C$258 Cheap Flights from Chicago (CHIA) to Laredo (LRD)

Compare Chicago to Laredo flight deals

Find the cheapest month or even day of the year to fly to Laredo

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Flight deals from Chicago to Laredo

Looking for a cheap last-minute deal or the best return flight from Chicago to Laredo Airport? If you want to travel next month, return fares start from C$471. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Laredo

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Laredo flights are currently cheapest in May.

Chicago to Laredo: Alternative routes

Compare routes from Chicago to Laredo below. You may find an airport to fly into that's cheaper, faster, or easier than Laredo.

Chicago to Laredo: Flight information

The things to know before you go.
Cheapest flight foundC$258
Cheapest month to flyMay

Finding cheap flights from Chicago to Laredo: Frequently asked questions

The best price we found for a return flight from Chicago to Laredo is C$471. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Laredo. But we found flights with one stop from C$471.
As of April 2026, there are no flights flying from Chicago to Laredo.
The cheapest month to fly from Chicago to Laredo is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Laredo Airport on Saturday, May 9, 2026.
No airlines currently offer direct flights between Chicago and Laredo Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Laredo but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Laredo is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Laredo is United .

Travelling from Chicago to Laredo International Airport (LRD): what you need to know

  • Start planning your trip by checking out the most convenient departure point for your flight from Chicago to Laredo International Airport (LRD). Explore your options for setting off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Laredo (where Laredo International Airport is located) and Chicago share the UTC-5 timezone. With no time difference, coordinating plans between the cities is hassle-free.

  • Leave enough time to catch your flight from Chicago to LRD. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • August is a popular time to fly out. If you're heading away then or around a major holiday like Thanksgiving or Christmas, turn up even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

About Laredo International Airport (LRD)

Getting from Laredo International Airport (LRD) to central Laredo

  • Laredo International Airport is approximately 8 kilometres from central Laredo. With your own car rental or if you're catching a cab, the drive is around 16 minutes.

  • It'll take around 58 minutes when travelling by public transport.

How to find the cheapest flights from Chicago to Laredo International Airport (LRD)

  • Lock in a one-way ticket from Chicago to Laredo International Airport from C$258 or travel return from just C$471. Fares listed are subject to change and may differ when you make your booking.

  • We recommend booking as soon as possible to lock in flight tickets from Chicago to LRD. You're more likely to bag a bargain and enjoy a larger selection of flight times and dates.

  • If you're flexible with your travel dates, try using the 'Whole month' tool. It'll give you the cheapest price across every month when searching for your ticket from Chicago to Laredo International Airport.

  • Create a Price Alert for flight tickets from Chicago to LRD. There's no need to search every day to see if prices have dropped. We'll update you the moment there's a change in price.

  • Customize your journey using filters. Adjust the number of stops, total duration, and arrival and departure times to find the right flight from Chicago to Laredo International Airport. You can also sort the results to see the 'Cheapest,' 'Best' or 'Fastest' options first.

The best time to fly from Chicago to Laredo International Airport (LRD)

  • It's time to choose your travel dates for your flight from Chicago to Laredo International Airport. July is the most popular month for a trip to Laredo. If you prefer a more peaceful vibe, go in February.

  • Before locking in your flight from Chicago to LRD, think about the type of weather you enjoy. August is the warmest month in Laredo, with temperatures ranging from 25ºC to 40ºC.

  • Visit in January if you want cooler conditions. Temperatures average between 7ºC and 23ºC. However, this city delivers on a good time whenever you book your cheap flights from Chicago to Laredo International Airport.

More about Laredo

Complete your Laredo trip with a car rental

  • Finding you a cheap flight from Chicago to Laredo International Airport isn't the only trick up our sleeve. Check out our car rentals in Laredo and see the sights your way. We find deals from trusted car rental companies and put them all in one place. You can instantly compare rates and then book with no fees.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.