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Cheap flights from Chicago to Laredo from $245

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 9/5. 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
1 adult, Economy, 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
2:57 pm - 7:57 pm
ORD
-
LRD
5h 00m
1 stop
American Airlines Logo
6:35 pm - 12:14 am
LRD
-
ORD
5h 39m
1 stop
$245American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
2:57 pm - 7:57 pm
ORD
-
LRD
5h 00m
1 stop
American Airlines Logo
6:35 pm - 12:14 am
LRD
-
ORD
5h 39m
1 stop
$255American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
5:00 am - 10:05 am
ORD
-
LRD
5h 05m
1 stop
American Airlines Logo
3:52 pm - 11:59 pm
LRD
-
ORD
8h 07m
1 stop
$282American Airlines
Thu, Oct 1 - Tue, Oct 6
American Airlines Logo
10:45 am - 3:34 pm
ORD
-
LRD
4h 49m
1 stop
American Airlines Logo
4:04 pm - 9:16 pm
LRD
-
ORD
5h 12m
1 stop
$292American Airlines
Thu, Aug 27 - Sat, Sep 5
American Airlines Logo
8:09 am - 3:34 pm
ORD
-
LRD
7h 25m
1 stop
American Airlines Logo
3:53 pm - 9:09 pm
LRD
-
ORD
5h 16m
1 stop
$293American Airlines
Sun, Sep 6 - Sun, Sep 13
American Airlines Logo
9:40 am - 3:34 pm
ORD
-
LRD
5h 54m
1 stop
American Airlines Logo
4:04 pm - 12:18 am
LRD
-
ORD
8h 14m
1 stop
$307American Airlines
Wed, Aug 26 - Mon, Sep 7
American Airlines Logo
12:11 pm - 5:48 pm
ORD
-
LRD
5h 37m
1 stop
American Airlines Logo
4:04 pm - 9:16 pm
LRD
-
ORD
5h 12m
1 stop
$319American Airlines
Fri, Aug 14 - Mon, Aug 17
American Airlines Logo
5:00 am - 10:12 am
ORD
-
LRD
5h 12m
1 stop
American Airlines Logo
3:53 pm - 9:09 pm
LRD
-
ORD
5h 16m
1 stop
$329American Airlines
Fri, Sep 4 - Mon, Sep 14
United Airlines Logo
4:11 pm - 9:16 pm
ORD
-
LRD
5h 05m
1 stop
United Airlines Logo
12:30 pm - 8:05 pm
LRD
-
ORD
7h 35m
1 stop
$335United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
10:45 am - 5:48 pm
ORD
-
LRD
7h 03m
1 stop
American Airlines Logo
6:18 pm - 11:30 pm
LRD
-
ORD
5h 12m
1 stop
$351American Airlines
Tue, Aug 11 - Sat, Aug 15

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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
Sep 5
ORD2:57 pmChicago O'Hare Intl
5h 00m
1 stop
LRD7:57 pmLaredo
Sep 12
LRD6:35 pmLaredo
5h 39m
1 stop
ORD12:14 amChicago O'Hare Intl
$245
American Airlines
Sep 5
ORD2:57 pmChicago O'Hare Intl
5h 00m
1 stop
LRD7:57 pmLaredo
Sep 12
LRD6:35 pmLaredo
5h 39m
1 stop
ORD12:14 amChicago O'Hare Intl
$255
American Airlines
Oct 1
ORD5:00 amChicago O'Hare Intl
5h 05m
1 stop
LRD10:05 amLaredo
Oct 6
LRD3:52 pmLaredo
8h 07m
1 stop
ORD11:59 pmChicago O'Hare Intl
$282

United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets
United Airlines
Sep 5
ORD4:11 pmChicago O'Hare Intl
5h 05m
1 stop
LRD9:16 pmLaredo
Sep 12
LRD12:30 pmLaredo
7h 35m
1 stop
ORD8:05 pmChicago O'Hare Intl
$335
United Airlines
Aug 25
ORD2:16 pmChicago O'Hare Intl
7h 00m
1 stop
LRD9:16 pmLaredo
Sep 3
LRD7:15 amLaredo
5h 10m
1 stop
ORD12:25 pmChicago O'Hare Intl
$396
United Airlines
Dec 14
ORD5:45 pmChicago O'Hare Intl
5h 32m
1 stop
LRD11:17 pmLaredo
Dec 19
LRD5:44 pmLaredo
5h 26m
1 stop
ORD11:10 pmChicago O'Hare Intl
$397

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 July 26, 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 9/5

2:57 pm-7:57 pm

1 stop5h 00m

Laredo

Sat 9/12

6:35 pm-12:14 am

1 stop5h 39m

$245

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 9/5

2:57 pm-7:57 pm

1 stop5h 00m

Laredo

Sat 9/12

6:35 pm-12:14 am

1 stop5h 39m

$255

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Thu 10/1

5:00 am-10:05 am

1 stop5h 05m

Laredo

Tue 10/6

3:52 pm-11:59 pm

1 stop8h 07m

$282
Quickest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Thu 8/27

10:45 am-3:34 pm

1 stop4h 49m

Laredo

Sat 9/5

4:04 pm-9:16 pm

1 stop5h 12m

$292

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sun 9/6

8:09 am-3:34 pm

1 stop7h 25m

Laredo

Sun 9/13

3:53 pm-9:09 pm

1 stop5h 16m

$293

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Wed 8/26

9:40 am-3:34 pm

1 stop5h 54m

Laredo

Mon 9/7

4:04 pm-12:18 am

1 stop8h 14m

$307

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 8/14

12:11 pm-5:48 pm

1 stop5h 37m

Laredo

Mon 8/17

4:04 pm-9:16 pm

1 stop5h 12m

$319

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Fri 9/4

5:00 am-10:12 am

1 stop5h 12m

Laredo

Mon 9/14

3:53 pm-9:09 pm

1 stop5h 16m

$329

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Sat 9/5

4:11 pm-9:16 pm

1 stop5h 05m

Laredo

Sat 9/12

12:30 pm-8:05 pm

1 stop7h 35m

$335

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

Tue 8/11

10:45 am-5:48 pm

1 stop7h 03m

Laredo

Sat 8/15

6:18 pm-11:30 pm

1 stop5h 12m

$351

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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?

Prices are currently low for flights on this route.

Typical prices usually range from $342 to $633.
The lowest price recently found on this route was $245.

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

Fastest flight time

5h 05m

Direct flights

None
The fastest flight from Chicago to Laredo, Texas takes 5h 05m
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 05m.

  • 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
10,040 reviews
Search United Airlines flights
American AirlinesPriceFrom $243Free CancellationRating
7.1
11,844 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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