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Cheap flights from New York LaGuardia Airport to Chicago from £102

LGA — CHI
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from New York LaGuardia to Chicago are usually found in January or February, booked 51 days in advance, depart on a Tuesday or Friday and return on a Wednesday

Cheap flight deals from LaGuardia to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from LaGuardia to Chicago

Mon 7/1207:10 -
Nonstop2h 52m
Tue 8/1211:35 -
Nonstop2h 24m
Deal found 26/10£192
Thu 19/1117:35 -
Nonstop2h 50m
Mon 23/1111:30 -
Nonstop2h 08m
Deal found 26/10£193
Thu 19/1107:15 -
Nonstop2h 51m
Thu 19/1120:25 -
Nonstop2h 17m
Deal found 28/10£194
Thu 19/1108:30 -
Nonstop2h 35m
Mon 23/1105:00 -
Nonstop2h 05m
Deal found 29/10£194
Wed 2/1219:25 -
Nonstop2h 51m
Thu 3/1207:50 -
Nonstop2h 12m
Deal found 26/10£201
Thu 26/1106:05 -
Nonstop2h 46m
Thu 3/1216:00 -
Nonstop2h 19m
Deal found 29/10£202
Mon 16/1120:30 -
Nonstop2h 48m
Wed 18/1108:45 -
Nonstop2h 14m
Deal found 26/10£205
Fri 4/1209:16 -
1 stop7h 51m
Sun 6/1220:37 -
1 stop23h 21m
Deal found 26/10£205
Wed 16/1217:35 -
Nonstop2h 50m
Mon 18/108:55 -
Nonstop2h 18m
Deal found 28/10£208
Fri 20/1107:15 -
Nonstop2h 51m
Mon 23/1119:22 -
Nonstop2h 17m
Deal found 28/10£209
Fri 20/1120:55 -
Nonstop2h 35m
Mon 23/1105:00 -
Nonstop2h 05m
Deal found 28/10£209
Tue 3/1117:30 -
1 stop7h 17m
Wed 4/1112:27 -
1 stop7h 32m
Deal found 27/10£210

Find flight deals from LaGuardia to Chicago

Round-trip from

£192

One-way from

£102

Popular in

October

Cheapest in

January

Average price

£292

Good round-trip deal

£316 or less

Good one-way deal

£122 or less
Delta
  • Delta
  • 7/12-8/12
  • Nonstop
  • 5h 16m total
  • New York to Chicago
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Frontier
  • Frontier
  • 21/11-31/12
  • 1 total stop
  • 8h 04m total
  • New York to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (£18 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£5 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from New York LaGuardia to Chicago (CHI).
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Price to beat on a one-way flight from New York LaGuardia to Chicago (CHI).
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Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 30/1

07:10-09:03

Nonstop2h 53m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£112

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Mon 25/1

18:35-20:10

Nonstop2h 35m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£112

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Tue 5/1

15:15-17:00

Nonstop2h 45m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£112

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Fri 4/12

08:30-10:05

Nonstop2h 35m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£112

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 1/1

08:00-09:48

Nonstop2h 48m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£119

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Mon 28/12

14:25-16:15

Nonstop2h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£119

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Fri 25/12

15:15-17:00

Nonstop2h 45m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£119
Fastest return journey

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Tue 24/11

06:30-07:55

Nonstop2h 25m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£119

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sun 3/1

07:15-09:03

Nonstop2h 48m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£123

New YorkChicago

LGA New York LaGuardia - MDW Chicago Midway

LGAMDW

New York LaGuardia

Sat 16/1

06:10-15:25

2 stops10h 15m

Chicago Midway

Wed 31/12

00:00-01:00

Nonstop0h 00m

£123

Flights are sorted by cheapest return flights first.

Deals found on 29/10

Showing 1-10 of 43 resultsSorted by cheapest first
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Best time to book a flight from LaGuardia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from LaGuardia with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from New York LaGuardia Airport to Chicago

What is the cheapest month to book a flight from New York LaGuardia Airport to Chicago?

Currently, January is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of £152). Flying from New York LaGuardia Airport to Chicago in October is currently the most expensive (average of £289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LGA to CHI?

It’s typically best to fly out from New York LaGuardia Airport to Chicago at midday. Doing so could potentially save you 27% on the flight price compared to flying in the afternoon, which is usually more expensive.

How much does it cost for a return flight from New York LaGuardia Airport to Chicago?

Airfare is typical for this route at the moment.
New York LaGuardia Airport to Chicago flights typically cost between £163 and £286 in December.
The cheapest return price found within the last 5 days was £192 on Delta (7 Dec–8 Dec).

How often are flights from New York to Chicago delayed?

About 18% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 151 minutes.

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

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

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

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

Over the past year, United Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.

How far ahead should I book a flight from New York LaGuardia Airport to Chicago?

To ensure you get the cheapest price possible for a flight from New York LaGuardia Airport to Chicago, you should look to book at least 76 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Related info for your journey

  • How long is the flight from New York LaGuardia Airport to Chicago?

    Departing from New York LaGuardia Airport to Chicago will take you 2h 43m. New York LaGuardia Airport and Chicago are separated by a distance of 731 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the most reliable airlines from New York LaGuardia Airport to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from New York LaGuardia Airport to Chicago on time: Endeavor Airlines (100%), Japan Airlines (80%), KLM (75%).

  • What are the cheapest flights from New York LaGuardia Airport to Chicago?

    On average you can expect to pay £245 for a flight from New York LaGuardia Airport to Chicago. The cheapest flight overall is £119 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at £181.

  • Can I find deals for flights from LaGuardia to Chicago that include hotel bookings?

    Yes. In addition to deals on LaGuardia to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from LaGuardia to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from LaGuardia to Chicago.

  • Can I find deals for business class flights from LaGuardia to Chicago?

    Yes. Cheapflights offers flight deals from LaGuardia to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New York LaGuardia Airport to Chicago?

    Currently, January is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of £152). Flying from New York LaGuardia Airport to Chicago in October is currently the most expensive (average of £289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for LaGuardia to Chicago

John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights

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