Cheap flight tickets from Laredo to Chicago

Compare Laredo to Chicago flight deals

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

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Flight deals from Laredo to Chicago

Looking for a cheap last-minute deal or the best return flight from Laredo to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Laredo to Chicago

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

Laredo to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRM1,060
Cheapest month to flyAugust

Finding cheap flights from Laredo to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Laredo to Chicago is RM1,060. 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 Laredo to Chicago. But we found flights with one or more stops from RM1,060.
As of February 2026, there are no flights flying from Laredo to Chicago.
The cheapest month to fly from Laredo to Chicago is usually August.
If you're flying from Laredo Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from RM1,060.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Laredo Airport to Chicago on Tuesday, 25 August 2026.
No airlines currently offer direct flights between Laredo Airport and Chicago. 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

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

  • Chicago's timezone is UTC-5, which is the same as Laredo (the location of Laredo International Airport).

  • To avoid missing your LRD to Chicago flight, allow plenty of time to check in and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the general travel rule.

  • If you're jetting off during a bank holiday or another peak period, give yourself more time. A good rule is two hours before domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • LRD is about 6 kilometres from central Laredo. If you're catching a cab, driving or ride-sharing from the centre, it'll take you 15 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 1 hour.

  • Planning to catch an early flight from Laredo International Airport to Chicago? Avoid the last-minute rush to the airport (and enjoy a little extra shut-eye) by choosing one of these hotels near LRD:

  • Laredo International Airport has an excellent on-time record, so you're less likely to experience disruptions. Departures from LRD touch down on schedule 84.58% of the time.

  • The address for LRD is 5210 Bob Bullock Loop.

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

  • RM1,056 is currently the lowest price for a one-way Laredo International Airport to Chicago flight. Return flight tickets start from RM1,060. These prices can change based on demand.

  • To find cheap flights from LRD to Chicago, book as early as you can. Airlines tend to offer the most competitive fares when tickets are first released.

  • The 'Whole month' tool will show you the cheapest tickets from Laredo International Airport to Chicago throughout the month. It's an easy way to find a bargain if your travel dates are flexible.

  • You don't need to keep looking every day to see if fares have dropped when you set up a Price Alert. We'll notify you the moment there's an even better deal on cheap flights from LRD to Chicago.

  • Tailor your trip with filters. Choose your arrival and departure times, airlines and total journey duration. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Laredo International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. If you're opting for a ride-share or a cab, the drive will take roughly 35 minutes.

  • It takes around 55 minutes when travelling by public transport.

  • If you're arriving on a late flight from Laredo International Airport to Chicago, few things beat the convenience of staying close to the terminal. Grab your luggage from the carousel and then be showered and resting not long after at one of these hotels near ORD:

  • Begin your adventure by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget and experience the lesser-explored corners of Chicago and beyond.

  • Get the best deal by reserving your vehicle from O'Hare International Airport around four weeks before your flight from LRD to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is about 19 kilometres from central Chicago. Once you've disembarked your flight from Laredo International Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • If you travel by public transport, you'll get to the city centre in 45 minutes or so.

  • You'll find some great places to rest your head close to MDW. Tuck yourself in and get cosy after your LRD to Chicago flight at one of these perfectly located options:

  • No time to waste? The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Grab your wheels from Dollar, Hertz or Budget and get going in the blink of an eye.

  • Avoid paying more than you need to. Securing your ride four weeks ahead of your arrival at MDW can get you a lower rate.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from the centre of Chicago. It'll take you about 1 hour 25 minutes to get to the city centre in a cab or ride-share once you've stepped off your flight from Laredo International Airport to Chicago.

  • The journey will take roughly 4 hours 15 minutes if you use public transport.

  • Enjoy a quiet, low-key start to your trip by choosing a hotel near RFD after your LRD to Chicago flight. Rest up after a long day of travel or simply take a moment to find your footing in a new city at:

  • Begin your trip without stressing about how to reach your destination with a Chicago Rockford International Airport rental car. Find your perfect set of wheels with reliable companies here like Budget, Alamo and National.

  • Booking at least a few weeks ahead of your flight from Laredo International Airport to Chicago is always smart. As well as better prices, you'll get a better selection of vehicle makes and models at RFD.

  • Chicago Rockford International Airport's address is 2 Airport Cir.

Best time to go to Chicago

  • Plan your trip to Chicago during the high season if you prefer a lively atmosphere, but remember that prices may be higher. Alternatively, book flights from Laredo International Airport to Chicago in the off-season when prices are cheaper and crowds are smaller.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Laredo International Airport to Chicago flight ticket then if that's your idea of comfortable weather.

  • Look for cheap tickets from LRD to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of United States

  • You've visited Chicago, now it's time to discover other parts of United States. Journey about 451 kilometres south-east to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, there's plenty to keep you on the go.

  • Indianapolis is another sought-after destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without experiencing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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