Cheap Flights from Chicago to Laredo

Compare Chicago to Laredo flight deals

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

Book the best Laredo fare with no extra fees

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 November.

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 foundR 4,216
Cheapest month to flyNovember

Finding cheap flights from Chicago to Laredo: Frequently asked questions

The best price we found for a return flight from Chicago to Laredo is R 4,479. 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 R 4,479.
As of September 2025, there are no flights flying from Chicago to Laredo.
The cheapest month to fly from Chicago to Laredo is usually December.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Laredo Airport on Friday, 5 December 2025.
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

  • Kick off your journey at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Laredo International Airport (LRD) leaving from either of these.

  • Laredo (where Laredo International Airport is located) and Chicago share the UTC-5 timezone. Same timezone means no confusion when scheduling your trip.

  • Give yourself plenty of time to catch your flight from Chicago to LRD. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Peak season means busier airports, so aim to get there even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to stick to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport is roughly 55 minutes.

  • Want a relaxed start to your travels? Stay near O'Hare International Airport. Whether you're boarding an early flight from Chicago to Laredo International Airport or want to avoid feeling rushed, these hotels are just the thing:

  • 74.85% of flights taking off from O'Hare International Airport touch down at their destination on schedule.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • On public transport, you can travel from central Chicago to MDW in about 45 minutes. The terminal is roughly 19 kilometres away, and making the trip by car takes approximately 20 minutes.

  • Start your holiday sooner with an additional night away from home. Before your Chicago to LRD flight, stay in one of these hotels near Chicago Midway International Airport:

  • 77.88% of flights taking off from Chicago Midway International Airport meet their expected arrival time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is roughly 137 kilometres from central Chicago. The drive from the city centre to the terminal takes about 1 hour 25 minutes. If you're considering public transport, expect a journey time of around 4 hours 15 minutes.

  • Make catching an early Chicago to Laredo International Airport flight the easiest part of your trip. Book a room at one of these accommodation options close to Chicago Rockford International Airport and get to your check-in counter with time to spare:

  • The on-time performance rating of RFD is 76.19%. To put it simply, that's how often flights from this airport arrive within the expected time frame.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Laredo International Airport (LRD)

Getting from Laredo International Airport (LRD) to central Laredo

  • Central Laredo is around 6 kilometres from Laredo International Airport. Travel times by cab or car hire will vary depending on traffic conditions and time of day, so do a little research ahead of time.

  • If you're travelling by public transport, expect a journey of roughly 1 hour.

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

  • The cheapest price we've found for a one-way ticket from Chicago to Laredo International Airport is R 4,216. For a return flight on this route, the best price is R 4,479. Depending on when you want to go and the availability, these fares could change.

  • Booking in advance is often the key to scoring a cheap flight from Chicago to LRD. Airlines adjust prices based on demand, so the closer your departure date, the more you'll likely spend on your ticket.

  • The 'Whole month' search tool will show you the cheapest Chicago to Laredo International Airport tickets throughout the entire month. It's a good way to find a bargain if your dates aren't set in stone.

  • You don't need to check back in every day to find out if prices have dropped when you create a Price Alert. We'll notify you when there's a better deal on plane tickets from Chicago to LRD.

  • Bag the best deal on a flight from Chicago to Laredo International Airport with the help of the filters. Choose your ideal arrival and departure times, number of stops and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest.'

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

  • Think about the pace you're looking for when deciding your trip dates. February is the quietest month to visit Laredo. July is when most people book flights from Chicago to Laredo International Airport (LRD), which may be perfect if you're chasing more excitement.

  • Book a Chicago to LRD plane ticket departing in August if you're eager to visit the city during its warmest month. Expect temperatures in Laredo to range from 25ºC (77ºF) to 40ºC (104ºF).

  • If you'd rather travel in cooler conditions, look for a cheap ticket from Chicago to Laredo International Airport in January when temperatures are between 7ºC (45ºF) and 23ºC (73ºF).

More about Laredo

  • Start your Laredo trip off on the right foot by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to Laredo International Airport, browse our selection of accommodation options including:

  • There are so many things to see and do in this city, it can be difficult to know where to start. San Francisco Javier Park, San Augustin Plaza and Fort McIntosh are major attractions which should be on any well-planned Laredo itinerary.

Explore more of the United States

  • You've visited Laredo, now it's time to discover other corners of the United States. Travel around 225 kilometres north-east to San Antonio to check off its must-visit sights. From The San Antonio River Walk to San Antonio River walk and Alamo Plaza, there's plenty to keep you busy.

  • Around 209 kilometres east of Laredo, Corpus Christi is another essential stop in the United States. Get a taste of what this destination has to offer at Texas State Aquarium, Bayfront Park and Corpus Christi Cathedral.

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