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$77+ Cheap flights from LaGuardia, NY (LGA) to Chicago (CHI)

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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
LGA — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from New York LaGuardia to Chicago are usually found in September or July, booked 72 days in advance, depart on a Wednesday or Tuesday 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 June 12, 2025.

Round-trip from

$135
(Cheapflightsfares)

One-way from

$78
(Southwest)

Popular in

December

Cheapest in

September

Average price

$283

Good round-trip deal

$226 or less

Good one-way deal

$120 or less
From New York LaGuardia to Chicago (CHI)
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One-way flight from New York LaGuardia to Chicago (CHI)
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Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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).
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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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:35 pmLGA - ORD
Nonstop2h 42mSpirit Airlines
Tue 10/218:12 pmORD - LGA
Nonstop2h 19mSpirit Airlines
Deal found 6/12$135
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/81:17 pmLGA - ORD
Nonstop2h 38mUnited Airlines
Thu 7/108:00 pmORD - LGA
Nonstop2h 22mUnited Airlines
Deal found 6/10$137
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/109:05 amLGA - MDW
Nonstop2h 25mSouthwest
Sat 7/127:00 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 6/10$137
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:00 amLGA - ORD
Nonstop2h 32mDelta
Thu 8/76:00 amORD - LGA
Nonstop2h 12mDelta
Deal found 6/11$140
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:39 pmLGA - ORD
Nonstop2h 46mAmerican Airlines
Sun 11/25:00 amORD - LGA
Nonstop2h 00mAmerican Airlines
Deal found 6/12$143
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:30 amLGA - ORD
1 stop7h 55mMultiple Airlines
Sat 9/138:12 pmORD - LGA
Nonstop2h 19mMultiple Airlines
Deal found 6/10$154
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/286:30 amLGA - ORD
1 stop10h 55mSouthwest
Wed 7/24:00 pmORD - LGA
1 stop6h 20mSouthwest
Deal found 6/10$162
This Booking.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2311:30 amLGA - MDW
1 stop12h 41mFrontier
Mon 8/256:15 amMDW - LGA
1 stop27h 20mFrontier
Deal found 6/12$216
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/236:59 amLGA - RFD
2 stops26h 32mMultiple Airlines
Sun 7/279:21 amRFD - LGA
2 stops29h 14mMultiple Airlines
Deal found 6/11$253

Cheapflights Fare Finder

Customize 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 2,558,603 searches. Data last updated June 12, 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

Sat 10/18

5:35 pm-7:17 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 10/21

8:12 pm-11:31 pm

Nonstop2h 19m

$135

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 7/8

8:35 pm-10:27 pm

Nonstop2h 52m

Chicago O'Hare Intl

Tue 7/15

6:59 pm-10:30 pm

Nonstop2h 31m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Thu 7/10

9:05 am-10:30 am

Nonstop2h 25m

Chicago Midway

Sat 7/12

7:00 pm-10:10 pm

Nonstop2h 10m

$137

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 10/31

7:39 pm-9:25 pm

Nonstop2h 46m

Chicago O'Hare Intl

Mon 11/3

6:00 am-9:00 am

Nonstop2h 00m

$143

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 7/12

6:05 am-7:44 am

Nonstop2h 39m

Chicago O'Hare Intl

Sat 7/19

5:56 pm-11:39 pm

1 stop4h 43m

$152

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 9/10

6:30 am-1:25 pm

1 stop7h 55m

Chicago O'Hare Intl

Sat 9/13

8:12 pm-11:31 pm

Nonstop2h 19m

$154

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 6/28

6:30 am-4:25 pm

1 stop10h 55m

Chicago O'Hare Intl

Wed 7/2

4:00 pm-11:20 pm

1 stop6h 20m

$162

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/10

6:30 am-10:58 pm

1 stop17h 28m

Chicago Midway

Wed 9/24

8:00 am-11:32 pm

1 stop14h 32m

$206

New YorkChicago

LGA - RFD

LGARFD

New York LaGuardia

Wed 7/23

6:59 am-8:31 am

2 stops26h 32m

Chicago Greater Rockford

Sun 7/27

9:21 am-3:35 pm

2 stops29h 14m

$253

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 10/10

6:30 am-3:30 pm

1 stop10h 00m

$77

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 21 results
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The best insider tips for New York LaGuardia Airport to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your New York LaGuardia Airport to Chicago trip
Airlines
United Airlines

