Cheap flights from Chicago to Laredo

One-way fares from $358 · CHI → LRD · prices found by travellers in the last 48 hours

Compare all dates Laredo → Chicago
Cheapest fare
$358

Frontier Airlines · Tue, Nov 10

Cheapest month
November

from $358

Direct flights
Not recently

Usually 1+ stop

Quickest trip
10h 47m

1,930 km

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Cheapest month to fly from Chicago to Laredo

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $358

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart18:42 Tue, Nov 10MDW → LRD 10h 47m · 3 stops
$358one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Laredo

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

Things to do in LaredoTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in LaredoPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in LaredoCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Laredo

Chicago (CHI) and Laredo (LRD) are about 1,930 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 10h 47m. Over the next few months, one-way fares start from $358, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Laredo?

The cheapest one-way fare we've seen recently is $358 with Frontier Airlines, departing Tuesday, November 10, 2026.

What is the cheapest month to fly from Chicago to Laredo?

November 2026 currently has the lowest fares, from $358 one way.

Are there direct flights from Chicago to Laredo?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Chicago to Laredo?

The quickest journey we've seen takes about 10h 47m. Chicago and Laredo are around 1,930 km apart.

Which airlines fly from Chicago to Laredo?

Recent fares on this route were with Frontier Airlines.

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