$200+ Cheap flights from Laredo (LRD) to Chicago (CHI)
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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
LRD — CHI
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Laredo to Chicago 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 Laredo to Chicago
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Best
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Cheapest flights from Laredo to ChicagoExplore the most affordable flight options available from Laredo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
Explore the most affordable flight options available from Laredo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/2410:41 am -
1 stop7h 42m
Thu 12/314:53 pm -
1 stop7h 02m
Deal found 11/9![American Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Tue 12/223:49 pm -
1 stop5h 11m
Sat 12/265:00 am -
1 stop5h 11m
Deal found 11/6![American Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/76:26 pm -
1 stop5h 33m
Mon 12/147:01 pm -
1 stop4h 55m
Deal found 11/6![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 11/9. 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 11/232:09 pm -
1 stop7h 31m
Thu 11/2610:34 am -
1 stop6h 40m
Deal found 11/9![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 11/7. 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 11/196:30 pm -
1 stop5h 50m
Mon 11/231:44 pm -
1 stop5h 17m
Deal found 11/7![American Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/133:53 pm -
1 stop5h 19m
Sun 11/155:00 am -
1 stop5h 11m
Deal found 11/5![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Sat 11/213:53 pm -
1 stop7h 15m
Tue 11/246:59 am -
1 stop7h 49m
Deal found 11/8![American Airlines logo]()
$535
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:22 pm -
2 stops19h 11m
Mon 12/146:21 am -
1 stop14h 11m
Deal found 11/6![Multiple Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 11/9. 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 11/236:30 pm -
1 stop5h 50m
Thu 11/262:56 pm -
2 stops19h 16m
Deal found 11/9![American Airlines logo]()
$618
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:49 pm -
1 stop5h 37m
Wed 11/257:29 am -
1 stop6h 04m
Deal found 11/8![United Airlines logo]()
$627
Best flights from Laredo to ChicagoDiscover carefully curated flight deals from Laredo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Laredo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/76:26 pm -
1 stop5h 33m
Mon 12/147:01 pm -
1 stop4h 55m
Deal found 11/6![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 11/9. 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 11/232:09 pm -
1 stop7h 31m
Thu 11/2610:34 am -
1 stop6h 40m
Deal found 11/9![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Mon 11/236:30 pm -
1 stop5h 50m
Fri 11/2710:03 am -
1 stop7h 57m
Deal found 11/7![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/5. 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.
Tue 2/232:11 pm -
1 stop5h 45m
Sat 2/275:46 am -
1 stop7h 50m
Deal found 11/5![United Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/246:34 pm -
2 stops12h 42m
Thu 12/314:53 pm -
1 stop7h 02m
Deal found 11/9![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Sat 11/213:53 pm -
1 stop7h 15m
Tue 11/246:59 am -
1 stop7h 49m
Deal found 11/8![American Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:49 pm -
1 stop5h 37m
Wed 11/257:29 am -
1 stop6h 04m
Deal found 11/8![United Airlines logo]()
$627
This United Airlines deal was found by Cheapflights users on 11/5. 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.
