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Cheap flights from New York LaGuardia Airport to Chicago from £55

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 28/7. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — CHI
16 May — 23 May1
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 55 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from LaGuardia to Chicago

Enter your travel dates to find the best prices.

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 16 April 2026.

Mon 4/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Thu 14/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 12/4£91
Wed 28/1006:30
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Sat 31/1016:30
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 13/4£95
Sat 3/1006:30
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Sat 10/1016:30
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 12/4£96
Tue 28/718:02
LGA
-
ORD
Nonstop2h 37m
Spirit Airlines
Wed 12/813:50
ORD
-
LGA
Nonstop2h 17m
Spirit Airlines
Deal found 14/4£100
Wed 6/518:29
LGA
-
ORD
Nonstop2h 42m
Multiple Airlines
Wed 13/513:59
ORD
-
LGA
1 stop5h 57m
Multiple Airlines
Deal found 12/4£100
Mon 27/416:42
LGA
-
ORD
1 stop8h 42m
Spirit Airlines
Thu 30/414:09
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 13/4£101
Wed 6/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Tue 12/505:05
ORD
-
LGA
1 stop9h 53m
Spirit Airlines
Deal found 12/4£103
Mon 4/522:00
LGA
-
ORD
1 stop10h 55m
Frontier
Wed 13/506:55
ORD
-
LGA
1 stop9h 53m
Frontier
Deal found 12/4£105
Wed 27/515:00
LGA
-
ORD
1 stop9h 13m
Multiple Airlines
Wed 3/613:49
ORD
-
LGA
Nonstop2h 11m
Multiple Airlines
Deal found 12/4£105
Fri 1/515:29
LGA
-
ORD
1 stop8h 38m
Spirit Airlines
Tue 12/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 15/4£106
Sat 9/510:59
LGA
-
ORD
1 stop13h 16m
Spirit Airlines
Tue 12/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 13/4£108
Sun 10/518:29
LGA
-
ORD
Nonstop2h 42m
Multiple Airlines
Tue 12/513:59
ORD
-
LGA
1 stop5h 57m
Multiple Airlines
Deal found 12/4£110

Find 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 16 April 2026.

Round-trip from

£91

One-way from

£55

Popular in

June

Cheapest in

January

Average price

£207

Good round-trip deal

£204 or less

Good one-way deal

£132 or less
Spirit Airlines
  • Spirit Airlines
  • 4/5-14/5
  • Nonstop
  • 4h 53m total
  • New York to Chicago
Search Deals
Spirit Airlines
  • Spirit Airlines
  • 28/7
  • Nonstop
  • 2h 37m total
  • New York to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (£11 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (£2 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from New York LaGuardia to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York LaGuardia to Chicago (CHI).
Search Deals

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 16 April 2026.
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 - ORD

LGAORD

New York LaGuardia

Wed 13/5

18:29-20:11

Nonstop2h 42m

Chicago O'Hare Intl

Mon 18/5

19:33-10:00

1 stop13h 27m

£108

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 17/6

21:25-22:58

Nonstop2h 33m

Chicago O'Hare Intl

Sat 20/6

16:00-19:22

Nonstop2h 22m

£130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 27/7

06:00-07:32

Nonstop2h 32m

Chicago O'Hare Intl

Sat 15/8

07:00-10:17

Nonstop2h 17m

£130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 29/6

16:59-19:05

Nonstop3h 06m

Chicago O'Hare Intl

Sat 11/7

17:00-20:29

Nonstop2h 29m

£130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 24/7

06:00-07:32

Nonstop2h 32m

Chicago O'Hare Intl

Thu 13/8

20:20-23:44

Nonstop2h 24m

£130
Fastest return journey

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 27/7

06:00-07:32

Nonstop2h 32m

Chicago O'Hare Intl

Fri 14/8

06:00-09:13

Nonstop2h 13m

£130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 30/6

21:00-22:48

Nonstop2h 48m

Chicago O'Hare Intl

Thu 16/7

20:10-23:44

Nonstop2h 34m

£130

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 18/5

20:45-22:36

Nonstop2h 51m

Chicago O'Hare Intl

Wed 27/5

10:45-13:57

Nonstop2h 12m

£138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 2/5

14:50-16:45

Nonstop2h 55m

Chicago O'Hare Intl

Mon 4/5

06:00-09:14

Nonstop2h 14m

£138

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 21/7

18:02-19:39

Nonstop2h 37m

Chicago O'Hare Intl

Thu 23/7

07:10-19:01

1 stop10h 51m

£139

Flights are sorted by cheapest return flights first.

Deals found on 14/4

Showing 1-10 of 21 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
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 10 April 2026.

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 55 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 £43). Flying from New York LaGuardia Airport to Chicago in December is currently the most expensive (average of £551). 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 16 April 2026.

It’s typically best to fly out from New York LaGuardia Airport to Chicago in the evening. Doing so could potentially save you 14% 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 11 April 2026.

Travellers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Monday at midday when fares are most often at their lowest. Friday 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 16 April 2026.

The most flights from LGA to CHI are scheduled on a Wednesday (80 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

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

How often are flights from New York to Chicago delayed?

About 17% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 160 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 in the evening 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 14% of flights being delayed.

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 32m. 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 (£85), offers the cheapest pricing from New York LaGuardia Airport to Chicago. Users have found that Spirit Airlines is 57% cheaper than the other options available to this destination.

  • 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: LATAM Airlines (100%), Virgin Atlantic (100%), Air France (78%).

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

    On average you can expect to pay £327 for a flight from New York LaGuardia Airport to Chicago. The cheapest flight overall is £132 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at £80.

  • 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 £43). Flying from New York LaGuardia Airport to Chicago in December is currently the most expensive (average of £551). 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.
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl 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 16 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest£85Average£133FlexibilityNo 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.

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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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