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Laredo

$156+ Cheap flights from Chicago (CHI) to Laredo, TX (LRD)

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LRD
août 19 — août 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from Chicago to Laredo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Laredo (LRD). 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 août 14, 2025.

Round-trip from

$205
(American Airlines)

One-way from

$156
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$318
From Chicago (CHI) to Laredo
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One-way flight from Chicago (CHI) to Laredo
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Highest demand for flights based on searches. 25% potential increase in price ($169 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Chicago to Laredo

Cheapest flights from Chicago to Laredo
Explore the most affordable flight options available from Chicago to Laredo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on août 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/13. 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.
sam. 9/135:16 pmORD - LRD
1 stop5h 35mAmerican Airlines
sam. 9/206:44 pmLRD - ORD
1 stop5h 15mAmerican Airlines
Deal found 8/13$205
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sam. 9/611:54 amORD - LRD
1 stop6h 19mAmerican Airlines
sam. 9/136:44 pmLRD - ORD
1 stop5h 15mAmerican Airlines
Deal found 8/13$232
This American Airlines deal was found by Cheapflights users on 8/13. 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.
sam. 9/611:54 amORD - LRD
1 stop6h 19mAmerican Airlines
dim. 9/76:27 pmLRD - ORD
1 stop5h 25mAmerican Airlines
Deal found 8/13$259
This United Airlines deal was found by Cheapflights users on 8/14. 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.
sam. 8/236:00 amORD - LRD
1 stop5h 02mUnited Airlines
sam. 9/612:00 pmLRD - ORD
1 stop7h 58mUnited Airlines
Deal found 8/14$271
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sam. 8/1610:25 amORD - LRD
1 stop7h 36mAmerican Airlines
sam. 8/236:46 pmLRD - ORD
1 stop4h 57mAmerican Airlines
Deal found 8/12$283
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sam. 8/2310:25 amORD - LRD
1 stop7h 36mAmerican Airlines
sam. 8/3010:06 amLRD - ORD
1 stop7h 04mAmerican Airlines
Deal found 8/12$326
This United Airlines deal was found by Cheapflights users on 8/13. 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.
sam. 8/239:00 amORD - LRD
1 stop7h 09mUnited Airlines
mar. 8/265:15 pmLRD - ORD
1 stop5h 26mUnited Airlines
Deal found 8/13$363
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/265:50 pmORD - LRD
1 stop5h 44mUnited Airlines
lun. 9/15:15 pmLRD - ORD
1 stop6h 08mUnited Airlines
Deal found 8/12$366
This American Airlines deal was found by Cheapflights users on 8/12. 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.
mar. 8/264:21 pmORD - LRD
1 stop6h 29mAmerican Airlines
lun. 9/16:25 pmLRD - ORD
1 stop4h 56mAmerican Airlines
Deal found 8/12$375
This United Airlines deal was found by Cheapflights users on 8/13. 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.
sam. 9/62:12 pmORD - LRD
2 stops20h 50mUnited Airlines
sam. 9/1312:00 pmLRD - ORD
1 stop7h 58mUnited Airlines
Deal found 8/13$380
This American Airlines deal was found by Cheapflights users on 8/13. 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.
mar. 8/194:21 pmORD - LRD
1 stop6h 29mAmerican Airlines
mer. 8/272:25 pmLRD - ORD
1 stop6h 32mAmerican Airlines
Deal found 8/13$392

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Laredo 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 août 14, 2025.
Use the filters below to find and compare flights from Chicago to Laredo that are best for you.

Fly from

Chicago

Fly to

Laredo

Route

Depart

Return

Price

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sam. 9/13

5:16 pm-10:51 pm

1 stop5h 35m

Laredo

sam. 9/20

6:44 pm-11:59 pm

1 stop5h 15m

$205

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sam. 9/6

11:54 am-6:13 pm

1 stop6h 19m

Laredo

sam. 9/13

6:44 pm-11:59 pm

1 stop5h 15m

$232

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sam. 9/6

11:54 am-6:13 pm

1 stop6h 19m

Laredo

dim. 9/7

6:27 pm-11:52 pm

1 stop5h 25m

$259

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

ven. 11/7

7:25 am-1:54 pm

1 stop6h 29m

Laredo

lun. 11/10

6:42 pm-11:37 pm

1 stop4h 55m

$363

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

mar. 8/26

4:21 pm-10:50 pm

1 stop6h 29m

Laredo

lun. 9/1

6:25 pm-11:59 pm

1 stop5h 34m

$375

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sam. 9/6

2:12 pm-11:02 am

2 stops20h 50m

Laredo

sam. 9/13

12:00 pm-7:58 pm

1 stop7h 58m

$380

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sam. 9/6

12:45 pm-11:34 pm

2 stops10h 49m

Laredo

dim. 9/7

5:15 pm-12:15 am

1 stop7h 00m

$392

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

dim. 8/24

6:00 am-11:02 am

1 stop5h 02m

Laredo

dim. 8/31

12:00 pm-7:58 pm

1 stop7h 58m

$409

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

mar. 8/26

6:00 am-11:02 am

1 stop5h 02m

Laredo

lun. 9/1

5:15 pm-11:48 am

2 stops18h 33m

$419

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

ven. 12/12

6:00 am-11:19 am

1 stop5h 19m

Laredo

sam. 1/3

12:05 pm-6:45 pm

1 stop6h 40m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Chicago to Laredo

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

How much does it cost to fly round-trip from Chicago to Laredo, Texas?

Reviews of airlines servicing Laredo

Get insights into the airlines that provide service to Laredo. 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 Laredo. Reviews last updated août 14, 2025.
Read through reviews of airlines operating flights from Chicago to Laredo, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Laredo. 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 into for flights to Laredo from Chicago?

    Most people fly into Laredo (LRD) if they book a flight to Laredo from Chicago. On average, Laredo has 0 inbound flights from Chicago per day from 1 airline. Laredo is conveniently located just 3.9 mi from Laredo’s city center.

  • What is the cheapest airline to fly from Chicago to Laredo, Texas round-trip?

    Currently priced at $231, American Airlines will fly you from Chicago to Laredo, Texas and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. You may be able to fly from Chicago to Laredo, Texas for 52% less than the average price by searching for this airline.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago to Laredo, Texas (average of $287). Flying from Chicago to Laredo, Texas in December is currently the most expensive (average of $390). 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
Carrizo Springs

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Alternative routes for Chicago to Laredo

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Top airline flying from Chicago to Laredo

Discover the top airline that operate flights from Chicago to Laredo. 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 août 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$231Average$374FlexibilityNo cancel feeOn-time71%

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