$168+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LRD
Oct 18 — Oct 251
Round-trip
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
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 September 18, 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 September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/145:00 am -
1 stop5h 05m
Wed 10/216:02 pm -
1 stop5h 57m
Deal found 9/14![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/155:00 am -
1 stop5h 16m
Mon 10/196:02 pm -
1 stop5h 57m
Deal found 9/16![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 10/75:16 pm -
1 stop6h 41m
Wed 10/146:02 pm -
1 stop5h 57m
Deal found 9/17![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/224:50 pm -
1 stop5h 43m
Tue 9/293:53 pm -
1 stop6h 11m
Deal found 9/15![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 10/172:10 pm -
1 stop6h 06m
Tue 10/209:15 am -
1 stop7h 26m
Deal found 9/16![United Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 11/2011:00 am -
1 stop8h 01m
Mon 11/233:53 pm -
1 stop5h 31m
Deal found 9/18![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 9/16. 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 9/2311:00 am -
1 stop6h 43m
Mon 9/283:53 pm -
1 stop7h 37m
Deal found 9/16![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Sat 9/195:00 am -
1 stop5h 05m
Mon 9/213:53 pm -
1 stop7h 37m
Deal found 9/18![American Airlines logo]()
$451
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 12/235:30 am -
1 stop8h 07m
Sun 12/275:44 pm -
1 stop7h 00m
Deal found 9/14![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 9/262:10 pm -
1 stop6h 06m
Mon 9/282:12 pm -
1 stop5h 53m
Deal found 9/13![United Airlines logo]()
$486
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 September 18, 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 September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/145:00 am -
1 stop5h 05m
Wed 10/216:02 pm -
1 stop5h 57m
Deal found 9/14![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/172:10 pm -
1 stop6h 06m
Tue 10/209:15 am -
1 stop7h 26m
Deal found 9/14![United Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:40 am -
2 stops14h 06m
Mon 11/235:28 pm -
1 stop11h 42m
Deal found 9/18![Multiple Airlines logo]()
$557
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 11/2011:00 am -
1 stop8h 01m
Mon 11/233:53 pm -
1 stop5h 31m
Deal found 9/18![American Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 10/175:53 pm -
1 stop5h 15m
Sat 10/249:15 am -
2 stops11h 11m
Deal found 9/16![United Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/147:30 am -
1 stop6h 07m
Wed 10/217:15 am -
2 stops11h 20m
Deal found 9/14![United Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 12/239:20 pm -
2 stops16h 17m
Sun 12/275:44 pm -
1 stop7h 00m
Deal found 9/14![United Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 10/75:53 pm -
1 stop5h 15m
Wed 10/149:15 am -
2 stops11h 07m
Deal found 9/17![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/155:53 pm -
1 stop5h 15m
Mon 10/192:12 pm -
2 stops16h 16m
Deal found 9/16![United Airlines logo]()
$593
Last-minute flights from Chicago to LaredoDiscover last-minute flight deals from Chicago to Laredo. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Laredo. Data last updated September 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Sat 9/195:00 am -
1 stop5h 05m
Mon 9/213:53 pm -
1 stop7h 37m
Deal found 9/18![American Airlines logo]()
$451
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/224:50 pm -
1 stop5h 43m
Tue 9/293:53 pm -
1 stop6h 11m
Deal found 9/15![American Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 9/16. 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 9/2311:00 am -
1 stop6h 43m
Mon 9/283:53 pm -
1 stop7h 37m
Deal found 9/16![American Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 9/16. 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 9/247:30 am -
1 stop6h 07m
Sun 9/277:15 am -
1 stop5h 10m
Deal found 9/16![United Airlines logo]()
$489
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 9/262:10 pm -
1 stop6h 06m
Mon 9/282:12 pm -
1 stop5h 53m
Deal found 9/13![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 10/75:16 pm -
1 stop6h 41m
Wed 10/146:02 pm -
1 stop5h 57m
Deal found 9/17![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/145:00 am -
1 stop5h 05m
Wed 10/216:02 pm -
1 stop5h 57m
Deal found 9/14![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/155:00 am -
1 stop5h 16m
Mon 10/196:02 pm -
1 stop5h 57m
Deal found 9/16![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 10/172:10 pm -
1 stop6h 06m
Tue 10/209:15 am -
1 stop7h 26m
Deal found 9/16![United Airlines logo]()
$402
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 September 18, 2026.
Search for one-way flight options from Chicago to Laredo. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:15 pm -
1 stop27h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 11/78:13 pm -
2 stops24h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Mon 11/212:02 pm -
1 stop6h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/149:40 am -
1 stop7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:40 am -
2 stops14h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/122:10 pm -
1 stop6h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/147:00 am -
2 stops16h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 9/18. 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.
Mon 11/29:35 pm -
2 stops15h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![United Airlines logo]()
$456
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (American Airlines) |
One-way from | $168 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $478 |
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 September 18, 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
Wed 10/14
5:00 am-10:05 am
1 stop5h 05m
Laredo
Wed 10/21
6:02 pm-11:59 pm
1 stop5h 57m
$275
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Sat 11/7
8:13 pm-8:25 pm
2 stops24h 12m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$305
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Mon 11/2
12:02 pm-6:50 pm
1 stop6h 48m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$318
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Tue 1/5
4:53 pm-11:55 pm
1 stop7h 02m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Sat 11/7
10:00 am-5:54 pm
1 stop7h 54m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Wed 10/14
9:40 am-5:32 pm
1 stop7h 52m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/20
6:40 am-8:46 pm
2 stops14h 06m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$334
Quickest round-trip
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Mon 10/12
2:10 pm-8:16 pm
1 stop6h 06m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$364
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Fri 11/20
11:00 am-7:01 pm
1 stop8h 01m
Laredo
Mon 11/23
3:53 pm-9:24 pm
1 stop5h 31m
$404
ChicagoLaredo
ORD Chicago O'Hare Intl - LRD Laredo
ORDLRD
Chicago O'Hare Intl
Wed 10/14
7:00 am-11:08 pm
2 stops16h 08m
Laredo
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$413
Showing 1-10 of 19 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 September.
| 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 September 18, 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.
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Entertainment
7.1
Overall
7.4
Boarding
7.7
Food
6.7
Crew
8.1
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.
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
Complete your trip
Flights by cabin class
Laredo flight routes
Other flight options
Other flights from Chicago
Popular flights
Top destinations
Alternative routes for Chicago to Laredo
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Laredo by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Laredo by cabin class
Find flights from Chicago to Laredo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 September 18, 2026.
Chicago and Laredo flights
Browse other Chicago and Laredo flight options. Last updated on September 18, 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 September 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Laredo flights
Consider these flights traveling from Chicago to Laredo.
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 September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$239 | Average$336 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$264 | Average$301 | FlexibilityNo cancel fee | On-time71% |