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$279 Cheap Flights from Laredo (LRD) to Chicago (ORD)

View $279 flight on Sat, Oct 10, 2026Opens in a new window

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

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Cheap Flights from Laredo to Chicago (LRD-ORD)

Prices were available within the past 7 days and start at $279 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
Sat, Oct 3 - Tue, Oct 6
LRD
Laredo
ORD
Chicago
$255 Roundtrip, found 5 hours ago
$255
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Oct 3 from Laredo to Chicago, returning Tue, Oct 6, priced at $255 found 5 hours ago
United
Sat, Oct 3 - Tue, Oct 6
LRD
Laredo
ORD
Chicago
$255 Roundtrip, found 5 hours ago
$255
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Oct 3 from Laredo to Chicago, returning Tue, Oct 6, priced at $255 found 5 hours ago
United
Sat, Oct 3 - Tue, Oct 6
LRD
Laredo
ORD
Chicago
$285 Roundtrip, found 5 hours ago
$285
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Oct 3 from Laredo to Chicago, returning Tue, Oct 6, priced at $285 found 5 hours ago
United
Sun, Dec 20 - Wed, Jan 6
LRD
Laredo
ORD
Chicago
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select United flight, departing Sun, Dec 20 from Laredo to Chicago, returning Wed, Jan 6, priced at $292 found 1 day ago
United
Sat, Sep 5 - Sun, Sep 6
LRD
Laredo
ORD
Chicago
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Select United flight, departing Sat, Sep 5 from Laredo to Chicago, returning Sun, Sep 6, priced at $297 found 2 days ago
United
Sat, Oct 3 - Tue, Oct 6
LRD
Laredo
ORD
Chicago
$305 Roundtrip, found 5 hours ago
$305
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Oct 3 from Laredo to Chicago, returning Tue, Oct 6, priced at $305 found 5 hours ago
United
Wed, Sep 9 - Sat, Sep 12
LRD
Laredo
ORD
Chicago
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 9 from Laredo to Chicago, returning Sat, Sep 12, priced at $310 found 1 day ago
United
Sat, Oct 3 - Tue, Oct 6
LRD
Laredo
ORD
Chicago
$315 Roundtrip, found 5 hours ago
$315
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Oct 3 from Laredo to Chicago, returning Tue, Oct 6, priced at $315 found 5 hours ago
American Airlines
Sun, Sep 6 - Thu, Sep 10
LRD
Laredo
ORD
Chicago
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 6 from Laredo to Chicago, returning Thu, Sep 10, priced at $317 found 1 day ago
United
Sat, Sep 5 - Sun, Sep 6
LRD
Laredo
ORD
Chicago
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select United flight, departing Sat, Sep 5 from Laredo to Chicago, returning Sun, Sep 6, priced at $318 found 2 days ago

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $1,895
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $1,895

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

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

Explore a range of airlines offering flights from Laredo (LRD) to Chicago (ORD) on this domestic short-haul route. Compare various options from full-service carriers to find the best itinerary that fits your budget and schedule as you plan to discover Chicago's iconic attractions and neighborhoods. Get the essential details for your flight from Laredo International Airport to O'Hare International Airport and start your journey to the Windy City.

  • 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 10 departures on average
  • Typical fares (one-way): economy tickets often range from $115–$580, depending on seasonality and how far ahead you book

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

Based on the latest traveler bookings, here are the top airlines flying from Laredo to Chicago, often favored for one-stop and multi-stop journeys. Popular layover spots include George Bush Intercontinental Airport, IAH (approximately 1 hour and 15 minutes), and Dallas-Fort Worth International Airport, DFW (around 1 hour). This variety allows you to mix and match your options for price, total travel time, and cabin class, helping you craft the ideal itinerary for your needs.

  • American Airlines: This major carrier provides full-service options with one-stop flights, typically priced between $115 and $565 for one-way tickets. It operates around 53% of flights on this route, featuring an in-flight duration of 4 hours and 15 minutes, with a total travel time of about 5 hours and 15 minutes, including layover time.
  • United: Another full-service option, United offers both one-stop and multi-stop flights, with one-way fares generally ranging from $120 to $630. It accounts for roughly 47% of departures along this route, boasting an in-flight time of 4 hours and 15 minutes and an overall journey time of approximately 5 hours and 15 minutes.

Passengers flying from Laredo to Chicago can enhance their journey by upgrading to first class on American Airlines, which offers premium service on this route.

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

The most popular months for travelers flying from Laredo to Chicago are March, April, and September, when peak temperatures in Chicago reach up to 67.1°F in September. If you prefer quieter travel, consider May, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 57°F. For better deals, September usually offers the lowest average one-way fare around $222. Flight availability peaks in June, with approximately 12 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 $222, roughly 23% cheaper than the yearly average.
  • More budget-friendly months to fly: August and May typically offer average one-way fares of around $240.
  • Most flight options: June has the highest number of flights from Laredo to Chicago, with approximately 12 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January25.7°F (-3.5°C)Average9$282
February27.0°F (-2.8°C)Average8$396
March37.0°F (2.8°C)High9$415
April46.0°F (7.8°C)High10$326
May57.0°F (13.9°C)Low8$243
June67.3°F (19.6°C)Average12$274
July73.4°F (23.0°C)Average11$273
August73.0°F (22.8°C)Average9$236
September67.1°F (19.5°C)High11$222
October54.9°F (12.7°C)Average10$280
November42.3°F (5.7°C)Low10$262
December33.1°F (0.6°C)Low11$254

*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 route from Laredo (LRD) to Chicago (ORD)

  • Laredo to Chicago (LRD-MDW): Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD).

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

Getting some of the best deals on flights from Laredo to Chicago 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 found when booking 2-8 weeks in advance, although most travelers tend to book within 2 weeks. Afternoon departures (12pm-6pm) often offer lower prices, while morning flights (5am-12pm) are the most popular. Additionally, flying on Saturday provides both cheaper prices and is the most favored 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.*
  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 O'Hare International Airport from Laredo International Airport

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

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at O'Hare 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.
  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away on foot, while Rosemont Station, a train station, is situated approximately 2.2 miles from the airport and is best reached by car.

Frequently asked questions

How much does a flight from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $279 and cheap return flights from $255 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $357 and $1036, and return flights often range between $366 and $1891. 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
January is the cheapest month to fly from Laredo (LRD) to Chicago (ORD), with average round-trip fares around $352. This is about 18% lower than the average price throughout the year, as travel demand is typically lower after the holiday season. Other cheap months to fly from Laredo to Chicago include February and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter LRD to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
American Airlines is one of the cheapest airlines offering connecting flights from Laredo, TX (LRD) to Chicago, IL (ORD) with a layover in Dallas-Fort Worth Intl. (DFW), starting from around $796 for a round-trip ticket. 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
For flights from Laredo (LRD) to Chicago (ORD), January and February are the best times to fly. These months are the cheapest, with return flights averaging around $352. January is ideal for winter activities, while February offers a quieter travel experience, making both months appealing for your trip.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Laredo International Airport (LRD) to O'Hare International Airport (ORD) usually departs at around 5:00 AM, operated by American Airlines. This seasonal service is active in February, giving you an early start to explore Chicago. 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Laredo (LRD) to Chicago (ORD) are in the early afternoon, from 12pm to 3pm. About 27% of passengers prefer this time window. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing is popular because it allows travelers to enjoy their morning before heading to the airport.
How long does it take to fly from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flights from LRD to ORD with one stop typically take around 5 hours, covering approximately 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
First class seats are offered on the LRD to ORD route with American Airlines.
How do I earn miles on a Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare 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 Chicago from Laredo Intl. (LRD)?
If you're planning to travel to Chicago from Laredo Intl. (LRD), you can fly into O'Hare Intl. (ORD) Some flights may connect through major hubs like George Bush Intercontinental (IAH), Dallas-Fort Worth Intl. (DFW) before reaching Chicago. 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages 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 Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Laredo, TX (LRD-Laredo Intl.) to Chicago, IL (ORD-O'Hare 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
Laredo Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, United
Roundtrip price
$254
Distance
1190 mi

Book with confidence

Laredo to Chicago Flights

The cheapest times to fly from Laredo to Chicago

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 Laredo to Chicago are during the month of October. You can find some of the cheapest flights from Laredo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Laredo to Chicago

Sunday is one of the best days to book for cheap flights from Laredo to Chicago: 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 Laredo to Chicago

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 Laredo to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $279 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 Laredo to Chicago 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 Laredo to Chicago 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.

 

Laredo to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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