Thu 3/252:08 pm -
2 stops16h 38m
Sun 3/286:00 am -
1 stop5h 12m
Deal found 11/5![United Airlines logo]()
$648
This American Airlines deal was found by Cheapflights users on 11/9. 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 11/236:30 pm -
1 stop5h 50m
Thu 11/262:56 pm -
2 stops19h 16m
Deal found 11/9![American Airlines logo]()
$618
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:44 pm -
1 stop7h 00m
Sun 12/279:15 am -
1 stop7h 54m
Deal found 11/8![United Airlines logo]()
$649
Last-minute flights from Laredo to ChicagoDiscover last-minute flight deals from Laredo to Chicago. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Laredo to Chicago. Data last updated November 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/133:53 pm -
1 stop5h 19m
Sun 11/155:00 am -
1 stop5h 11m
Deal found 11/5![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Thu 11/196:30 pm -
1 stop5h 50m
Mon 11/236:59 am -
1 stop7h 49m
Deal found 11/5![American Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:36 pm -
1 stop31h 34m
Tue 11/2410:00 pm -
2 stops23h 21m
Deal found 11/5![Multiple Airlines logo]()
$680
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Sat 11/213:53 pm -
1 stop7h 15m
Tue 11/246:59 am -
1 stop7h 49m
Deal found 11/8![American Airlines logo]()
$535
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:49 pm -
1 stop5h 37m
Wed 11/257:29 am -
1 stop6h 04m
Deal found 11/8![United Airlines logo]()
$627
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/76:26 pm -
1 stop5h 33m
Mon 12/147:01 pm -
1 stop4h 55m
Deal found 11/6![American Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:22 pm -
2 stops19h 11m
Mon 12/146:21 am -
1 stop14h 11m
Deal found 11/6![Multiple Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Sun 12/206:34 pm -
1 stop5h 27m
Sun 12/275:00 am -
1 stop5h 11m
Deal found 11/5![American Airlines logo]()
$652
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Tue 12/223:49 pm -
1 stop5h 11m
Sat 12/265:00 am -
1 stop5h 11m
Deal found 11/6![American Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:44 pm -
1 stop7h 00m
Sun 12/279:15 am -
1 stop7h 54m
Deal found 11/8![United Airlines logo]()
$649
One-way flights from Laredo to ChicagoSearch for one-way flight options from Laredo to Chicago. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Laredo to Chicago. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:22 pm -
1 stop31h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:11 pm -
2 stops26h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:28 pm -
1 stop11h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 11/6. 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 1/16:34 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![American Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:36 pm -
2 stops27h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 11/5. 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 11/205:49 pm -
1 stop6h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 11/9. 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 11/173:53 pm -
1 stop7h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![American Airlines logo]()
$454
Find flight deals from Laredo to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Laredo (LRD) to Chicago (CHI). 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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $361 (American Airlines) |
One-way from | $200 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $691 |
Cheapflights Fare Finder
Customize your flight search to find flights from Laredo to Chicago 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 November 9, 2026.
Use the filters below to find and compare flights from Laredo to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Mon 12/7
9:22 pm-5:01 am
1 stop31h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Wed 11/25
10:11 pm-7:46 am
3 stops33h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Mon 11/23
5:28 pm-5:10 am
1 stop11h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$314
Quickest round-trip
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Fri 1/1
6:34 pm-11:59 pm
1 stop5h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$324
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Mon 12/7
6:26 pm-11:59 pm
1 stop5h 33m
Chicago O'Hare Intl
Mon 12/14
7:01 pm-11:56 pm
1 stop4h 55m
$384
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Fri 11/20
9:36 pm-7:47 am
3 stops34h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$398
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Fri 11/20
5:49 pm-12:45 am
1 stop6h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$399
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Mon 11/23
2:09 pm-9:40 pm
1 stop7h 31m
Chicago O'Hare Intl
Thu 11/26
10:34 am-5:14 pm
1 stop6h 40m
$409
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Mon 11/23
6:30 pm-12:20 am
1 stop5h 50m
Chicago O'Hare Intl
Fri 11/27
10:03 am-6:00 pm
1 stop7h 57m
$409
LaredoChicago
LRD Laredo - ORD Chicago O'Hare Intl
LRDORD
Laredo
Tue 2/23
2:11 pm-7:56 pm
1 stop5h 45m
Chicago O'Hare Intl
Sat 2/27
5:46 am-1:36 pm
1 stop7h 50m
$415
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Laredo to Chicago
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 Laredo to Chicago in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Laredo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Laredo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Laredo-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Laredo-Chicago 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 Laredo-Chicago 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 Laredo to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Laredo with our price prediction graph.
LRD-CHI
LRD-ORD
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 Laredo to Chicago
LRD-CHI
LRD-ORD
What is the cheapest month to book a flight from Laredo to Chicago?
Currently, February is the cheapest month in which you can book a flight from Laredo to Chicago (average of $348). Flying from Laredo to Chicago in March is currently the most expensive (average of $797). 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.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 9, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Laredo to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.1
Food
6.7
Overall
7.3
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Overall
7.3
Crew
8.1
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Laredo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Hammond
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Porter
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Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
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Laredo and Chicago flights
Browse other Laredo and Chicago flight options. Last updated on November 9, 2026.
Other flights from Laredo
Browse through other flights departing from Laredo. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
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Top airline flying from Laredo to Chicago
Discover the top airline that operate flights from Laredo to Chicago. 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 November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$368 | FlexibilityNo cancel fee | On-time71% |