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Cheap flights from New York LaGuardia Airport to Chicago from £52

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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — CHI
20 Apr — 27 Apr1
1 adult

Cheapflights Tip: The best prices from New York LaGuardia to Chicago are usually found in September or July, booked 89 days in advance, depart on a Tuesday or Wednesday and return on a Friday

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 15 April 2025.

Round-trip from

£104

One-way from

£52

Popular in

December

Cheapest in

September

Average price

£185

Good round-trip deal

£91 or less

Good one-way deal

£72 or less
Delta
  • Delta
  • 25/5-28/5
  • Nonstop
  • 4h 56m total
  • New York to Chicago
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Delta
  • Delta
  • 25/5
  • Nonstop
  • 2h 46m total
  • New York to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (£9 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 April 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 15 April 2025.

Sun 25/520:55LGA - ORD
Nonstop2h 46mDelta
Wed 28/506:00ORD - LGA
Nonstop2h 10mDelta
Deal found 14/4£104
Mon 19/519:59LGA - ORD
1 stop13h 51mSpirit Airlines
Wed 21/512:41ORD - LGA
1 stop9h 43mSpirit Airlines
Deal found 14/4£107
Wed 14/508:25LGA - ORD
Nonstop2h 41mUnited Airlines
Wed 14/516:25ORD - LGA
1 stop6h 05mUnited Airlines
Deal found 14/4£139
Mon 19/517:30LGA - ORD
1 stop6h 41mMultiple Airlines
Tue 20/505:51ORD - LGA
Nonstop2h 09mMultiple Airlines
Deal found 14/4£141
Wed 7/506:25LGA - ORD
1 stop7h 20mSouthwest
Wed 7/516:00ORD - LGA
1 stop5h 30mSouthwest
Deal found 14/4£169
Mon 5/505:55LGA - ORD
Nonstop2h 33mAmerican Airlines
Thu 8/507:19ORD - LGA
Nonstop2h 09mAmerican Airlines
Deal found 14/4£174

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 15 April 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

Sun 25/5

20:55-22:41

Nonstop2h 46m

Chicago O'Hare Intl

Wed 28/5

06:00-09:10

Nonstop2h 10m

£104

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 19/5

19:59-08:50

1 stop13h 51m

Chicago O'Hare Intl

Wed 21/5

12:41-23:24

1 stop9h 43m

£107

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 14/5

08:25-10:06

Nonstop2h 41m

Chicago O'Hare Intl

Wed 14/5

16:25-23:30

1 stop6h 05m

£139

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 19/5

17:30-23:11

1 stop6h 41m

Chicago O'Hare Intl

Tue 20/5

05:51-09:00

Nonstop2h 09m

£141

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 2/5

17:30-23:11

1 stop6h 41m

Chicago O'Hare Intl

Mon 5/5

08:40-22:00

1 stop12h 20m

£168

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 7/5

06:25-12:45

1 stop7h 20m

Chicago O'Hare Intl

Wed 7/5

16:00-22:30

1 stop5h 30m

£169

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 5/5

05:55-07:28

Nonstop2h 33m

Chicago O'Hare Intl

Thu 8/5

07:19-10:28

Nonstop2h 09m

£174

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sun 25/5

20:55-22:41

Nonstop2h 46m

£52

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 26/6

18:30-20:05

Nonstop2h 35m

£65

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 9/5

07:25-16:45

1 stop10h 20m

£71

Flights are sorted by cheapest return flights first.

Deals found on 14/4

Showing 1-10 of 12 results
1
2

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 11 April 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 89 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 15 April 2025.

It’s typically best to fly out from New York LaGuardia Airport to Chicago in the evening. Doing so could potentially save you 46% on the flight price compared to flying in the afternoon, 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 30 March 2025.

Travellers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday evenings 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 15 April 2025.

The most flights from LGA to CHI are scheduled on a Monday (84 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 15 April 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from New York to Chicago by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very Good
4,279 reviews
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very Good
7,916 reviews
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,656 reviews
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
7,921 reviews
Southwest
8.0
Very Good
4,279 reviews
Check prices

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • What are the cheapest airlines flying from New York LaGuardia Airport to Chicago round-trip?

    According to our current data, Delta (£104), Spirit Airlines (£107), and United Airlines (£135) offers the cheapest pricing from New York LaGuardia Airport to Chicago. Users have found that Delta is 42% 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 Delta, which is currently one of the cheapest options available, starting at £52. Spirit Airlines flights start at £65 while deals on Southwest start at £71 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: ANA (87%), Japan Airlines (84%), Air France (83%).

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

    On average you can expect to pay £111 for a flight from New York LaGuardia Airport to Chicago. The cheapest flight overall is £33 while the most popular route, (New York LaGuardia - Chicago O'Hare Intl) is currently priced at £165.

  • 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.
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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