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Cheap flights from New York LaGuardia Airport to Chicago from £92

LGA — CHI
12 Oct — 19 Oct1
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 60 days in advance, depart on a Friday or Tuesday and return on a Thursday

Cheap flight deals from LaGuardia to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from LaGuardia to Chicago

Tue 13/1006:10 -
1 stop6h 22m
Wed 14/1006:00 -
1 stop9h 14m
Deal found 10/9£173
Wed 30/906:15 -
1 stop6h 36m
Sat 3/1006:20 -
1 stop8h 40m
Deal found 8/9£177
Tue 20/1006:10 -
1 stop6h 22m
Wed 21/1006:00 -
1 stop9h 14m
Deal found 8/9£191
Mon 5/1020:45 -
Nonstop2h 33m
Wed 7/1010:05 -
Nonstop2h 21m
Deal found 10/9£196
Fri 2/1019:29 -
Nonstop2h 44m
Sun 4/1006:00 -
Nonstop2h 15m
Deal found 11/9£197
Mon 5/1006:00 -
Nonstop2h 39m
Thu 8/1015:00 -
Nonstop2h 25m
Deal found 9/9£206
Tue 13/1017:30 -
Nonstop2h 50m
Wed 14/1014:30 -
Nonstop2h 21m
Deal found 11/9£207
Tue 20/1020:35 -
Nonstop2h 42m
Fri 23/1020:20 -
Nonstop2h 24m
Deal found 10/9£208
Tue 29/920:45 -
Nonstop2h 33m
Fri 9/1020:20 -
Nonstop2h 24m
Deal found 10/9£208
Sat 10/1020:27 -
Nonstop2h 44m
Tue 13/1017:00 -
Nonstop2h 25m
Deal found 11/9£211
Mon 28/920:45 -
Nonstop2h 33m
Wed 7/1007:00 -
Nonstop2h 17m
Deal found 10/9£211

Find flight deals from LaGuardia to Chicago

Round-trip from

£173

One-way from

£92

Popular in

July

Cheapest in

January

Average price

£253

Good round-trip deal

£211 or less

Good one-way deal

£165 or less
Frontier
  • Frontier
  • 13/10-14/10
  • 2 total stops
  • 15h 36m total
  • New York to Chicago
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Frontier
  • Frontier
  • 29/10-31/12
  • 1 total stop
  • 10h 16m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (£33 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£4 potential savings vs. average return price).
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Average for round-trip flights in September 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.

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Route

Depart

Return

Price

Cheapest return flight

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Wed 28/10

18:17-20:08

Nonstop2h 51m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£99

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Thu 29/10

06:00-07:36

Nonstop2h 36m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£99

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sun 22/11

06:05-07:51

Nonstop2h 46m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£99
Fastest return journey

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Fri 2/10

20:45-22:18

Nonstop2h 33m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£99

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Mon 2/11

16:30-18:20

Nonstop2h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£106

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 26/9

17:30-19:15

Nonstop2h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£109

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Sat 17/10

11:55-13:39

Nonstop2h 44m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£110

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Wed 30/9

20:45-22:18

Nonstop2h 33m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£110

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Thu 1/10

06:00-07:39

Nonstop2h 39m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£113

New YorkChicago

LGA New York LaGuardia - ORD Chicago O'Hare Intl

LGAORD

New York LaGuardia

Tue 20/10

16:30-18:20

Nonstop2h 50m

Chicago O'Hare Intl

Wed 21/10

07:00-10:17

Nonstop2h 17m

£197

Flights are sorted by cheapest return flights first.

Deals found on 10/9

Showing 1-10 of 20 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 July is currently the most expensive (average of £266). 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 in the evening. Doing so could potentially save you 16% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from New York LaGuardia Airport to Chicago

The most flights from LGA to CHI are scheduled on a Friday (84 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

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

Airfare is below average for this route at the moment.
New York LaGuardia Airport to Chicago flights typically cost between £197 and £322 in October.
The cheapest return price found within the last 5 days was £173 on Frontier (13 Oct–14 Oct).

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 153 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 65 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 39m. New York LaGuardia Airport and Chicago are separated by a distance of 731 mi. Most flights are nonstop.

  • 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%), Republic Airways (95%), Japan Airlines (83%).

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

    On average you can expect to pay £309 for a flight from New York LaGuardia Airport to Chicago. The cheapest flight overall is £88 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at £197.

  • 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 July is currently the most expensive (average of £266). 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

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

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