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Laredo

$245+ Cheap flights from Chicago (CHI) to Laredo, TX (LRD)

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LRD
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
1 adult, Economy
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Find cheap flights from Chicago to Laredo with Cheapflights

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Cheap 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 June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/6. 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.
Wed 7/15:00 am
ORD
-
LRD
1 stop5h 09m
American Airlines
Tue 7/76:53 pm
LRD
-
ORD
1 stop5h 57m
American Airlines
Deal found 6/6$245
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 11/186:00 am
ORD
-
LRD
1 stop5h 12m
United Airlines
Sun 12/65:20 pm
LRD
-
ORD
1 stop5h 16m
United Airlines
Deal found 6/7$287
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/2411:59 am
ORD
-
LRD
1 stop7h 46m
American Airlines
Sat 7/256:52 pm
LRD
-
ORD
1 stop5h 58m
American Airlines
Deal found 6/7$312
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 8/285:53 pm
ORD
-
LRD
1 stop5h 00m
United Airlines
Sun 8/302:13 pm
LRD
-
ORD
1 stop7h 19m
United Airlines
Deal found 6/5$319
This American Airlines deal was found by Cheapflights users on 6/6. 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 7/105:00 am
ORD
-
LRD
1 stop5h 01m
American Airlines
Fri 7/176:53 pm
LRD
-
ORD
1 stop5h 57m
American Airlines
Deal found 6/6$329
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Thu 6/255:00 am
ORD
-
LRD
1 stop5h 09m
American Airlines
Sun 6/286:32 pm
LRD
-
ORD
1 stop5h 00m
American Airlines
Deal found 6/4$344
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Thu 7/235:00 am
ORD
-
LRD
1 stop5h 01m
American Airlines
Sun 7/266:53 pm
LRD
-
ORD
1 stop5h 57m
American Airlines
Deal found 6/7$354
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/201:25 pm
ORD
-
LRD
1 stop6h 09m
American Airlines
Wed 6/246:32 pm
LRD
-
ORD
1 stop6h 07m
American Airlines
Deal found 6/5$363
This American Airlines deal was found by Cheapflights users on 6/8. 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 10/166:02 pm
ORD
-
LRD
1 stop5h 57m
American Airlines
Wed 10/213:53 pm
LRD
-
ORD
1 stop7h 19m
American Airlines
Deal found 6/8$367
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Tue 8/45:00 am
ORD
-
LRD
1 stop5h 01m
American Airlines
Mon 8/106:18 pm
LRD
-
ORD
1 stop6h 00m
American Airlines
Deal found 6/5$387
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/125:00 am
ORD
-
LRD
1 stop5h 09m
American Airlines
Tue 6/163:34 pm
LRD
-
ORD
1 stop7h 58m
American Airlines
Deal found 6/5$411
This American Airlines deal was found by Cheapflights users on 6/6. 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 6/195:00 am
ORD
-
LRD
1 stop5h 09m
American Airlines
Fri 6/266:32 pm
LRD
-
ORD
1 stop6h 07m
American Airlines
Deal found 6/6$424

Find 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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$245
(American Airlines)

Popular in

July

Cheapest in

January

Average price

$340
Provider with most accurate pricing for Chicago (CHI)-Laredo flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Laredo flights.
Search Deals
From Chicago (CHI) to Laredo
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 9, 2026.
Use the filters below to find and compare flights from Chicago to Laredo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 11/18

6:00 am-11:12 am

1 stop5h 12m

Laredo

Sun 12/6

5:20 pm-10:36 pm

1 stop5h 16m

$287
Quickest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Thu 6/25

5:00 am-10:09 am

1 stop5h 09m

Laredo

Sun 6/28

6:32 pm-11:32 pm

1 stop5h 00m

$344

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 8/28

5:53 pm-10:53 pm

1 stop5h 00m

Laredo

Sun 8/30

2:13 pm-6:28 am

2 stops16h 15m

$508

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Thu 9/3

2:16 pm-8:16 pm

1 stop6h 00m

Laredo

Sun 9/6

2:13 pm-6:28 am

2 stops16h 15m

$518

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 7/11

11:47 am-10:59 pm

2 stops11h 12m

Laredo

Sat 7/18

9:30 am-5:29 pm

1 stop7h 59m

$574

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 9/4

10:45 am-10:53 pm

2 stops12h 08m

Laredo

Mon 9/14

2:13 pm-9:32 pm

1 stop7h 19m

$623

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Thu 6/25

7:07 am-10:59 pm

2 stops15h 52m

Laredo

Sun 6/28

7:15 am-12:29 pm

1 stop5h 14m

$672

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 6/19

5:30 am-1:31 pm

1 stop8h 01m

Laredo

Fri 6/26

7:15 am-6:39 pm

2 stops11h 24m

$695
Cheapest one-way

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 7/4

5:30 am-1:31 pm

1 stop8h 01m

$304

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Mon 8/17

8:20 am-3:34 pm

1 stop7h 14m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to Laredo

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 Chicago to Laredo in June.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 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 Chicago-Laredo, Texas flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Laredo, Texas flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Laredo, Texas flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Laredo, Texas flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago-Laredo, Texas 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 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

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 $204). Flying from Chicago to Laredo, Texas in April is currently the most expensive (average of $362). 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.

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 June 9, 2026.
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
9,796 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

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
9,796 reviews
United Airlines
7.4
Good
9,796 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

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
7.1
Good
11,640 reviews
United Airlines
7.4
Good
9,796 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Crew

8.1

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 2 airlines. Laredo is conveniently located just 3.9 mi from Laredo’s city center.

  • How long is the flight from Chicago to Laredo, Texas?

    There are many flights that can get you from Chicago to Laredo, Texas in 5h 09m. Fly via United Airlines or American Airlines to get the fastest option. The distance between Chicago and Laredo, Texas is about 1190 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Currently priced at $231, United Airlines will fly you from Chicago to Laredo, Texas and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $243. You may be able to fly from Chicago to Laredo, Texas for 41% less than the average price by searching for these airlines.

  • 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 $204). Flying from Chicago to Laredo, Texas in April is currently the most expensive (average of $362). 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 Chicago to Laredo

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Laredo

Discover the top 2 airlines 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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$231Average$336FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$243Average$291FlexibilityNo cancel feeOn-time71%

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