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

A quick flight from Laredo, Texas to Chicago can take about 5h 31m. American Airlines provides one of the quickest options available for as low as $205. The distance between Laredo, Texas and Chicago is about 1190 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What is the cheapest airline to fly from Laredo, Texas to Chicago round-trip?

Our cheapest airline available from Laredo, Texas to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $204 on this airline. American Airlines is currently priced 53% below the average price you’ll pay for this route.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What is the cheapest time of day to fly from LRD to CHI?

When flying from Laredo, Texas to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Laredo, Texas-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Laredo, Texas-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Laredo, Texas-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Laredo, Texas-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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, Texas-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from Laredo to Chicago?

Laredo (LRD) is the airport you will fly out of if you book a flight from Laredo to Chicago. You should not have trouble finding flights to Chicago from Laredo; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Laredo airport to Chicago. It is only a 3.9 mi journey to Laredo (LRD) from Laredo’s city center.

Can I find deals for flights from Laredo to Chicago that include hotel bookings?

Yes. In addition to deals on Laredo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Laredo to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Laredo to Chicago.

Can I find deals for business class flights from Laredo to Chicago?

Yes. Cheapflights offers flight deals from Laredo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$157+ Flights from Laredo, TX to Chicago

Q: How much does it cost to fly round-trip from Laredo, Texas to Chicago?

Airfare is below average for this route at the moment. Laredo, Texas to Chicago flights typically cost between $495 and $524 in January. The cheapest round-trip price found within the last 3 days was $205 on American Airlines (Jan 7-Jan 10).

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Cheap flight deals from Laredo to Chicago

Cheapest flights from Laredo to Chicago
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 December 4, 2025.

Fri 12/195:30 pmLRD - ORD

1 stop5h 07mUnited Airlines

Tue 12/235:49 amORD - LRD

1 stop5h 36mUnited Airlines

Deal found 12/4

$395

Fri 12/55:27 pmLRD - ORD

1 stop6h 48mUnited Airlines

Sun 12/78:49 amORD - LRD

1 stop7h 19mUnited Airlines

Deal found 12/4

$419

Fri 12/196:08 pmLRD - ORD

1 stop4h 58mAmerican Airlines

Tue 12/2310:34 amORD - LRD

1 stop7h 04mAmerican Airlines

Deal found 12/4

$523

Fri 12/55:57 pmLRD - ORD

2 stops18h 42mMultiple Airlines

Sun 12/79:14 pmORD - LRD

2 stops19h 53mMultiple Airlines

Deal found 12/4

$753

Best flights from Laredo to Chicago
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 December 4, 2025.

Wed 1/76:13 pmLRD - ORD

1 stop5h 31mAmerican Airlines

Sat 1/105:05 amORD - LRD

1 stop5h 04mAmerican Airlines

Deal found 12/3

$205

Wed 4/153:17 pmLRD - ORD

1 stop6h 19mUnited Airlines

Wed 4/227:35 amORD - LRD

1 stop6h 11mUnited Airlines

Deal found 12/3

$259

Thu 1/86:45 pmLRD - ORD

1 stop4h 59mAmerican Airlines

Tue 1/133:23 pmORD - LRD

1 stop7h 40mAmerican Airlines

Deal found 12/3

$232

Tue 4/213:17 pmLRD - ORD

1 stop6h 19mUnited Airlines

Sat 4/255:45 amORD - LRD

1 stop5h 37mUnited Airlines

Deal found 12/2

$339

Mon 1/123:25 pmLRD - ORD

1 stop6h 01mUnited Airlines

Fri 1/169:05 pmORD - LRD

1 stop14h 23mUnited Airlines

Deal found 12/3

$372

Thu 1/87:15 amLRD - ORD

1 stop5h 45mUnited Airlines

Tue 1/137:40 pmORD - LRD

2 stops15h 48mUnited Airlines

Deal found 12/3

$379

Wed 1/73:25 pmLRD - ORD

1 stop6h 01mUnited Airlines

Sat 1/107:40 pmORD - LRD

2 stops15h 48mUnited Airlines

Deal found 12/3

$386

Last-minute flights from Laredo to Chicago
Discover last-minute flight deals from Laredo to Chicago. Data last updated December 4, 2025 and is based on user searches.

Fri 12/57:15 amLRD - ORD

1 stop5h 19mUnited Airlines

Sun 12/78:49 amORD - LRD

1 stop7h 19mUnited Airlines

Deal found 12/3

$419

Fri 12/195:30 pmLRD - ORD

1 stop5h 07mUnited Airlines

Tue 12/235:49 amORD - LRD

1 stop5h 36mUnited Airlines

Deal found 12/4

$395

Wed 1/76:13 pmLRD - ORD

1 stop5h 31mAmerican Airlines

Sat 1/105:05 amORD - LRD

1 stop5h 04mAmerican Airlines

Deal found 12/3

$205

Wed 1/73:25 pmLRD - ORD

1 stop6h 01mUnited Airlines

Sat 1/107:40 pmORD - LRD

2 stops15h 48mUnited Airlines

Deal found 12/3

$386

Thu 1/86:45 pmLRD - ORD

1 stop4h 59mAmerican Airlines

Tue 1/133:23 pmORD - LRD

1 stop7h 40mAmerican Airlines

Deal found 12/3

$232

Thu 1/87:15 amLRD - ORD

1 stop5h 45mUnited Airlines

Tue 1/137:40 pmORD - LRD

2 stops15h 48mUnited Airlines

Deal found 12/3

$379

Mon 1/123:25 pmLRD - ORD

1 stop6h 01mUnited Airlines

Fri 1/169:05 pmORD - LRD

1 stop14h 23mUnited Airlines

Deal found 12/3

$372

One-way flights from Laredo to Chicago
Search for one-way flight options from Laredo to Chicago. Find affordable one-way fares based on user searches. Data last updated December 4, 2025.

