Cheap Flights from New York LaGuardia to Chicago

Compare New York LaGuardia to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from New York LaGuardia to Chicago

Looking for a cheap last-minute deal or the best return flight from New York LaGuardia Airport to Chicago? If you want to travel next month, return fares start from R 2,674. Find the lowest prices on one-way and return tickets right here.

Chicago.R 1,309 per passenger.Departing Tue, 30 Jun.One-way flight with British Airways.Outbound direct flight with British Airways departs from New York LaGuardia on Tue, 30 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,309, select.

Chicago.R 1,312 per passenger.Departing Sat, 4 Jul.One-way flight with British Airways.Outbound direct flight with British Airways departs from New York LaGuardia on Sat, 4 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,312, select.

Chicago.R 1,342 per passenger.Departing Wed, 2 Sep.One-way flight with KLM.Outbound direct flight with KLM departs from New York LaGuardia on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,342, select.

Chicago.R 1,384 per passenger.Departing Mon, 24 Aug.One-way flight with KLM.Outbound direct flight with KLM departs from New York LaGuardia on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,384, select.

Chicago.R 1,456 per passenger.Departing Thu, 4 Mar.One-way flight with KLM.Outbound direct flight with KLM departs from New York LaGuardia on Thu, 4 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,456, select.

Chicago.R 1,475 per passenger.Departing Tue, 13 Oct.One-way flight with KLM.Outbound direct flight with KLM departs from New York LaGuardia on Tue, 13 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,475, select.

Chicago.R 1,609 per passenger.Departing Fri, 15 Jan.One-way flight with Delta.Outbound direct flight with Delta departs from New York LaGuardia on Fri, 15 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,609, select.

Chicago.R 1,609 per passenger.Departing Thu, 5 Nov.One-way flight with United.Outbound direct flight with United departs from New York LaGuardia on Thu, 5 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,609, select.

Chicago.R 1,611 per passenger.Departing Tue, 8 Dec.One-way flight with Delta.Outbound direct flight with Delta departs from New York LaGuardia on Tue, 8 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,611, select.

Chicago.R 1,611 per passenger.Departing Wed, 7 Apr.One-way flight with United.Outbound direct flight with United departs from New York LaGuardia on Wed, 7 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,611, select.

Chicago.R 1,611 per passenger.Departing Tue, 2 Feb.One-way flight with United.Outbound direct flight with United departs from New York LaGuardia on Tue, 2 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,611, select.

Chicago.R 1,707 per passenger.Departing Sun, 2 May.One-way flight with American Airlines.Outbound direct flight with American Airlines departs from New York LaGuardia on Sun, 2 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,707, select.

Find the cheapest month to fly from New York LaGuardia to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like New York LaGuardia to Chicago flights are currently cheapest in June.

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Direct flights from New York LaGuardia to Chicago

Alternative New York LaGuardia to Chicago routes

Looking for the cheapest, fastest or easiest route from New York LaGuardia to Chicago? You could fly into the following airports instead.

New York to Chicago: Flight information

The things to know before you go.

Cheapest flight found	R 1,309
Cheapest month to fly	June
Average flight time	2 hrs, 40 mins
Most popular airline	American Airlines
Average flights per week	673

Finding cheap flights from New York LaGuardia to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from New York LaGuardia to Chicago?

The best price we found for a return flight from New York LaGuardia to Chicago is R 2,674. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from New York LaGuardia to Chicago?

2 hours and 40 minutes is the average flight time from New York LaGuardia to Chicago.

Which airlines fly direct from New York LaGuardia to Chicago?

American Airlines, United and Southwest Airlines fly direct from New York LaGuardia to Chicago.

How many flights are there a week from New York LaGuardia to Chicago?

As of June 2026, there are 1,346 flights per week flying from New York LaGuardia to Chicago.

When is the cheapest time to fly from New York LaGuardia to Chicago?

The cheapest month to fly from New York LaGuardia to Chicago is usually July.

Which is the cheapest airport to fly into in Chicago?

If you're flying from New York LaGuardia Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 2,674.

Which upcoming date is cheapest to fly from New York LaGuardia Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from New York LaGuardia Airport to Chicago on Saturday, 4 July 2026.

Can I get a direct flight from New York LaGuardia Airport to Chicago?

Yes – the average flight time is 2 hours and 40 minutes.

How can I get the best flight deal from New York LaGuardia Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from New York LaGuardia Airport to Chicago with?

Currently, KLM offers the cheapest flight tickets to Chicago.

