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$128 Cheap Flights from Chicago (ORD) to Laredo (LRD)

View $128 flight on Sat, Sep 5, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Laredo, TX (LRD-Laredo Intl.)

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Cheap Flights from Chicago to Laredo (ORD-LRD)

Prices were available within the past 7 days and start at $128 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Oct 6 - Tue, Oct 13
ORD
Chicago
LRD
Laredo
$255 Roundtrip, found 1 hour ago
$255
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Oct 6 from Chicago to Laredo, returning Tue, Oct 13, priced at $255 found 1 hour ago
United
Tue, Oct 6 - Tue, Oct 13
ORD
Chicago
LRD
Laredo
$255 Roundtrip, found 1 hour ago
$255
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Oct 6 from Chicago to Laredo, returning Tue, Oct 13, priced at $255 found 1 hour ago
United
Tue, Sep 1 - Tue, Sep 8
ORD
Chicago
LRD
Laredo
$292 Roundtrip, found 13 hours ago
$292
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Sep 1 from Chicago to Laredo, returning Tue, Sep 8, priced at $292 found 13 hours ago
United
Fri, Sep 25 - Wed, Sep 30
ORD
Chicago
LRD
Laredo
$313 Roundtrip, found 3 days ago
$313
Roundtrip
found 3 days ago
Select United flight, departing Fri, Sep 25 from Chicago to Laredo, returning Wed, Sep 30, priced at $313 found 3 days ago
United
Sat, Sep 26 - Sun, Sep 27
ORD
Chicago
LRD
Laredo
$316 Roundtrip, found 17 hours ago
$316
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Sep 26 from Chicago to Laredo, returning Sun, Sep 27, priced at $316 found 17 hours ago
United
Fri, Sep 25 - Wed, Sep 30
ORD
Chicago
LRD
Laredo
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Select United flight, departing Fri, Sep 25 from Chicago to Laredo, returning Wed, Sep 30, priced at $317 found 3 days ago
United
Tue, Sep 1 - Tue, Sep 8
ORD
Chicago
LRD
Laredo
$318 Roundtrip, found 13 hours ago
$318
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Sep 1 from Chicago to Laredo, returning Tue, Sep 8, priced at $318 found 13 hours ago
United
Fri, Sep 4 - Sat, Sep 5
ORD
Chicago
LRD
Laredo
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 4 from Chicago to Laredo, returning Sat, Sep 5, priced at $319 found 1 day ago
United
Fri, Sep 25 - Wed, Sep 30
ORD
Chicago
LRD
Laredo
$320 Roundtrip, found 3 days ago
$320
Roundtrip
found 3 days ago
Select United flight, departing Fri, Sep 25 from Chicago to Laredo, returning Wed, Sep 30, priced at $320 found 3 days ago
United
Tue, Sep 22 - Sat, Sep 26
ORD
Chicago
LRD
Laredo
$321 Roundtrip, found 3 days ago
$321
Roundtrip
found 3 days ago
Select United flight, departing Tue, Sep 22 from Chicago to Laredo, returning Sat, Sep 26, priced at $321 found 3 days ago

Alternative airports near Laredo

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Laredo Intl. LRD. Cheapest and Closest option available. Average driving time to city center is 6 minutes. Flights from $376
LRD
Laredo Intl.
CheapestClosest
Average driving time to city center6 min
Flights from $376

What you need to know for your flight from O'Hare Intl. to Laredo Intl.

Chicago (ORD) to Laredo (LRD) at a glance

Travel from Chicago (ORD) to Laredo (LRD) with a range of airlines offering convenient routes on this domestic short-haul journey. Search for Laredo flights and compare options from full-service carriers to discover an itinerary that suits your budget and travel plans. As you prepare to explore the vibrant sights and neighborhoods of Laredo, find all the essential details for flights from O'Hare International Airport to Laredo International Airport.

  • Fastest flight duration: around 4h 15m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 1,200 miles (1,930 km)
  • Flights per week: around 9 departures on average
  • Typical fares (one-way): economy tickets often range from $130–$565, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to Laredo International Airport (LRD)

Based on recent travel bookings, here are the top airlines preferred by travelers flying from Chicago to Laredo, often selected for their one-stop service. Common layovers include Dallas-Fort Worth International Airport (DFW) with an approximate 1 hour and 30 minutes layover and George Bush Intercontinental Airport (IAH) with around a 1 hour and 15 minutes layover. This variety allows you to balance price, total travel time, and cabin class to create the best travel itinerary for your needs.

