Cheap flights from Chicago to New York from ₹ 5,914

In general, January is the cheapest month to fly from Chicago to New York LaGuardia Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 19,312. If you don’t want to visit New York LaGuardia Airport in January, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of ₹ 20,328.

The cheapest day to depart from Chicago to New York LaGuardia Airport is on a Wednesday when prices can be found for as low as ₹ 13,419. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to New York LaGuardia Airport for around ₹ 34,353.

According to our data, the cheapest time of day to fly to New York LaGuardia Airport is in the morning. momondo users have found flights departing from Chicago to New York LaGuardia Airport in the morning for as low as ₹ 17,276. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around ₹ 37,108. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to New York LaGuardia Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to New York LaGuardia Airport for around ₹ 22,561 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New York LaGuardia Airport from Chicago for as low as ₹ 17,464 on momondo.

There are 3 cabin classes available to choose from on Chicago to New York LaGuardia flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 22% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

Generally, flights departing at night 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, Southwest have had the fewest delays on this route over the last 12 months, with about 20% of their flights experiencing any sort of delay.

The number of flights available between Chicago and New York LaGuardia Airport is 60 per day as of March 2026. The most frequent departure time is 17:00, with 44% of daily flights leaving in the afternoon.

421 flights are operational weekly from Chicago to New York LaGuardia Airport as of March 2026. The most popular departure day for this route is Wed, with 17% of flights per week taking off on this day.