HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Laredo

$260+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LRD
feb. 19 — feb. 261
jue. 2/19
jue. 2/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Laredo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 enero 20, 2026.

This United Airlines deal was found by Cheapflights users on 1/17. 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.
mié. 2/257:35 am
ORD
-
LRD
1 stop6h 51m
United Airlines
sáb. 2/283:35 pm
LRD
-
ORD
1 stop5h 53m
United Airlines
Deal found 1/17$260
This United Airlines deal was found by Cheapflights users on 1/17. 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.
mié. 3/115:40 am
ORD
-
LRD
1 stop5h 48m
United Airlines
mié. 3/253:17 pm
LRD
-
ORD
1 stop6h 21m
United Airlines
Deal found 1/17$278
This American Airlines deal was found by Cheapflights users on 1/17. 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.
vie. 2/135:00 am
ORD
-
LRD
1 stop5h 13m
American Airlines
dom. 2/155:00 am
LRD
-
ORD
1 stop4h 45m
American Airlines
Deal found 1/17$279
This United Airlines deal was found by Cheapflights users on 1/18. 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.
lun. 2/25:40 am
ORD
-
LRD
1 stop5h 48m
United Airlines
mar. 2/1012:05 pm
LRD
-
ORD
1 stop7h 44m
United Airlines
Deal found 1/18$294
This United Airlines deal was found by Cheapflights users on 1/17. 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.
sáb. 1/2412:45 pm
ORD
-
LRD
1 stop7h 12m
United Airlines
mar. 2/1012:05 pm
LRD
-
ORD
1 stop7h 44m
United Airlines
Deal found 1/17$301
This American Airlines deal was found by Cheapflights users on 1/19. 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.
sáb. 2/144:49 pm
ORD
-
LRD
1 stop6h 10m
American Airlines
lun. 2/165:00 am
LRD
-
ORD
1 stop4h 45m
American Airlines
Deal found 1/19$320
This United Airlines deal was found by Cheapflights users on 1/17. 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.
dom. 1/257:35 am
ORD
-
LRD
1 stop7h 07m
United Airlines
mar. 2/107:15 am
LRD
-
ORD
1 stop5h 45m
United Airlines
Deal found 1/17$339
This United Airlines deal was found by Cheapflights users on 1/17. 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.
vie. 1/237:35 am
ORD
-
LRD
1 stop7h 07m
United Airlines
mar. 2/107:15 am
LRD
-
ORD
1 stop5h 45m
United Airlines
Deal found 1/17$349
This United Airlines deal was found by Cheapflights users on 1/17. 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.
sáb. 2/75:37 am
ORD
-
LRD
1 stop5h 51m
United Airlines
mar. 2/1012:05 pm
LRD
-
ORD
1 stop7h 44m
United Airlines
Deal found 1/17$359
This American Airlines deal was found by Cheapflights users on 1/18. 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.
sáb. 3/75:00 am
ORD
-
LRD
1 stop5h 13m
American Airlines
sáb. 3/146:00 am
LRD
-
ORD
1 stop5h 03m
American Airlines
Deal found 1/18$363
This United Airlines deal was found by Cheapflights users on 1/18. 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.
vie. 3/65:40 am
ORD
-
LRD
1 stop5h 48m
United Airlines
sáb. 3/143:17 pm
LRD
-
ORD
1 stop7h 51m
United Airlines
Deal found 1/18$381

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 enero 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$260
(United Airlines)

Popular in

January

Cheapest in

December

Average price

$927
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. 13% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 enero 20, 2026.
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

mié. 3/11

5:40 am-11:28 am

1 stop5h 48m

Laredo

mié. 3/25

3:17 pm-9:38 pm

1 stop6h 21m

$278

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sáb. 2/14

4:49 pm-10:59 pm

1 stop6h 10m

Laredo

mar. 2/17

6:28 pm-11:36 pm

1 stop5h 08m

$279

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 2/13

5:00 am-10:13 am

1 stop5h 13m

Laredo

dom. 2/15

2:25 pm-9:25 pm

1 stop7h 00m

$279

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

lun. 2/2

5:40 am-11:28 am

1 stop5h 48m

Laredo

mar. 2/10

12:05 pm-7:49 pm

1 stop7h 44m

$294

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 2/6

5:05 am-10:09 am

1 stop5h 04m

Laredo

lun. 2/9

6:45 pm-11:44 pm

1 stop4h 59m

$294

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sáb. 2/14

4:49 pm-10:59 pm

1 stop6h 10m

Laredo

lun. 2/16

5:00 am-9:45 am

1 stop4h 45m

$320

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sáb. 2/7

5:37 am-11:28 am

1 stop5h 51m

Laredo

mar. 2/10

12:05 pm-7:49 pm

1 stop7h 44m

$359

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 3/6

5:40 am-11:28 am

1 stop5h 48m

Laredo

sáb. 3/14

3:17 pm-11:08 pm

1 stop7h 51m

$381

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 3/6

5:40 am-11:28 am

1 stop5h 48m

Laredo

jue. 3/12

3:17 pm-11:08 pm

1 stop7h 51m

$383

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 3/6

5:40 am-11:28 am

1 stop5h 48m

Laredo

vie. 3/13

3:17 pm-11:08 pm

1 stop7h 51m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 22 results
1
2
3

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Expedia the most. Expedia 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

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 enero 20, 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
9,180 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
9,180 reviews
United Airlines
7.4
Good
9,180 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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
7.2
Good
11,164 reviews
United Airlines
7.4
Good
9,180 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

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 48m. 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, 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. Check Cheapflights for deals on United Airlines for as low as $231. You may be able to fly from Chicago to Laredo, Texas for 52% 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.

See more FAQs

Traveling to a place near Laredo?

Book flights to Laredo if you plan to visit one of these locations
Carrizo Springs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Laredo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dallas/Fort Worth flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Austin flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Hobby flights
O'Hare Intl to Love Field flights
O'Hare Intl to San Antonio flights
Midway to Love Field flights
Midway to Hobby flights
St. Louis to Hobby flights
Midway to George Bush Intcntl flights
Midway to Austin flights
St. Louis to Dallas/Fort Worth flights
St. Louis to George Bush Intcntl flights
Midway to San Antonio flights
O'Hare Intl to El Paso flights
St. Louis to Austin flights
St. Louis to Love Field flights
Moline to Dallas/Fort Worth flights
St. Louis to San Antonio flights
Peoria to Dallas/Fort Worth flights
Bloomington to Dallas/Fort Worth flights
O'Hare Intl to Brownsville flights
O'Hare Intl to McAllen flights
Moline to Hobby flights
Midway to El Paso flights
O'Hare Intl to Harlingen flights
Moline to George Bush Intcntl flights
Peoria to Hobby flights
O'Hare Intl to Corpus Christi flights
Decatur to Dallas/Fort Worth flights
Evansville to Hobby flights
Evansville to Dallas/Fort Worth flights
Peoria to George Bush Intcntl flights
St. Louis to El Paso flights
Springfield to Dallas/Fort Worth flights
Evansville to George Bush Intcntl flights
St. Louis to Brownsville flights
Champaign to Dallas/Fort Worth flights
O'Hare Intl to Laredo flights
Bloomington to Love Field flights
O'Hare Intl to Lubbock flights
Moline to Austin flights
O'Hare Intl to Midland flights
Peoria to San Antonio flights
Bloomington to Hobby flights
Moline to San Antonio flights
Bloomington to San Antonio flights
Peoria to Austin flights
O'Hare Intl to Amarillo flights

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 enero 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$231Average$368FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$231Average$301FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.