Cheap flights from New York LaGuardia Airport to Chicago from ₹ 8,060

In general, January is the cheapest month to fly from New York LaGuardia Airport to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 5,500. The month of November is another great option to travel to Chicago, with average flight prices from New York LaGuardia Airport averaging around ₹ 26,456.

According to our data, Wednesday is the cheapest day to fly to Chicago from New York LaGuardia Airport. The lowest ticket price found for a Wednesday departure recently was ₹ 20,137. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Chicago is Tuesday, with ticket prices averaging around ₹ 58,788.

At midday is the cheapest time of day to fly from New York LaGuardia Airport to Chicago when you can find flight prices for as low as ₹ 22,332. Flying to Chicago at midday is an ideal time because this is during off-peak travel hours. Flights to Chicago are more costly in the afternoon, with an average ticket price of ₹ 34,512. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from New York LaGuardia to Chicago Midway for the best New York LaGuardia - Chicago flight prices

You are more likely to see cheaper flights to Chicago from New York LaGuardia Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around ₹ 25,515 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York LaGuardia Airport for as low as ₹ 17,922 on momondo.

You could potentially save up to 9% on your flight if you consider stops on a New York LaGuardia Airport to Chicago flight.

As of May 2026, prices for New York LaGuardia Airport to Chicago flights are approximately 118% more expensive when compared to flights at the same time last year.

Historically, on average around 17% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 160 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week that experiences the fewest delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 14% of their flights experiencing any sort of delay.

As of May 2026, there are 63 flights per day flying from New York LaGuardia Airport to Chicago. The most common time of day flights depart is 14:00, with 44% of flights taking off at midday.

As of May 2026, 445 flights take off from New York LaGuardia Airport and land in Chicago each week. The most common flight departure day for this route is Fri, with 17% of weekly flights taking off on this day.