Cheap flights from Chicago to Laredo (MDW to LRD)

Color explosion at sunrise on the west end shores of Lake Casa Blanca in Laredo, TX

Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Laredo Intl. Airport last minute?

Booking your journey from Midway Intl. Airport (MDW) to Laredo Intl. Airport (LRD) at the last minute could save you a nice sum if you get lucky and find an awesome deal. However, airfares typically don’t come down in price closer to the departure date. If you hold off, flights could also be booked out or the best seats gone (because no one wants the middle seat). If you’d rather not hedge your bets, book well ahead of your departure date. Note that some of the biggest deals can be found up to a year in advance. If your favorite carrier hasn’t released tickets yet, check back regularly as offers are updated on Expedia all the time.

What airports do you fly into for Laredo from Chicago?

You can get from Chicago to Laredo through both Laredo Intl. Airport (LRD) and Quetzalcoatl Intl. Airport (NLD). Arrive at Laredo Intl. Airport (LRD) and you’ll be roughly 2 mi northeast of Laredo. Leave your bags at your hotel and then sample some of the city’s leading sights, such as Mall Del Norte and Sames Auto Arena.

Can I change the date of my flight from Chicago Airport to LRD?

Plans can change, so Expedia is here to help make things as easy as possible. To start, find your MDW to LRD itinerary through the Expedia Trips portal and look up the fare rules regarding changes. If you purchased your airfare in the last 24 hours, some airlines will let you cancel without charge and organize new flights. If you bought your fare more than 24 hours ago, get in touch with us via our Customer Service portal to find out what your options are.

Travel information

Origin airport	Midway Intl.
Destination airport	Laredo Intl.
Distance	1185 mi

Book with confidence

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 . 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 2025. You can also book with separate airlines for your outbound and return journeys, from 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.

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Cheap Flights from Chicago (MDW) to Laredo (LRD)

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