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Cheap flights from Chicago to Laredo from $192

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 10/16. 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

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Find the cheapest flights from Chicago to Laredo

Cheap round-trip flights

American Airlines Logo
5:16 pm - 10:51 pmORD-LRD
5h 35m1 stop
American Airlines Logo
6:27 pm - 11:52 pmLRD-ORD
5h 25m1 stop
$232American Airlines
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Sat, Oct 4 - Sun, Oct 5
United Airlines Logo
6:00 am - 11:14 amORD-LRD
5h 14m1 stop
United Airlines Logo
5:20 pm - 11:10 pmLRD-ORD
5h 50m1 stop
$284United Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
5:18 pm - 10:38 pmORD-LRD
5h 20m1 stop
American Airlines Logo
6:42 pm - 11:36 pmLRD-ORD
4h 54m1 stop
$285American Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
American Airlines Logo
5:16 pm - 10:51 pmORD-LRD
5h 35m1 stop
American Airlines Logo
6:27 pm - 11:17 pmLRD-ORD
4h 50m1 stop
$296American Airlines
Find Deal
Wed, Sep 17 - Sun, Sep 21
American Airlines Logo
5:18 pm - 10:38 pmORD-LRD
5h 20m1 stop
American Airlines Logo
2:26 pm - 7:19 pmLRD-ORD
4h 53m1 stop
$305American Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
Logo
6:35 am - 10:00 pmORD-LRD
15h 25m1 stop
Logo
9:42 pm - 12:12 amLRD-ORD
26h 30m2 stops
$354
Find Deal
Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
3:14 pm - 10:38 pmORD-LRD
7h 24m1 stop
American Airlines Logo
6:42 pm - 7:20 amLRD-ORD
12h 38m2 stops
$375American Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
American Airlines Logo
7:25 am - 1:54 pmORD-LRD
6h 29m1 stop
American Airlines Logo
6:42 pm - 11:37 pmLRD-ORD
4h 55m1 stop
$383American Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
United Airlines Logo
5:50 pm - 11:19 amORD-LRD
17h 29m2 stops
United Airlines Logo
7:15 am - 2:41 pmLRD-ORD
7h 26m1 stop
$385United Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
United Airlines Logo
5:10 pm - 11:38 pmORD-LRD
6h 28m1 stop
United Airlines Logo
5:22 pm - 11:10 pmLRD-ORD
5h 48m1 stop
$443United Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10

American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets
American Airlines
Oct 4
ORD5:16 pmChicago O'Hare Intl
5h 35m
1 stop
LRD10:51 pmLaredo
Oct 5
LRD6:27 pmLaredo
5h 25m
1 stop
ORD11:52 pmChicago O'Hare Intl
$232
Find similar
American Airlines
Dec 13
ORD5:18 pmChicago O'Hare Intl
5h 20m
1 stop
LRD10:38 pmLaredo
Dec 16
LRD6:42 pmLaredo
4h 54m
1 stop
ORD11:36 pmChicago O'Hare Intl
$285
Find similar
American Airlines
Sep 17
ORD5:16 pmChicago O'Hare Intl
5h 35m
1 stop
LRD10:51 pmLaredo
Sep 21
LRD6:27 pmLaredo
4h 50m
1 stop
ORD11:17 pmChicago O'Hare Intl
$296
Find similar

United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets
United Airlines
Oct 24
ORD6:00 amChicago O'Hare Intl
5h 14m
1 stop
LRD11:14 amLaredo
Oct 27
LRD5:20 pmLaredo
5h 50m
1 stop
ORD11:10 pmChicago O'Hare Intl
$284
Find similar
United Airlines
Sep 10
ORD4:50 pmChicago O'Hare Intl
6h 44m
1 stop
LRD11:34 pmLaredo
Sep 15
LRD5:15 pmLaredo
5h 26m
1 stop
ORD10:41 pmChicago O'Hare Intl
$296
Find similar
United Airlines
Dec 13
ORD5:50 pmChicago O'Hare Intl
17h 29m
2 stops
LRD11:19 amLaredo
Dec 16
LRD7:15 amLaredo
7h 26m
1 stop
ORD2:41 pmChicago O'Hare Intl
$385
Find similar

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 September 3, 2025.
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

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 10/4

5:16 pm-10:51 pm

1 stop5h 35m

Laredo

Sun 10/5

6:27 pm-11:52 pm

1 stop5h 25m

$232

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 10/24

6:00 am-11:14 am

1 stop5h 14m

Laredo

Mon 10/27

5:20 pm-11:10 pm

1 stop5h 50m

$284

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 12/13

5:18 pm-10:38 pm

1 stop5h 20m

Laredo

Tue 12/16

6:42 pm-11:36 pm

1 stop4h 54m

$285

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 9/17

5:16 pm-10:51 pm

1 stop5h 35m

Laredo

Sun 9/21

6:27 pm-11:17 pm

1 stop4h 50m

$296

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 12/13

5:18 pm-10:38 pm

1 stop5h 20m

Laredo

Tue 12/16

2:26 pm-7:19 pm

1 stop4h 53m

$305

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 10/24

6:35 am-10:00 pm

1 stop15h 25m

Laredo

Mon 10/27

9:42 pm-12:12 am

2 stops26h 30m

$354

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 12/13

3:14 pm-10:38 pm

1 stop7h 24m

Laredo

Tue 12/16

6:42 pm-7:20 am

2 stops12h 38m

$375

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 11/7

7:25 am-1:54 pm

1 stop6h 29m

Laredo

Mon 11/10

6:42 pm-11:37 pm

1 stop4h 55m

$383

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 12/13

5:50 pm-11:19 am

2 stops17h 29m

Laredo

Tue 12/16

7:15 am-2:41 pm

1 stop7h 26m

$385

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 11/7

5:10 pm-11:38 pm

1 stop6h 28m

Laredo

Mon 11/10

5:22 pm-11:10 pm

1 stop5h 48m

$443

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Laredo from

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 day to depart on your flight to Laredo, Texas?

According to our data, Sunday is the cheapest day to fly to Laredo, Texas from Chicago. The lowest ticket price found for a Sunday departure recently was $263. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Laredo, Texas is Tuesday, with ticket prices averaging around $423.

What is the cheapest time of day to depart on your flight to Laredo, Texas?

According to our data, the cheapest time of day to fly to Laredo, Texas is in the morning. momondo users have found flights departing from Chicago to Laredo, Texas in the morning for as low as $322. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Laredo, Texas is at noon when prices are around $366.

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

Direct flights

None
There are no direct flights from Chicago to Laredo, Texas. There are no popular flight routes from Chicago to Laredo, Texas.
Search flight deals

  • 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
American AirlinesPriceFrom $231Free CancellationRating
7.2
10,000 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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