$203 Cheap Flights from Laredo (LRD) to Chicago (ORD)

View $203 flight on Mon, Apr 6, 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 $203 for one-way flights and $205 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Apr 18 - Wed, Apr 22
LRD
Laredo
ORD
Chicago
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 18 from Laredo to Chicago, returning Wed, Apr 22, priced at $205 found 4 days ago
American Airlines
Tue, May 19 - Sun, May 24
LRD
Laredo
ORD
Chicago
$242 Roundtrip, found 3 hours ago
$242
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, May 19 from Laredo to Chicago, returning Sun, May 24, priced at $242 found 3 hours ago
United
Sat, May 16 - Tue, May 19
LRD
Laredo
ORD
Chicago
$260 Roundtrip, found 4 days ago
$260
Roundtrip
found 4 days ago
Select United flight, departing Sat, May 16 from Laredo to Chicago, returning Tue, May 19, priced at $260 found 4 days ago
American Airlines
Sat, Apr 18 - Wed, Apr 22
LRD
Laredo
ORD
Chicago
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Apr 18 from Laredo to Chicago, returning Wed, Apr 22, priced at $264 found 4 days ago
United
Tue, May 19 - Sun, May 24
LRD
Laredo
ORD
Chicago
$269 Roundtrip, found 3 hours ago
$269
Roundtrip
found 3 hours ago
Select United flight, departing Tue, May 19 from Laredo to Chicago, returning Sun, May 24, priced at $269 found 3 hours ago
United
Tue, Jun 16 - Tue, Jun 23
LRD
Laredo
ORD
Chicago
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 16 from Laredo to Chicago, returning Tue, Jun 23, priced at $278 found 1 day ago
American Airlines
Mon, May 18 - Sat, May 23
LRD
Laredo
ORD
Chicago
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 18 from Laredo to Chicago, returning Sat, May 23, priced at $282 found 1 day ago
United
Sat, Apr 11 - Wed, Apr 15
LRD
Laredo
ORD
Chicago
$285 Roundtrip, found 6 days ago
$285
Roundtrip
found 6 days ago
Select United flight, departing Sat, Apr 11 from Laredo to Chicago, returning Wed, Apr 15, priced at $285 found 6 days ago
United
Tue, May 19 - Sun, May 24
LRD
Laredo
ORD
Chicago
$293 Roundtrip, found 3 hours ago
$293
Roundtrip
found 3 hours ago
Select United flight, departing Tue, May 19 from Laredo to Chicago, returning Sun, May 24, priced at $293 found 3 hours ago
American Airlines
Tue, Apr 21 - Fri, Apr 24
LRD
Laredo
ORD
Chicago
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Apr 21 from Laredo to Chicago, returning Fri, Apr 24, priced at $295 found 3 days ago

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Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $442
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $442

Find the cheapest month to fly from Laredo (LRD) to Chicago (ORD)

August is typically the cheapest month to fly

From $204 - $571 per traveler.

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 $203 and cheap return flights from $205 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
$204
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 April. 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 $203 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.

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*Available to One Key members.