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Cheap flights from Chicago to Laredo from $216

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 8/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Laredo

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:25 pm - 7:34 pm
ORD
-
LRD
6h 09m
1 stop
American Airlines Logo
6:44 pm - 12:42 am
LRD
-
ORD
5h 58m
1 stop
$245American Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
8:19 am - 3:04 pm
ORD
-
LRD
6h 45m
1 stop
American Airlines Logo
6:44 pm - 12:42 am
LRD
-
ORD
5h 58m
1 stop
$246American Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
6:32 pm - 12:42 am
LRD
-
ORD
6h 10m
1 stop
$292American Airlines
Sat, May 23 - Tue, May 26
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
3:53 pm - 10:07 pm
LRD
-
ORD
6h 14m
1 stop
$306American Airlines
Mon, May 25 - Tue, Aug 11
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
3:53 pm - 11:58 pm
LRD
-
ORD
8h 05m
1 stop
$307American Airlines
Mon, May 25 - Tue, Aug 11
United Airlines Logo
5:45 pm - 10:59 pm
ORD
-
LRD
5h 14m
1 stop
United Airlines Logo
2:04 pm - 9:51 pm
LRD
-
ORD
7h 47m
1 stop
$319United Airlines
Sat, May 23 - Sat, May 30
United Airlines Logo
5:45 pm - 10:59 pm
ORD
-
LRD
5h 14m
1 stop
United Airlines Logo
9:30 am - 2:51 pm
LRD
-
ORD
5h 21m
1 stop
$335United Airlines
Sat, Aug 29 - Tue, Sep 1
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
6:44 pm - 12:42 am
LRD
-
ORD
5h 58m
1 stop
$339American Airlines
Mon, May 25 - Mon, Jun 1
United Airlines Logo
8:46 am - 4:18 pm
ORD
-
LRD
7h 32m
1 stop
United Airlines Logo
5:23 pm - 12:45 am
LRD
-
ORD
7h 22m
1 stop
$351United Airlines
Wed, May 13 - Sat, May 16
American Airlines Logo
6:05 am - 1:54 pm
ORD
-
LRD
7h 49m
1 stop
American Airlines Logo
2:25 pm - 9:14 pm
LRD
-
ORD
6h 49m
1 stop
$366American Airlines
Fri, May 8 - Tue, May 12

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American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets
American Airlines
May 23
ORD1:25 pmChicago O'Hare Intl
6h 09m
1 stop
LRD7:34 pmLaredo
May 30
LRD6:44 pmLaredo
5h 58m
1 stop
ORD12:42 amChicago O'Hare Intl
$245
American Airlines
May 23
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
May 26
LRD6:32 pmLaredo
6h 10m
1 stop
ORD12:42 amChicago O'Hare Intl
$292
American Airlines
May 25
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
Aug 11
LRD3:53 pmLaredo
6h 14m
1 stop
ORD10:07 pmChicago O'Hare Intl
$306

United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets
United Airlines
May 23
ORD5:45 pmChicago O'Hare Intl
5h 14m
1 stop
LRD10:59 pmLaredo
May 30
LRD2:04 pmLaredo
7h 47m
1 stop
ORD9:51 pmChicago O'Hare Intl
$319
United Airlines
Aug 29
ORD5:45 pmChicago O'Hare Intl
5h 14m
1 stop
LRD10:59 pmLaredo
Sep 1
LRD9:30 amLaredo
5h 21m
1 stop
ORD2:51 pmChicago O'Hare Intl
$335
United Airlines
May 13
ORD8:46 amChicago O'Hare Intl
7h 32m
1 stop
LRD4:18 pmLaredo
May 16
LRD5:23 pmLaredo
7h 22m
1 stop
ORD12:45 amChicago O'Hare Intl
$351

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Laredo, Texas 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, momondo users made 832,500 searches. Data last updated April 27, 2026.
Use the filters below to find and compare flights from Chicago to Laredo, Texas that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 5/23

1:25 pm-7:34 pm

1 stop6h 09m

Laredo

Sat 5/30

6:44 pm-12:42 am

1 stop5h 58m

$245

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 5/23

8:19 am-3:04 pm

1 stop6h 45m

Laredo

Sat 5/30

6:44 pm-12:42 am

1 stop5h 58m

$246

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 5/23

5:00 am-10:09 am

1 stop5h 09m

Laredo

Tue 5/26

6:32 pm-12:42 am

1 stop6h 10m

$292

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Mon 5/25

5:00 am-10:09 am

1 stop5h 09m

Laredo

Tue 8/11

3:53 pm-10:07 pm

1 stop6h 14m

$306

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Mon 5/25

5:00 am-10:09 am

1 stop5h 09m

Laredo

Tue 8/11

3:53 pm-11:58 pm

1 stop8h 05m

$307

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 5/23

5:45 pm-10:59 pm

1 stop5h 14m

Laredo

Sat 5/30

2:04 pm-9:51 pm

1 stop7h 47m

$319
Quickest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 8/29

5:45 pm-10:59 pm

1 stop5h 14m

Laredo

Tue 9/1

9:30 am-2:51 pm

1 stop5h 21m

$335

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Mon 5/25

5:00 am-10:09 am

1 stop5h 09m

Laredo

Mon 6/1

6:44 pm-12:42 am

1 stop5h 58m

$339

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 5/13

8:46 am-4:18 pm

1 stop7h 32m

Laredo

Sat 5/16

5:23 pm-12:45 am

1 stop7h 22m

$351

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 5/8

6:05 am-1:54 pm

1 stop7h 49m

Laredo

Tue 5/12

2:25 pm-9:14 pm

1 stop6h 49m

$366

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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

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

If you don’t want to visit Laredo, Texas in November, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $204.

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

Fastest flight time

5h 14m

Direct flights

None
The fastest flight from Chicago to Laredo, Texas takes 5h 14m
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 14m.

  • 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?

  • 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?

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 AirlinesPriceFrom $231Free CancellationRating
7.4
9,665 reviews
Search United Airlines flights
American AirlinesPriceFrom $231Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights

Traveling to a place near Laredo?

Book flights to Laredo if you plan to visit one of these locations
Carrizo Springs

Why use momondo?

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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