United's Economy Plus offers extra legroom, perfect for added comfort on short flights.


Prepay checked bags on United to save on fees; ideal for budget-conscious travelers.

Read more about United Airlinesby Harriet Baskas
Spirit Airlines

Consider bundling bags and seats for savings on Spirit's low-cost flights.


Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort on short flights.

Read more about Spirit Airlinesby Daniel Scheffler
Southwest

Southwest offers two free checked bags, a great perk for budget travelers.


Enjoy free messaging and in-flight entertainment on Southwest's Wi-Fi-enabled flights.

Read more about Southwestby Marisa Garcia
Airports
LGA

LGA offers free Wi-Fi throughout the airport, ensuring you stay connected from check-in to boarding.

Read more about LGAby Brandon Schultz
ORD

For a quick city connection, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
MDW

MDW's Orange Line train offers a direct, affordable route to downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on LGA

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

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 round-trip 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 round-trip flight from LaGuardia to Chicago. Price data was last updated on June 9, 2025.

The best time to book flights from New York LaGuardia Airport to Chicago is 72 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of $245). Flying from New York LaGuardia Airport to Chicago in March is currently the most expensive (average of $321). 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 June 12, 2025.

It’s optimal to fly from New York LaGuardia Airport to Chicago in the evening. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from LaGuardia to Chicago. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their New York LaGuardia Airport to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon 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 June 12, 2025.

The most flights from LGA to CHI are scheduled on a Thursday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
To help decide which airline to fly from New York to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,052 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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?

    Currently priced at $135, Spirit Airlines will fly you from New York LaGuardia Airport to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Southwest - these airlines can fly you to your destination from $137 and $137, respectively. Users have found that Spirit Airlines is 44% 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?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from New York LaGuardia Airport to Chicago for a low price.

  • What are the most popular routes from New York LaGuardia Airport to Chicago?

    The most popular route from New York LaGuardia Airport to Chicago is New York LaGuardia - Chicago O'Hare Intl. You may also consider New York LaGuardia - Chicago Midway or New York LaGuardia - Chicago Greater Rockford.

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

    Before booking your flight to Chicago from New York LaGuardia Airport, check out the most reliable airlines to get you to your destination on time: Virgin Atlantic (93%), Air France (91%), Aeromexico( 91%).

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

    Looking for the cheapest flight from New York LaGuardia Airport to Chicago? While on average our users pay $798, our data indicates the cheapest price to be $65. The most popular route (New York LaGuardia - Chicago O'Hare Intl), is priced around $97.

  • 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 vacation 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, August is the cheapest month in which you can book a flight from New York LaGuardia Airport to Chicago (average of $245). Flying from New York LaGuardia Airport to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near New York LaGuardia Airport?

Book flights to New York LaGuardia Airport if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
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John F Kennedy Intl to St. Louis flights
Stewart to O'Hare Intl flights
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Stewart to Midway flights
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Stewart to Rockford flights
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John F Kennedy Intl to Bloomington flights
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Newark to Champaign flights
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LaGuardia to Marion flights
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Top 6 airlines flying from LaGuardia to Chicago

Discover the top 6 airlines 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 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$74Average$167FlexibilityNo cancel feeOn-time65%
DeltaCheapest$126Average$284FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$128Average$360FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$147Average$266FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$287FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$152Average$252FlexibilityNo cancel feeOn-time63%

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