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

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — CHI
18 Oct — 25 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from New York LaGuardia to Chicago are usually found in January or February, booked 72 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from LaGuardia to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from LaGuardia (LGA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 18 September 2025.

Round-trip from

£95

One-way from

£53

Popular in

June

Cheapest in

January

Average price

£201

Good round-trip deal

£255 or less

Good one-way deal

£60 or less
Spirit Airlines
  • Spirit Airlines
  • 16/10-18/10
  • 1 total stop
  • 13h 14m total
  • New York to Chicago
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Frontier
  • Frontier
  • 22/10
  • 1 total stop
  • 6h 10m total
  • New York to Chicago
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Highest demand for flights based on searches. 5% potential increase in price (£8 potential increase over avg. return price).
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Cheapest flight prices on average. 1% potential price decrease (£2 potential savings vs. average return price).
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Average for round-trip flights in September 2025
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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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Find flight deals from LaGuardia to Chicago

Cheapest flights from LaGuardia to Chicago
Explore the most affordable flight options available from LaGuardia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 September 2025.

Thu 16/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 18/1011:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 17/9£95
Tue 7/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Wed 8/1011:13ORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 16/9£97
Tue 14/1018:30LGA - ORD
Nonstop2h 37mUnited Airlines
Tue 21/1008:55ORD - LGA
Nonstop2h 19mUnited Airlines
Deal found 17/9£100
Tue 30/915:13LGA - ORD
Nonstop2h 38mSpirit Airlines
Thu 2/1011:13ORD - LGA
Nonstop2h 05mSpirit Airlines
Deal found 16/9£101
Wed 8/1020:30LGA - ORD
Nonstop2h 37mUnited Airlines
Mon 20/1016:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 16/9£104
Thu 16/1012:55LGA - ORD
1 stop23h 23mFrontier
Mon 20/1005:05ORD - LGA
1 stop10h 24mFrontier
Deal found 17/9£106
Thu 16/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Mon 20/1011:13ORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 17/9£107
Thu 16/1007:28LGA - ORD
Nonstop2h 37mUnited Airlines
Thu 23/1006:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 16/9£108
Tue 7/1015:25LGA - ORD
Nonstop2h 37mUnited Airlines
Fri 10/1017:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 16/9£108
Fri 31/1020:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 2/1105:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 17/9£109
Tue 30/915:13LGA - ORD
Nonstop2h 38mSpirit Airlines
Sat 4/1016:35ORD - LGA
Nonstop2h 06mSpirit Airlines
Deal found 17/9£111
Wed 1/1007:28LGA - ORD
Nonstop2h 37mUnited Airlines
Tue 7/1016:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 15/9£111

Cheapflights Fare Finder

 
Customise your flight search to find flights from LaGuardia to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 18 September 2025.
Use the filters below to find and compare flights from New York LaGuardia Airport to Chicago that are best for you.

Fly from

LaGuardia

Fly to

Chicago

Route

Depart

Return

Price

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 7/10

15:29-17:13

Nonstop2h 44m

Chicago O'Hare Intl

Wed 8/10

11:13-14:08

Nonstop1h 55m

£97

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/10

07:28-09:05

Nonstop2h 37m

Chicago O'Hare Intl

Thu 9/10

06:00-09:16

Nonstop2h 16m

£104

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 16/10

15:29-17:13

Nonstop2h 44m

Chicago O'Hare Intl

Mon 20/10

11:13-14:08

Nonstop1h 55m

£107

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 30/9

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

Sat 4/10

16:35-19:41

Nonstop2h 06m

£111

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 1/10

15:13-16:51

Nonstop2h 38m

Chicago O'Hare Intl

Thu 2/10

11:13-14:18

Nonstop2h 05m

£119

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 8/10

17:19-18:55

Nonstop2h 36m

Chicago O'Hare Intl

Fri 10/10

15:00-18:17

Nonstop2h 17m

£122

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 14/11

06:05-12:15

1 stop7h 10m

Chicago O'Hare Intl

Tue 13/1

13:45-20:00

1 stop5h 15m

£123

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 24/11

21:15-22:57

Nonstop2h 42m

Chicago O'Hare Intl

Fri 28/11

18:30-21:46

Nonstop2h 16m

£128

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 5/10

06:00-09:36

1 stop4h 36m

Chicago O'Hare Intl

Thu 9/10

06:00-09:16

Nonstop2h 16m

£131

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 30/10

06:10-16:25

2 stops11h 15m

Chicago O'Hare Intl

Sat 1/11

12:40-20:30

1 stop6h 50m

£135

Flights are sorted by cheapest return flights first.

Deals found on 17/9

Showing 1-10 of 23 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a return flight from LaGuardia to Chicago. Price data was last updated on 12 September 2025.

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 70 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.

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 £595). Flying from New York LaGuardia Airport to Chicago in July is currently the most expensive (average of £843). 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?

Find hourly flight availability from LaGuardia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 September 2025.

It’s typically best to fly out from New York LaGuardia Airport to Chicago in the morning. Doing so could potentially save you 18% on the flight price compared to flying at midday, which is usually more expensive.

What is the cheapest day to fly from New York LaGuardia Airport to Chicago?

Use this chart to determine the cheapest time to fly return from LaGuardia to Chicago. Price data was last updated on 14 September 2025.

Travellers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York LaGuardia Airport to Chicago

Explore weekly flight availability from LaGuardia to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 18 September 2025.

The most flights from LGA to CHI are scheduled on a Thursday (81 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).

Related info for your journey

Find useful and relevant information for your journey from LaGuardia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Departing from New York LaGuardia Airport to Chicago will take you 2h 37m. New York LaGuardia Airport and Chicago are separated by a distance of 731 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from New York LaGuardia Airport to Chicago round-trip?

    According to our current data, Spirit Airlines (£83), offers the cheapest pricing from New York LaGuardia Airport to Chicago. Users have found that Spirit Airlines is 56% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from New York LaGuardia Airport to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at £53. United Airlines flights start at £54 while deals on Delta start at £58 one-way.

  • 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: KLM (86%), WestJet (83%), Japan Airlines (83%).

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

    On average you can expect to pay £180 for a flight from New York LaGuardia Airport to Chicago. The cheapest flight overall is £55 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at £62.

  • 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 £595). Flying from New York LaGuardia Airport to Chicago in July is currently the most expensive (average of £843). 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

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights

Top airline flying from LaGuardia to Chicago

Discover the top airline that operate flights from LaGuardia to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 18 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£83Average£90FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from LaGuardia to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from LaGuardia to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from LaGuardia to Chicago?

Cheapflights helps you find that perfect flight to Chicago from LaGuardia by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from LaGuardia to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from LaGuardia to Chicago with no change fees.

Can Cheapflights notify me if prices for flights from LaGuardia to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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