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Cheap flights from Chicago to Laredo from $293

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Laredo departing on 6/20. 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

Enter your travel dates to find the best prices.
American Airlines Logo
11:43 am - 6:02 pm
ORD
-
LRD
6h 19m
1 stop
American Airlines Logo
3:34 pm - 10:35 pm
LRD
-
ORD
7h 01m
1 stop
$293American Airlines
Sat, Jun 20 - Sat, Jun 27
American Airlines Logo
12:05 pm - 7:38 pm
ORD
-
LRD
7h 33m
1 stop
American Airlines Logo
6:52 pm - 12:50 am
LRD
-
ORD
5h 58m
1 stop
$304American Airlines
Sat, Jul 11 - Sat, Jul 18
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
3:53 pm - 11:10 pm
LRD
-
ORD
7h 17m
1 stop
$307American Airlines
Mon, May 25 - Tue, Aug 11
United Airlines Logo
7:30 am - 1:20 pm
ORD
-
LRD
5h 50m
1 stop
United Airlines Logo
2:05 pm - 9:11 pm
LRD
-
ORD
7h 06m
1 stop
$335United Airlines
Wed, Sep 23 - Sat, Sep 26
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
3:34 pm - 11:32 pm
LRD
-
ORD
7h 58m
1 stop
$339American Airlines
Sat, Jun 6 - Fri, Jun 12
American Airlines Logo
8:19 am - 3:04 pm
ORD
-
LRD
6h 45m
1 stop
American Airlines Logo
6:32 pm - 12:39 am
LRD
-
ORD
6h 07m
1 stop
$349American Airlines
Sat, Jun 6 - Fri, Jun 12
American Airlines Logo
10:41 am - 6:17 pm
ORD
-
LRD
7h 36m
1 stop
American Airlines Logo
6:32 pm - 11:32 pm
LRD
-
ORD
5h 00m
1 stop
$356American Airlines
Wed, May 20 - Mon, Jun 8
American Airlines Logo
12:11 pm - 7:36 pm
ORD
-
LRD
7h 25m
1 stop
American Airlines Logo
3:53 pm - 12:06 am
LRD
-
ORD
8h 13m
1 stop
$421American Airlines
Fri, Sep 4 - Mon, Sep 14
American Airlines Logo
5:00 am - 10:13 am
ORD
-
LRD
5h 13m
1 stop
American Airlines Logo
3:53 pm - 11:12 pm
LRD
-
ORD
7h 19m
1 stop
$434American Airlines
Fri, Sep 4 - Mon, Sep 14
United Airlines Logo
10:50 am - 10:59 pm
ORD
-
LRD
12h 09m
2 stops
United Airlines Logo
2:05 pm - 9:11 pm
LRD
-
ORD
7h 06m
1 stop
$492United Airlines
Wed, Sep 23 - Sat, Sep 26

American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets
American Airlines
Jun 20
ORD11:43 amChicago O'Hare Intl
6h 19m
1 stop
LRD6:02 pmLaredo
Jun 27
LRD3:34 pmLaredo
7h 01m
1 stop
ORD10:35 pmChicago O'Hare Intl
$293
American Airlines
Jul 11
ORD12:05 pmChicago O'Hare Intl
7h 33m
1 stop
LRD7:38 pmLaredo
Jul 18
LRD6:52 pmLaredo
5h 58m
1 stop
ORD12:50 amChicago O'Hare Intl
$304
American Airlines
May 25
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
Aug 11
LRD3:53 pmLaredo
7h 17m
1 stop
ORD11:10 pmChicago O'Hare Intl
$307

United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets
United Airlines
Sep 23
ORD7:30 amChicago O'Hare Intl
5h 50m
1 stop
LRD1:20 pmLaredo
Sep 26
LRD2:05 pmLaredo
7h 06m
1 stop
ORD9:11 pmChicago O'Hare Intl
$335
United Airlines
May 12
ORD8:46 amChicago O'Hare Intl
7h 32m
1 stop
LRD4:18 pmLaredo
May 16
LRD5:23 pmLaredo
5h 52m
1 stop
ORD11:15 pmChicago O'Hare Intl
$363
United Airlines
Sep 23
ORD10:50 amChicago O'Hare Intl
12h 09m
2 stops
LRD10:59 pmLaredo
Sep 26
LRD2:05 pmLaredo
7h 06m
1 stop
ORD9:11 pmChicago O'Hare Intl
$492

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 May 10, 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 6/20

11:43 am-6:02 pm

1 stop6h 19m

Laredo

Sat 6/27

3:34 pm-10:35 pm

1 stop7h 01m

$293

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 7/11

12:05 pm-7:38 pm

1 stop7h 33m

Laredo

Sat 7/18

6:52 pm-12:50 am

1 stop5h 58m

$304
Quickest round-trip

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-11:10 pm

1 stop7h 17m

$307

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 9/23

7:30 am-1:20 pm

1 stop5h 50m

Laredo

Sat 9/26

2:05 pm-9:11 pm

1 stop7h 06m

$335

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 6/6

5:00 am-10:09 am

1 stop5h 09m

Laredo

Fri 6/12

3:34 pm-11:32 pm

1 stop7h 58m

$339

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 6/6

8:19 am-3:04 pm

1 stop6h 45m

Laredo

Fri 6/12

6:32 pm-12:39 am

1 stop6h 07m

$349

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 5/20

10:41 am-6:17 pm

1 stop7h 36m

Laredo

Mon 6/8

6:32 pm-11:32 pm

1 stop5h 00m

$356

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 9/4

12:11 pm-7:36 pm

1 stop7h 25m

Laredo

Mon 9/14

3:53 pm-12:06 am

1 stop8h 13m

$421

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 9/4

5:00 am-10:13 am

1 stop5h 13m

Laredo

Mon 9/14

3:53 pm-11:12 pm

1 stop7h 19m

$434

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 9/23

10:50 am-10:59 pm

2 stops12h 09m

Laredo

Sat 9/26

2:05 pm-9:11 pm

1 stop7h 06m

$492

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 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 50m

Direct flights

None
The fastest flight from Chicago to Laredo, Texas takes 5h 50m
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 50m.

  • 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
9,694 reviews
Search United Airlines flights
American AirlinesPriceFrom $231Free CancellationRating
7.1
11,667 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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