What is the cheapest airline that flies from Chicago to Laredo?

United Airlines and American Airlines are the most popular carriers operating from Chicago to Laredo

When did momondo last update prices for flights from Chicago to Laredo Airport?

Prices for flights from Chicago to Laredo Airport refresh daily.

How many operators does momondo search for flights from Chicago to Laredo Airport?

The number of operators available for flights from Chicago to Laredo Airport is 2 as of August 2026.

How old do you have to be to fly from Chicago to Laredo Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Laredo Airport.

What documentation or ID do you need to fly to Laredo Airport?

The travel and health documents you'll need for your trip to Laredo Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Laredo Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$188 Cheap Flights from Chicago to Laredo, Texas in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Laredo

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:40 am - 3:23 pmORD Chicago O'Hare Intl-LRD Laredo

5h 43m1 stop Dallas/Fort Worth

6:35 pm - 12:14 amLRD Laredo-ORD Chicago O'Hare Intl

5h 39m1 stop Dallas/Fort Worth

$255American Airlines

Thu, Sep 10 - Sat, Sep 12

8:15 am - 3:23 pmORD Chicago O'Hare Intl-LRD Laredo

7h 08m1 stop Dallas/Fort Worth

3:53 pm - 11:30 pmLRD Laredo-ORD Chicago O'Hare Intl

7h 37m1 stop Dallas/Fort Worth

$292American Airlines

Sat, Sep 19 - Mon, Sep 21

5:00 am - 10:29 amORD Chicago O'Hare Intl-LRD Laredo

5h 29m1 stop Dallas/Fort Worth

6:34 pm - 11:59 pmLRD Laredo-ORD Chicago O'Hare Intl

5h 25m1 stop Dallas/Fort Worth

$292American Airlines

Tue, Dec 22 - Tue, Jan 5

5:00 am - 10:05 amORD Chicago O'Hare Intl-LRD Laredo

5h 05m1 stop Dallas/Fort Worth

6:00 am - 11:09 amLRD Laredo-ORD Chicago O'Hare Intl

5h 09m1 stop Dallas/Fort Worth

$292American Airlines

Fri, Sep 11 - Tue, Sep 15

5:30 am - 1:33 pmORD Chicago O'Hare Intl-LRD Laredo

8h 03m1 stop Houston George Bush Intcntl

5:49 pm - 11:26 pmLRD Laredo-ORD Chicago O'Hare Intl

5h 37m1 stop Houston George Bush Intcntl

$329United Airlines

Thu, Nov 12 - Thu, Nov 19

5:30 am - 10:56 amORD Chicago O'Hare Intl-LRD Laredo

5h 26m1 stop Houston George Bush Intcntl

12:30 pm - 6:30 pmLRD Laredo-ORD Chicago O'Hare Intl

6h 00m1 stop Houston George Bush Intcntl

$345United Airlines

Fri, Sep 11 - Sat, Sep 12

5:30 am - 1:37 pmORD Chicago O'Hare Intl-LRD Laredo

8h 07m1 stop Houston George Bush Intcntl

2:12 pm - 8:04 pmLRD Laredo-ORD Chicago O'Hare Intl

5h 52m1 stop Houston George Bush Intcntl

$345United Airlines

Wed, Oct 21 - Sat, Oct 24

6:30 am - 8:18 pmORD Chicago O'Hare Intl-LRD Laredo

13h 48m2 stops Denver Intl Las Vegas Harry Reid Intl

9:08 pm - 5:38 amLRD Laredo-ORD Chicago O'Hare Intl

8h 30m1 stop Las Vegas Harry Reid Intl

$471Multiple Airlines

Thu, Sep 10 - Sun, Sep 13

6:30 am - 9:06 pmORD Chicago O'Hare Intl-LRD Laredo

14h 36m2 stops Denver Intl Las Vegas Harry Reid Intl

10:19 pm - 5:16 amLRD Laredo-ORD Chicago O'Hare Intl

30h 57m1 stop Las Vegas Harry Reid Intl

$512Multiple Airlines

Sun, Oct 4 - Sun, Oct 11

6:30 am - 9:33 pmORD Chicago O'Hare Intl-LRD Laredo

15h 03m2 stops Denver Intl Las Vegas Harry Reid Intl

10:23 pm - 5:16 amLRD Laredo-ORD Chicago O'Hare Intl

30h 53m1 stop Las Vegas Harry Reid Intl

$550Multiple Airlines

Thu, Oct 1 - Thu, Oct 8

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United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets

United Airlines

Oct 21

ORD5:30 amChicago O'Hare Intl

8h 07m

1 stop

LRD1:37 pmLaredo

Oct 24

LRD2:12 pmLaredo

5h 52m

1 stop

ORD8:04 pmChicago O'Hare Intl

$345

United Airlines

Sep 4

ORD5:53 pmChicago O'Hare Intl

5h 00m

1 stop

LRD10:53 pmLaredo

Sep 8

LRD12:30 pmLaredo

6h 00m

1 stop

ORD6:30 pmChicago O'Hare Intl

$376

United Airlines

Sep 9

ORD6:30 amChicago O'Hare Intl

6h 56m

1 stop

LRD1:26 pmLaredo

Sep 13

LRD2:13 pmLaredo

7h 19m

1 stop

ORD9:32 pmChicago O'Hare Intl

$382

American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets

American Airlines

Sep 10

ORD9:40 amChicago O'Hare Intl

5h 43m

1 stop

LRD3:23 pmLaredo

Sep 12

LRD6:35 pmLaredo

5h 39m

1 stop

ORD12:14 amChicago O'Hare Intl

$255

American Airlines

Sep 11

ORD5:00 amChicago O'Hare Intl

5h 05m

1 stop

LRD10:05 amLaredo

Sep 15

LRD6:00 amLaredo

5h 09m

1 stop

ORD11:09 amChicago O'Hare Intl

$292

American Airlines

Nov 6

ORD6:59 amChicago O'Hare Intl

7h 41m

1 stop

LRD2:40 pmLaredo

Nov 8

LRD3:53 pmLaredo

8h 06m

1 stop

ORD11:59 pmChicago O'Hare Intl

$329

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Thu 9/10

9:40 am-3:23 pm

1 stop5h 43m

Laredo

Sat 9/12

6:35 pm-12:14 am

1 stop5h 39m

$255

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Sat 9/19

8:15 am-3:23 pm

1 stop7h 08m

Laredo

Mon 9/21

3:53 pm-11:30 pm

1 stop7h 37m

$292

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Tue 12/22

5:00 am-10:29 am

1 stop5h 29m

Laredo

Tue 1/5

6:34 pm-11:59 pm

1 stop5h 25m

$292

Quickest round-trip

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Fri 9/11

5:00 am-10:05 am

1 stop5h 05m

Laredo

Tue 9/15

6:00 am-11:09 am

1 stop5h 09m

$292

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

Thu 11/19

5:49 pm-11:26 pm

1 stop5h 37m

$329

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Fri 9/11

5:30 am-10:56 am

1 stop5h 26m

Laredo

Sat 9/12

12:30 pm-6:30 pm

1 stop6h 00m

$345

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Wed 10/21

5:30 am-1:37 pm

1 stop8h 07m

Laredo

Sat 10/24

2:12 pm-8:04 pm

1 stop5h 52m

$345

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Thu 9/10

6:30 am-8:18 pm

2 stops13h 48m

Laredo

Sun 9/13

9:08 pm-5:38 am

1 stop8h 30m

$471

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Sun 10/4

6:30 am-9:06 pm

2 stops14h 36m

Laredo

Sun 10/11

10:19 pm-5:16 am

1 stop30h 57m

$512

ChicagoLaredo

ORD Chicago O'Hare Intl - LRD Laredo

ORDLRD

Chicago O'Hare Intl

Thu 10/1

6:30 am-9:33 pm

2 stops15h 03m

Laredo

Thu 10/8

10:23 pm-5:16 am

1 stop30h 53m

$550

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Laredo, Texas

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the typical price of a round-trip flight between Chicago and Laredo, Texas?

Prices are currently low for flights on this route.

Typical prices usually range from $323 to $396.
The lowest price recently found on this route was $255.

What is the cheapest month to fly to Laredo, Texas?

If you don’t want to visit Laredo, Texas in October, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $279.

When to book flights from Chicago to Laredo, Texas

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Laredo, Texas according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Laredo, Texas (CHI to LRD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Laredo, Texas

Best Price Found	$188
Fastest flight time	5h 43m
Direct flights	None

The best one-way flight to Laredo, Texas from Chicago in the past 72 hours is $188. The best round-trip flight deal from Chicago to Laredo, Texas found on momondo in the last 72 hours is $255.

The fastest flight from Chicago to Laredo, Texas takes 5h 43m

There are no direct flights from Chicago to Laredo, Texas. There are no popular flight routes from Chicago to Laredo, Texas.

Search flight deals

Frequently asked questions about flying from Chicago to Laredo, Texas

How far is Chicago to Laredo by plane?
Chicago and Laredo are 1197.0 mi apart from one another. A reasonable flight in good conditions will take 5h 43m.
When did momondo last update prices for flights from Chicago to Laredo Airport?
Prices for flights from Chicago to Laredo Airport refresh daily.
How many operators does momondo search for flights from Chicago to Laredo Airport?
The number of operators available for flights from Chicago to Laredo Airport is 2 as of August 2026.
How old do you have to be to fly from Chicago to Laredo Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Laredo Airport.
What documentation or ID do you need to fly to Laredo Airport?
The travel and health documents you'll need for your trip to Laredo Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Laredo Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago to Laredo, Texas?
momondo data reveals that the most frequently booked airline on the route from Chicago to Laredo, Texas is United Airlines, representing 53% of all bookings. The subsequent popular airline is American Airlines at 47%.

Best airlines flying from Chicago to Laredo, Texas

Compare and see reviews for airlines that fly from Chicago to Laredo, Texas with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $231	Free Cancellation	Rating 7.4 10,105 reviews		Search United Airlines flights
American Airlines	PriceFrom $243	Free Cancellation	Rating 7.1 11,979 reviews		Search American Airlines flights

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Why should I use momondo to find a flight deal from Chicago to Laredo?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Laredo. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Laredo with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Laredo flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Laredo?

Once all potential Chicago to Laredo flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Laredo right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Laredo, momondo offers a useful price alert feature which will track prices for flights to Laredo from Chicago and alert you when they change.

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Cheap flights from Chicago to Laredo from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Laredo departing on 10/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets

American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets

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How to get the cheapest flight ticket from Chicago to Laredo, Texas

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What is the cheapest month to fly to Laredo, Texas?

What is the cheapest airline that flies from Chicago to Laredo?

When to book flights from Chicago to Laredo, Texas

Cheap Chicago to Laredo, Texas (CHI to LRD) flight deals and tips

Best Price Found

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Direct flights

Frequently asked questions about flying from Chicago to Laredo, Texas

Best airlines flying from Chicago to Laredo, Texas

Compare and see reviews for airlines that fly from Chicago to Laredo, Texas with momondo

Traveling to a place near Laredo?

Why use momondo?

An easier way to manage your Laredo, Texas trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

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Fly your favorite airline to Laredo

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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List of cabin classes available on flights landing in Laredo. Availability may vary depending on flight origin and airline.

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