Cheap flights from New York LaGuardia Airport to Chicago from €82

In general, January is the cheapest month to fly from New York LaGuardia Airport to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around €188. If you are unable to visit Chicago O'Hare Intl Airport during the month of January, then departing from New York LaGuardia Airport during the month November is also very affordable. Most momondo users find prices during this month for around €196.

On average, the least expensive day to fly to Chicago O'Hare Intl Airport from New York LaGuardia Airport is on a Friday. momondo users have found tickets for Friday departures for as low as €120. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around €489.

Our data shows that the cheapest New York LaGuardia Airport to Chicago O'Hare Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Chicago O'Hare Intl Airport in the evening for as low as €133. Flights to Chicago O'Hare Intl Airport are more costly in the afternoon, with an average ticket price of €436. 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 O'Hare Intl for the best New York LaGuardia - Chicago O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from New York LaGuardia Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around €241 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from New York LaGuardia Airport for as low as €202 on momondo.

There are 2 cabin classes available to choose from on New York LaGuardia Airport to Chicago O'Hare Intl Airport 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 16% 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 165 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.

66 flights are operational daily from New York LaGuardia Airport to Chicago O'Hare Intl Airport as of June 2026. The most popular departure time for this route is 16:00, with 45% of flights per day taking off at midday.

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