Question 1

What is the cheapest day to depart on your flight to Chicago?

Accepted Answer

On average, the least expensive day to fly to Chicago from New York LaGuardia Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as €137. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Tuesday is €527.

Question 2

What cabin class options are available on New York LaGuardia to Chicago flights?

Accepted Answer

There is only 1 cabin class available to choose from on New York LaGuardia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 3

How often are flights from New York to Chicago delayed?

Accepted Answer

Historically, on average around 15% 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.

Question 4

What is the cheapest month to fly to Chicago?

Accepted Answer

The cheapest month to fly to Chicago from New York LaGuardia Airport is in January. Flight prices, which tend to average around €166, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in January, then you should wait until February to fly from New York LaGuardia Airport, when ticket prices are also cheap, with an average price of €198.

Question 5

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

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

Question 6

How many flights depart from New York LaGuardia Airport to Chicago on average per day?

Accepted Answer

As of January 2026, there are 52 flights per day flying from New York LaGuardia Airport to Chicago. The most common time of day flights depart is 14:00, with 39% of flights taking off at midday.

Question 7

What is the cheapest New York LaGuardia to Chicago flight route?

Accepted Answer

Fly from New York LaGuardia to Chicago O'Hare Intl for the best New York LaGuardia - Chicago flight prices

Question 8

Which airline has the best punctuality record on New York to Chicago flights?

Accepted Answer

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

Question 9

What is the cheapest airline that flies from New York LaGuardia to Chicago?

Accepted Answer

Spirit Airlines, United Airlines, and Southwest are the most popular carriers operating from New York LaGuardia to Chicago

Question 10

How far in advance should I book a flight to Chicago?

Accepted Answer

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 €221 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 €187 on momondo.

Question 11

What is the most punctual flight time for New York to Chicago flights?

Accepted Answer

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.

Question 12

How have New York LaGuardia Airport to Chicago flight prices changed over time?

Accepted Answer

As of January 2026, prices for New York LaGuardia Airport to Chicago flights are approximately 31% cheaper when compared to flights at the same time last year.

Question 13

What is the cheapest time of day to depart on your flight to Chicago?

Accepted Answer

In the evening 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 €106. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at midday when prices are €311 on average. Flights to Chicago from New York LaGuardia Airport at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

Question 14

How many flights depart from New York LaGuardia Airport to Chicago on average per week?

Accepted Answer

As of January 2026, 370 flights take off from New York LaGuardia Airport and land in Chicago each week. The most common flight departure day for this route is Wed, with 20% of weekly flights taking off on this day.

Question 15

When did momondo last update prices for flights from New York LaGuardia Airport to Chicago?

Accepted Answer

Prices for flights from New York LaGuardia Airport to Chicago are updated daily.

Question 16

How old do you have to be to fly from New York LaGuardia Airport to Chicago?

Accepted Answer

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from New York LaGuardia Airport to Chicago.

Question 17

What documentation or ID do you need to fly to Chicago?

Accepted Answer

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Fastest flight time	2h 36m
Direct flights	Every day
Airports in Chicago	3 airports

Cheap flights from New York LaGuardia Airport to Chicago from €53

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from New York LaGuardia Airport to Chicago

Cheap return flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

United Airlines flights from New York LaGuardia Airport to Chicago

Our best United Airlines deals on New York LaGuardia Airport to Chicago flight tickets

Spirit Airlines flights from New York LaGuardia Airport to Chicago

Our best Spirit Airlines deals on New York LaGuardia Airport to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from New York LaGuardia Airport to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest New York LaGuardia to Chicago flight route?

Fly from New York LaGuardia to Chicago O'Hare Intl for the best New York LaGuardia - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on New York LaGuardia to Chicago flights?

There is only 1 cabin class available to choose from on New York LaGuardia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have New York LaGuardia Airport to Chicago flight prices changed over time?

As of January 2026, prices for New York LaGuardia Airport to Chicago flights are approximately 31% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from New York LaGuardia to Chicago?

Spirit Airlines, United Airlines, and Southwest are the most popular carriers operating from New York LaGuardia to Chicago

How often are flights from New York to Chicago delayed?

Historically, on average around 15% 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.

What is the most punctual flight time for New York to Chicago flights?

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.

What day of the week experiences the fewest flight delays on this route?

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

Which airline has the best punctuality record on New York to Chicago flights?

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

How many flights depart from New York LaGuardia Airport to Chicago on average per day?

As of January 2026, there are 52 flights per day flying from New York LaGuardia Airport to Chicago. The most common time of day flights depart is 14:00, with 39% of flights taking off at midday.

How many flights depart from New York LaGuardia Airport to Chicago on average per week?

As of January 2026, 370 flights take off from New York LaGuardia Airport and land in Chicago each week. The most common flight departure day for this route is Wed, with 20% of weekly flights taking off on this day.

When to book flights from New York LaGuardia Airport to Chicago

Cheap New York LaGuardia Airport to Chicago (LGA to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York LaGuardia Airport to Chicago

Fastest flight time

Direct flights

Airports in Chicago

How far is New York LaGuardia to Chicago by plane?

When did momondo last update prices for flights from New York LaGuardia Airport to Chicago?

How old do you have to be to fly from New York LaGuardia Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from New York LaGuardia Airport to Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

Can I find flights from New York to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from New York to Chicago?

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago