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$200+ Cheap flights from Laredo, TX (LRD) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
LRD — CHI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Laredo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Laredo (LRD) 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 April 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$200
(American Airlines)

Popular in

February

Cheapest in

July

Average price

$343
Provider with most accurate pricing for Laredo-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Laredo-Chicago (CHI) flights.
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From Laredo to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 32% potential increase in price ($214 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Laredo to Chicago

Cheapest flights from Laredo to Chicago
Explore the most affordable flight options available from Laredo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 5/246:29 pmLRD - ORD
1 stop5h 27mAmerican Airlines
Sat 5/316:00 amORD - LRD
1 stop7h 44mAmerican Airlines
Deal found 4/17$200
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/15:25 pmLRD - ORD
1 stop6h 50mUnited Airlines
Mon 5/52:18 pmORD - LRD
1 stop7h 42mUnited Airlines
Deal found 4/17$379

Cheapflights Fare Finder

Customize your flight search to find flights from Laredo 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 April 17, 2025.
Use the filters below to find and compare flights from Laredo to Chicago that are best for you.

Fly from

Laredo

Fly to

Chicago

Route

Depart

Return

Price

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 5/24

6:29 pm-11:56 pm

1 stop5h 27m

Chicago O'Hare Intl

Sat 5/31

6:00 am-1:44 pm

1 stop7h 44m

$200

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 5/1

5:25 pm-12:15 am

1 stop6h 50m

Chicago O'Hare Intl

Mon 5/5

2:18 pm-10:00 pm

1 stop7h 42m

$379

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 5/30

2:19 pm-7:40 pm

1 stop5h 21m

$230

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 5/30

9:30 am-12:25 am

2 stops14h 55m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Compare providers for flights from Laredo to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Laredo to Chicago in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Laredo, Texas-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Laredo, Texas-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Laredo, Texas-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Laredo, Texas-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Laredo, Texas-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Laredo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Laredo 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 Laredo to Chicago

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 April 17, 2025.
United Airlines
7.4
Good
8,667 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.0

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,667 reviews
United Airlines
7.4
Good
8,667 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.0

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,667 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.0

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

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

  • What airport do you fly from for flights from Laredo to Chicago?

    Laredo (LRD) is the airport you will fly out of if you book a flight from Laredo to Chicago. You should not have trouble finding flights to Chicago from Laredo; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Laredo airport to Chicago. It is only a 3.9 mi journey to Laredo (LRD) from Laredo’s city center.

  • What are the cheapest airlines flying from Laredo, Texas to Chicago round-trip?

    Our cheapest airline available from Laredo, Texas to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $200 on this airline. An additional option worth looking into is United Airlines, starting at $379. American Airlines is currently priced 55% below the average price you’ll pay for this route.

  • Can I find deals for flights from Laredo to Chicago that include hotel bookings?

    Yes. In addition to deals on Laredo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Laredo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Laredo to Chicago.

  • Can I find deals for business class flights from Laredo to Chicago?

    Yes. Cheapflights offers flight deals from Laredo 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 Laredo, Texas to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Laredo, Texas to Chicago (average of $245). Flying from Laredo, Texas 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 Laredo?

Book flights to Laredo if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top airline flying from Laredo to Chicago

Discover the top airline that operate flights from Laredo 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$207Average$333FlexibilityNo cancel feeOn-time71%

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