  • American Airlines: This full-service airline leads the route with about 54% of departures, offering one-stop flights. One-way ticket prices generally fall between $130 and $560. Expect approximately 4 hours and 15 minutes of flying time, with the overall journey lasting around 5 hours and 45 minutes, including layover.
  • United: With about 46% of the departures on this route, United is another full-service carrier providing one-stop service. One-way fares typically range from $135 to $565. The in-flight duration is around 4 hours and 15 minutes, while the total travel time, including layover, is roughly 5 hours and 45 minutes.

Best time to fly from Chicago (ORD) to Laredo (LRD)

The most popular months for travelers flying from Chicago to Laredo are February, April, and December, when peak temperatures in Laredo reach up to 76.5°F in April. If you prefer quieter travel, consider May, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 82°F. For better deals, September usually offers the lowest average one-way fare around $213. Flight availability peaks in August and November, with approximately 10 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: September usually offers good deals with average one-way fare around $213, roughly 24% cheaper than the yearly average.
  • More budget-friendly months to fly: May and June typically offer average one-way fares of around $228.
  • Most flight options: August and November have the highest number of flights from Chicago to Laredo, with approximately 10 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January58.5°F (14.7°C)Average9$344
February62.6°F (17.0°C)Slightly High8$292
March69.8°F (21.0°C)Average8$304
April76.5°F (24.7°C)Slightly High8$282
May82.0°F (27.8°C)Slightly Low8$226
June87.1°F (30.6°C)Slightly Low9$229
July88.5°F (31.4°C)Average8$274
August89.4°F (31.9°C)Average10$255
September84.0°F (28.9°C)Average9$213
October76.8°F (24.9°C)Average9$362
November66.6°F (19.2°C)Slightly Low10$344
December60.4°F (15.8°C)Slightly High9$241

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Chicago (ORD) to Laredo (LRD)

  • Chicago to Laredo (MDW-LRD): Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD).
  • Waukegan to Laredo (UGN-LRD): Waukegan Regional Airport (UGN) can be found about 30 miles from O'Hare International Airport (ORD).

How to find the best prices for flights from Chicago (ORD) to Laredo (LRD)

Getting some of the best deals on flights from Chicago to Laredo is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, although most travelers tend to book within 2 weeks. Evening departures from 6 PM to midnight often have lower prices, while morning flights from 5 AM to noon are the most popular. Additionally, flying on Saturday generally costs less, even though Friday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Laredo hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Laredo International Airport from O'Hare International Airport

Laredo welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Laredo efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Laredo, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Laredo International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Laredo International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) cost?
You can find cheap one-way flights from $128 and cheap return flights from $255 Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) with Expedia. One-way flights usually range from $326 to $1252, and return flights typically cost between $404 and $1504. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
September is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.), with average round-trip fares around $377. This price is about 18% lower than the average throughout the year, as travel demand tends to drop after the summer. Other cheap months to fly from ORD to LRD include May and October.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
Enter ORD to LRD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
Contour Airlines is one of the cheapest airlines offering connecting flights from Chicago, IL (ORD) to Laredo, TX (LRD), with round-trip tickets starting from around $519 with a layover in Waynesville Regional (TBN). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
For flights from Chicago, IL (ORD) to Laredo, TX (LRD), September and May are the best months to travel. With return flights averaging around $377, these months offer a nice balance of price and pleasant weather, making your trip enjoyable.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
The earliest flight from Chicago, IL (ORD) to Laredo, TX (LRD) typically departs at around 5:00 AM, operated by American Airlines. This service is seasonal and active in February, making it a great option for winter travel. An early departure allows you to make the most of your day in Laredo. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
The most popular departure times for flights from Chicago (ORD) to Laredo (LRD) are in the early morning, from 6am to 9am. About 29% of passengers choose this time window. Many major carriers, including United Airlines, American Airlines and Delta Air Lines, offer flights during this period. This timing works well as it allows you to maximize your day in Laredo.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
Flying from ORD to LRD with a connection usually takes about 7 hours 20 minutes, traveling roughly 1,191 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
First class seats are offered on the ORD to LRD route with American Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Laredo from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly into Laredo Intl. (LRD) to reach Laredo. Some flights may connect through major hubs like Hartsfield-Jackson Atlanta Intl. (ATL), Minneapolis - St. Paul Intl. (MSP), Nashville Intl. (BNA) before reaching Laredo. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Laredo, TX (LRD-Laredo Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Laredo Intl.
Airlines serving
American Airlines, United
Roundtrip price
$254
Distance
1190 mi

Book with confidence

Chicago to Laredo Flights

The cheapest times to fly from Chicago to Laredo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Laredo are during the month of October. You can find some of the cheapest flights from Chicago to Laredo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Laredo

Sunday is one of the best days to book for cheap flights from Chicago to Laredo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Laredo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Laredo in 2026. You can also book with separate airlines for your outbound and return journeys, from $128 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Laredo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Laredo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Laredo Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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