Cheap flights from Buffalo to Chicago from $59

The month of August is, on average, the cheapest month to fly to Chicago from Buffalo, with most prices found around $217. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Buffalo to Chicago during September average around $269.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $417. 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 $524.

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 $404. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $633.

Fly from Buffalo to Chicago O'Hare Intl 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 $317 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 $185 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 42% on your flight if you consider stops on a Buffalo to Chicago flight.

As of March 2026, prices for Buffalo to Chicago flights are approximately 38% more expensive when compared to flights at the same time last year.

Frontier and Southwest are the most popular carriers operating from Buffalo to Chicago

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Buffalo according to our data. American Airlines is the first choice among our users, with 51% 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.

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

Flights via Denver (DEN) offer the lowest average round-trip price of $198.

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 8h 02m.

Denver (DEN) has the shortest average layover time for this route: 2h 28m.

The number of flights available between Buffalo and Chicago is 23 per day as of March 2026. The most frequent departure time is 1:00PM, with 46% of daily flights leaving in the afternoon.

As of March 2026, 165 flights take off from Buffalo and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.