$231+ Cheap flights from Chicago (CHI) to Laredo (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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LRD
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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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
Best
Last-minute
One-way
Cheapest flights from Chicago to LaredoExplore 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 October 14, 2026.
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 October 14, 2026.
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:30 am -
1 stop8h 03m
Sun 11/155:49 pm -
1 stop6h 56m
Deal found 10/11![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 10/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:00 am -
1 stop5h 11m
Thu 11/123:53 pm -
1 stop7h 22m
Deal found 10/11![American Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:59 am -
1 stop7h 49m
Sat 12/53:53 pm -
1 stop7h 11m
Deal found 10/14![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Wed 10/215:00 am -
1 stop5h 05m
Sat 10/243:49 pm -
1 stop5h 41m
Deal found 10/13![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/67:29 am -
1 stop6h 04m
Sun 11/85:49 pm -
1 stop5h 37m
Deal found 10/12![United Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 am -
2 stops14h 10m
Sun 11/158:45 pm -
1 stop8h 28m
Deal found 10/13![Multiple Airlines logo]()
$565
Best flights from Chicago to LaredoDiscover carefully curated flight deals from Chicago to Laredo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Chicago to Laredo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:34 am -
1 stop6h 40m
Mon 11/165:49 pm -
1 stop5h 37m
Deal found 10/11![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Wed 10/215:00 am -
1 stop5h 05m
Sat 10/243:49 pm -
1 stop5h 41m
Deal found 10/13![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/136:55 am -
1 stop6h 38m
Sun 11/155:49 pm -
1 stop6h 56m
Deal found 10/12![United Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:29 am -
1 stop6h 04m
Sun 11/85:49 pm -
1 stop5h 37m
Deal found 10/11![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Thu 11/125:30 am -
1 stop8h 03m
Sun 11/155:49 pm -
1 stop6h 56m
Deal found 10/13![United Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/610:45 am -
2 stops26h 48m
Thu 11/125:49 pm -
1 stop6h 56m
Deal found 10/11![United Airlines logo]()
$547
Last-minute flights from Chicago to LaredoDiscover last-minute flight deals from Chicago to Laredo. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Laredo. Data last updated October 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Wed 10/215:00 am -
1 stop5h 05m
Sat 10/243:49 pm -
1 stop5h 41m
Deal found 10/13![American Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 10/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:00 am -
1 stop5h 11m
Thu 11/123:53 pm -
1 stop7h 22m
Deal found 10/11![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/67:29 am -
1 stop6h 04m
Sun 11/85:49 pm -
1 stop5h 37m
Deal found 10/12![United Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 am -
2 stops14h 10m
Sun 11/158:45 pm -
1 stop8h 28m
Deal found 10/13![Multiple Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:34 am -
1 stop6h 40m
Mon 11/165:49 pm -
1 stop5h 37m
Deal found 10/11![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/136:55 am -
1 stop6h 38m
Sun 11/155:49 pm -
1 stop6h 56m
Deal found 10/12![United Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 10/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:59 am -
1 stop7h 49m
Sat 12/53:53 pm -
1 stop7h 11m
Deal found 10/14![American Airlines logo]()
$381
One-way flights from Chicago to LaredoSearch for one-way flight options from Chicago to Laredo. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Chicago to Laredo. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:36 pm -
2 stops28h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:30 am -
2 stops14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Tue 11/34:53 pm -
1 stop6h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Mon 11/27:04 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 am -
2 stops14h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:11 pm -
2 stops31h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Sat 10/315:00 am -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Sat 10/1711:00 am -
1 stop6h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 10/13. 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.
Fri 11/279:35 pm -
2 stops15h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![United Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Mon 10/196:25 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$496
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $349 (United Airlines) |
One-way from | $231 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 14, 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
Cheapest round-trip
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/13
10:34 am-5:14 pm
1 stop6h 40m
Laredo
Mon 11/16
5:49 pm-11:26 pm
1 stop5h 37m
$349
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/13
6:55 am-1:33 pm
1 stop6h 38m
Laredo
Sun 11/15
5:49 pm-12:45 am
1 stop6h 56m
$369
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Thu 11/5
4:53 pm-11:56 pm
1 stop7h 03m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$370
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Wed 11/4
3:52 pm-11:56 pm
1 stop8h 04m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$370
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Sun 11/1
6:30 am-8:50 pm
2 stops14h 20m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$387
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Wed 10/21
5:00 am-10:05 am
1 stop5h 05m
Laredo
Sat 10/24
3:49 pm-9:30 pm
1 stop5h 41m
$393
Quickest round-trip
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Sat 10/31
5:00 am-10:05 am
1 stop5h 05m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$394
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/6
7:29 am-1:33 pm
1 stop6h 04m
Laredo
Sun 11/8
5:49 pm-11:26 pm
1 stop5h 37m
$459
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/27
9:35 pm-1:33 pm
2 stops15h 58m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$466
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Thu 11/12
5:30 am-1:33 pm
1 stop8h 03m
Laredo
Sun 11/15
5:49 pm-12:45 am
1 stop6h 56m
$479
Showing 1-10 of 14 resultsSorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Laredo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Laredo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Laredo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Laredo 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 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.
CHI-LRD
ORD-LRD
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
CHI-LRD
ORD-LRD
No data available for this route at this time. Please check back soon.
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 October 14, 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.
Crew
8.1
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Overall
7.4
Entertainment
7.1
Food
6.7
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
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.
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Complete your trip
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Other flights to Laredo
Explore flights to Laredo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Chicago and Laredo flights
Browse other Chicago and Laredo flight options. Last updated on October 14, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$239 | Average$349 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$264 | Average$306 | FlexibilityNo cancel fee | On-time71% |