Wed 12/241:33 pmLRD - ORD

1 stop24h 44mMultiple Airlines

Deal found 12/3

$157

Mon 12/229:42 pmLRD - ORD

1 stop16h 35mMultiple Airlines

Deal found 12/3

$188

Thu 1/152:44 pmLRD - ORD

1 stop7h 34mAmerican Airlines

Deal found 12/4

$269

Tue 12/235:30 pmLRD - ORD

1 stop6h 44mUnited Airlines

Deal found 12/2

$271

Thu 1/153:25 pmLRD - ORD

2 stops18h 15mUnited Airlines

Deal found 12/4

$281

Sun 12/217:15 amLRD - ORD

1 stop5h 02mUnited Airlines

Deal found 12/3

$302

Thu 12/185:38 amLRD - ORD

1 stop5h 16mAmerican Airlines

Deal found 12/3

$339

Tue 12/238:13 pmLRD - ORD

2 stops12h 38mAmerican Airlines

Deal found 12/3

$402

Sat 12/206:08 pmLRD - ORD

2 stops14h 51mAmerican Airlines

Deal found 12/3

$438

Find flight deals from Laredo to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$205 (American Airlines)
One-way from	$157 (Kiwi.com)
Popular in	February
Cheapest in	August
Average price	$507

Provider with most accurate pricing for Laredo-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Laredo-Chicago (CHI) flights.

Search Deals

From Laredo to Chicago (CHI)

Search Deals

One-way flight from Laredo to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 25% potential increase in price ($152 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 1/7

6:13 pm-11:44 pm

1 stop5h 31m

Chicago O'Hare Intl

Sat 1/10

5:05 am-10:09 am

1 stop5h 04m

$205

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 1/8

6:45 pm-11:44 pm

1 stop4h 59m

Chicago O'Hare Intl

Tue 1/13

3:23 pm-11:03 pm

1 stop7h 40m

$232

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 4/15

3:17 pm-9:36 pm

1 stop6h 19m

Chicago O'Hare Intl

Wed 4/22

7:35 am-1:46 pm

1 stop6h 11m

$259

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 4/21

3:17 pm-9:36 pm

1 stop6h 19m

Chicago O'Hare Intl

Sat 4/25

5:45 am-11:22 am

1 stop5h 37m

$339

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 1/12

3:25 pm-9:26 pm

1 stop6h 01m

Chicago O'Hare Intl

Fri 1/16

9:05 pm-11:28 am

1 stop14h 23m

$372

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 1/8

7:15 am-1:00 pm

1 stop5h 45m

Chicago O'Hare Intl

Tue 1/13

7:40 pm-11:28 am

2 stops15h 48m

$379

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 1/7

3:25 pm-9:26 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 1/10

7:40 pm-11:28 am

2 stops15h 48m

$386

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 12/24

1:33 pm-2:17 pm

1 stop24h 44m

$157

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 12/22

9:42 pm-2:17 pm

1 stop16h 35m

$188

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 1/15

2:44 pm-10:18 pm

1 stop7h 34m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 17 results

Compare providers for flights from Laredo to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Laredo to Chicago in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Laredo, Texas-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Laredo, Texas-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Laredo, Texas-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Laredo, Texas-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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, Texas-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.

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

How much does it cost to fly round-trip from Laredo, Texas to Chicago?

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with 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.

American Airlines

7.2

Good

11,047 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

American Airlines

7.2

Good

11,047 reviews

American Airlines

7.2

Good

11,047 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

Related info for your journey

What airport do you fly from for flights from Laredo to Chicago?
Laredo (LRD) is the airport you will fly out of if you book a flight from Laredo to Chicago. You should not have trouble finding flights to Chicago from Laredo; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Laredo airport to Chicago. It is only a 3.9 mi journey to Laredo (LRD) from Laredo’s city center.
How long is the flight from Laredo, Texas to Chicago?
A quick flight from Laredo, Texas to Chicago can take about 5h 31m. American Airlines provides one of the quickest options available for as low as $205. The distance between Laredo, Texas and Chicago is about 1190 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What is the cheapest airline to fly from Laredo, Texas to Chicago round-trip?
Our cheapest airline available from Laredo, Texas to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $204 on this airline. American Airlines is currently priced 53% below the average price you’ll pay for this route.
Can I find deals for flights from Laredo to Chicago that include hotel bookings?
Yes. In addition to deals on Laredo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Laredo to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Laredo to Chicago.
Can I find deals for business class flights from Laredo to Chicago?
Yes. Cheapflights offers flight deals from Laredo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Top airline flying from Laredo to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$204	Average$323	FlexibilityNo cancel fee	On-time71%

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$157+ Cheap flights from Laredo, TX (LRD) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Laredo to Chicago with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Laredo to Chicago

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 December 4, 2025.

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 December 4, 2025.

Find flight deals from Laredo to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

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 December.

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.

Cheapflights Insights

Everything you need to know about your flight from Laredo to Chicago

How much does it cost to fly round-trip from Laredo, Texas to Chicago?

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with 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.

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.

What airport do you fly from for flights from Laredo to Chicago?

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

What is the cheapest airline to fly from Laredo, Texas to Chicago round-trip?

Can I find deals for flights from Laredo to Chicago that include hotel bookings?

How can I find direct flights from Laredo to Chicago?

Can I find deals for business class flights from Laredo to Chicago?

Traveling to a place near Chicago?

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Alternative routes for Laredo to Chicago

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Top airline flying from Laredo to Chicago

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Cheapest flights from Laredo to Chicago
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 December 4, 2025.