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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 5/9. 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.
United Airlines Logo
2:10 pm - 8:07 pm
ORD
-
LRD
5h 57m
1 stop
United Airlines Logo
5:23 pm - 11:15 pm
LRD
-
ORD
5h 52m
1 stop
$245United Airlines
sáb., may. 9 - sáb., may. 16
American Airlines Logo
6:57 am - 1:54 pm
ORD
-
LRD
6h 57m
1 stop
American Airlines Logo
2:25 pm - 7:57 pm
LRD
-
ORD
5h 32m
1 stop
$363American Airlines
sáb., abr. 25 - mar., abr. 28
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
6:33 pm - 12:35 am
LRD
-
ORD
6h 02m
1 stop
$372American Airlines
vie., may. 29 - vie., jun. 5
American Airlines Logo
5:00 am - 9:54 am
ORD
-
LRD
4h 54m
1 stop
American Airlines Logo
2:25 pm - 10:00 pm
LRD
-
ORD
7h 35m
1 stop
$376American Airlines
vie., abr. 24 - mar., abr. 28
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
$395American Airlines
lun., may. 25 - mar., ago. 11
American Airlines Logo
4:40 pm - 11:58 pm
ORD
-
LRD
7h 18m
1 stop
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
$396American Airlines
vie., abr. 24 - lun., may. 4
American Airlines Logo
5:00 am - 9:54 am
ORD
-
LRD
4h 54m
1 stop
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
$409American Airlines
vie., abr. 24 - lun., may. 4
United Airlines Logo
4:05 pm - 10:59 pm
ORD
-
LRD
6h 54m
1 stop
United Airlines Logo
2:06 pm - 9:40 pm
LRD
-
ORD
7h 34m
1 stop
$413United Airlines
vie., jun. 19 - sáb., jun. 27
United Airlines Logo
8:51 am - 2:30 pm
ORD
-
LRD
5h 39m
1 stop
United Airlines Logo
3:15 pm - 11:15 pm
LRD
-
ORD
8h 00m
1 stop
$421United Airlines
vie., abr. 24 - mar., abr. 28
United Airlines Logo
5:45 pm - 10:59 pm
ORD
-
LRD
5h 14m
1 stop
United Airlines Logo
2:06 pm - 8:01 pm
LRD
-
ORD
5h 55m
1 stop
$431United Airlines
vie., may. 22 - lun., may. 25

American Airlines flights from Chicago to Laredo, Texas

Our best American Airlines deals on Chicago to Laredo, Texas flight tickets
American Airlines
Apr 25
ORD6:57 amChicago O'Hare Intl
6h 57m
1 stop
LRD1:54 pmLaredo
Apr 28
LRD2:25 pmLaredo
5h 32m
1 stop
ORD7:57 pmChicago O'Hare Intl
$363
American Airlines
May 29
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
Jun 5
LRD6:33 pmLaredo
6h 02m
1 stop
ORD12:35 amChicago O'Hare Intl
$372
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
$395

United Airlines flights from Chicago to Laredo, Texas

Our best United Airlines deals on Chicago to Laredo, Texas flight tickets
United Airlines
May 9
ORD2:10 pmChicago O'Hare Intl
5h 57m
1 stop
LRD8:07 pmLaredo
May 16
LRD5:23 pmLaredo
5h 52m
1 stop
ORD11:15 pmChicago O'Hare Intl
$245
United Airlines
Jun 19
ORD4:05 pmChicago O'Hare Intl
6h 54m
1 stop
LRD10:59 pmLaredo
Jun 27
LRD2:06 pmLaredo
7h 34m
1 stop
ORD9:40 pmChicago O'Hare Intl
$413
United Airlines
Apr 24
ORD8:51 amChicago O'Hare Intl
5h 39m
1 stop
LRD2:30 pmLaredo
Apr 28
LRD3:15 pmLaredo
8h 00m
1 stop
ORD11:15 pmChicago O'Hare Intl
$421

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 abril 15, 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

sáb. 5/9

2:10 pm-8:07 pm

1 stop5h 57m

Laredo

sáb. 5/16

5:23 pm-11:15 pm

1 stop5h 52m

$245

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

sáb. 4/25

6:57 am-1:54 pm

1 stop6h 57m

Laredo

mar. 4/28

2:25 pm-7:57 pm

1 stop5h 32m

$363

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 5/29

5:00 am-10:09 am

1 stop5h 09m

Laredo

vie. 6/5

6:33 pm-12:35 am

1 stop6h 02m

$372

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 4/24

5:00 am-9:54 am

1 stop4h 54m

Laredo

mar. 4/28

2:25 pm-10:00 pm

1 stop7h 35m

$376

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

lun. 5/25

5:00 am-10:09 am

1 stop5h 09m

Laredo

mar. 8/11

3:53 pm-11:10 pm

1 stop7h 17m

$395

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 4/24

4:40 pm-11:58 pm

1 stop7h 18m

Laredo

lun. 5/4

6:48 pm-11:48 pm

1 stop5h 00m

$396
Quickest round-trip

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 4/24

5:00 am-9:54 am

1 stop4h 54m

Laredo

lun. 5/4

6:48 pm-11:48 pm

1 stop5h 00m

$409

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 6/19

4:05 pm-10:59 pm

1 stop6h 54m

Laredo

sáb. 6/27

2:06 pm-9:40 pm

1 stop7h 34m

$413

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 4/24

8:51 am-2:30 pm

1 stop5h 39m

Laredo

mar. 4/28

3:15 pm-11:15 pm

1 stop8h 00m

$421

ChicagoLaredo

ORD - LRD

ORDLRD

Chicago O'Hare Intl

vie. 5/22

5:45 pm-10:59 pm

1 stop5h 14m

Laredo

lun. 5/25

2:06 pm-8:01 pm

1 stop5h 55m

$431

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

4h 42m

Direct flights

None
The fastest flight from Chicago to Laredo, Texas takes 4h 42m
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 4h 42m.

  • 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
9,589 reviews
Search United Airlines flights
American AirlinesPriceFrom $231Free CancellationRating
7.1
11,580 reviews
Search American Airlines flights

Frequently asked questions about flying from Chicago to Laredo, Texas

  • How do I get Price Alerts for flights from Chicago to Laredo, Texas?

    Price Alerts will notify you by email when the price for flights to Laredo, Texas from Chicago decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago to Laredo, Texas with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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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vie. 5/15
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