Travelling from New York LaGuardia Airport (LGA) to Chicago: what you need to know

Approximately 2 hours 15 minutes is how long you'll be travelling on a direct flight from New York LaGuardia Airport to Chicago.
New York LaGuardia Airport is located in New York. Following the UTC-6 timezone, Chicago is one hour behind New York.
With 219 weekly flights between the two airports, New York LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) is the most popular route. American Airlines operates the earliest flight at 05:55. If you're eager to make the most of your day before flying, the last flight from LGA to ORD is with United Airlines at 21:35.
To avoid missing your LGA to Chicago flight, allow plenty of time to check in and drop off your luggage. Turning up two hours ahead of international departures and an hour before domestic flights is the standard rule.
During popular months like July, it's wise to get to the airport even earlier. Arrive two hours before a domestic departure and four hours ahead of international flights when you travel during a peak period in general.
You can book a direct New York LaGuardia Airport to Chicago ticket. Begin your trip at LGA and arrive at Chicago O'Hare International Airport (ORD).
Direct flights from New York LaGuardia Airport to Chicago are offered by a variety of airlines. Book your seat with any of these:
Located around 13 kilometres from the centre of New York, LGA can be reached in about 30 minutes by car. Travelling on public transport will take roughly 55 minutes.
Looking for a hotel near LGA? If you've booked an early flight from New York LaGuardia Airport to Chicago, these stays set you up for a seamless send-off:
Of the departures from New York LaGuardia Airport, 69% touch down on time at their destination.
LGA is located at Hangar 7 Centre.

How to find the cheapest flights from New York LaGuardia Airport (LGA) to Chicago

R 1,309 is currently the best price for a one-way New York LaGuardia Airport to Chicago flight. Return plane tickets start at R 2,674. These fares can change based on availability and demand.
Booking ahead of time is often the key to securing a cheap flight from LGA to Chicago. Flight prices rise as demand increases, so the closer you get to departure, the more it could cost you.
Finding cheap tickets from New York LaGuardia Airport to Chicago is more likely if you can be flexible with your dates. Use the 'Whole month' tool to access the best prices across each month and bag an awesome deal.
Snapping up a cheap flight from LGA to Chicago couldn't be easier with Price Alerts. All you need to do is set up one of these automatic notifications and we'll notify you when a deal gets even better.
Find a cheap flight from New York LaGuardia Airport to Chicago with the help of our filters. Choose your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It'll take you around 30 minutes to get to the centre driving.
It takes around 45 minutes if you're using public transport.
Consider booking a hotel near ORD if you're coming in on a late flight from New York LaGuardia Airport to Chicago. Settle into one of these options and avoid the hassle of a long transfer:
Lock in the best deal by reserving your vehicle from Chicago O'Hare International Airport about four weeks in advance of your flight from LGA to Chicago.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is about 16 kilometres from central Chicago. Following your flight from New York LaGuardia Airport to Chicago, it'll take you around 25 minutes to reach the heart of the city in a taxi or ride-share.
You can expect the journey to take roughly 30 minutes on public transport.
There are some great places ready to welcome you near MDW. Tuck yourself in and get cosy after your LGA to Chicago flight at any of these perfectly located options:
Snap up a deal by securing your ride from MDW four weeks ahead of time. You'll also have access to a greater range of vehicles.
You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Step off your flight from New York LaGuardia Airport to Chicago and head straight for your hotel or jump right into sightseeing. The centre of Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to reach driving.
The journey will take roughly 2 hours when travelling on public transport.
If you don't want to make the trip to the centre, head for a hotel near RFD. Check in to one of these options after your LGA to Chicago flight:
If you're hoping for a particular model or make, booking early gives you a better shot at getting your first choice. Book your ride from RFD at least a couple of weeks ahead of your flight from New York LaGuardia Airport to Chicago.
The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

July is the busiest month for flights from New York LaGuardia Airport to Chicago. To escape the crowds, visit Chicago in January.
Before locking in your New York LaGuardia Airport to Chicago plane ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).
January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from LGA to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Chicago right here. Browse these hotels as soon as you've locked in your flight from New York LaGuardia Airport to Chicago:
Art Institute of Chicago and Millennium Park are just two of the major attractions to add to your Chicago travel itinerary. Keep the momentum going by heading to Willis Tower.

Explore more of the United States

Columbus is just one of the many cities in the United States waiting to be explored after you've experienced Chicago. Around 451 kilometres away to the southeast, top sights here include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
Around 257 kilometres southeast of Chicago, Indianapolis is another favourite stop in the United States. Experience the best of this destination with a visit to Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.