 29 per day as of August 2026. The most frequent departure time is 10:00AM, with 50% of daily flights leaving at noon.

As of August 2026, 207 flights take off from Buffalo and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.