ORD - LRD

$198 Find Cheap Flights from Chicago to Laredo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Laredo departing on 6/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Laredo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Laredo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Laredo, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$245
Typical prices: $473-$340
United Airlines
Tue 6/2Tue 6/9
ORD - LRD • 1 stop
Cheapest one-way
$198
Typical prices: $229-$311
Multiple Airlines
Wed 6/3
ORD - LRD • 2 stops
Top airlines
Cheapest • from $245 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Laredo. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $330 (round-trip)
Shortest trip • 5h 47m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Laredo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Laredo (ORD-LRD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Laredo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Laredo

Tue, Jun 2 - Tue, Jun 9
United Airlines Logo
6:30 am - 1:31 pm
ORD
-
LRD
7h 01m
1 stop
United Airlines Logo
2:06 pm - 9:36 pm
LRD
-
ORD
7h 30m
1 stop
$245United Airlines
Fri, May 29 - Sun, May 31
American Airlines Logo
4:44 pm - 12:08 am
ORD
-
LRD
7h 24m
1 stop
American Airlines Logo
6:44 pm - 12:45 am
LRD
-
ORD
6h 01m
1 stop
$292American Airlines
Mon, May 25 - Tue, Aug 11
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
3:53 pm - 10:07 pm
LRD
-
ORD
6h 14m
1 stop
$306American Airlines
Mon, May 25 - Tue, Aug 11
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
6:18 pm - 11:58 pm
LRD
-
ORD
5h 40m
1 stop
$307American Airlines
Wed, Sep 23 - Sat, Sep 26
United Airlines Logo
6:30 am - 1:20 pm
ORD
-
LRD
6h 50m
1 stop
United Airlines Logo
2:05 pm - 9:11 pm
LRD
-
ORD
7h 06m
1 stop
$335United Airlines
Mon, May 25 - Mon, Jun 1
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
American Airlines Logo
6:44 pm - 12:42 am
LRD
-
ORD
5h 58m
1 stop
$339American Airlines
Wed, May 13 - Sat, May 16
United Airlines Logo
8:46 am - 4:18 pm
ORD
-
LRD
7h 32m
1 stop
United Airlines Logo
5:23 pm - 12:45 am
LRD
-
ORD
7h 22m
1 stop
$351United Airlines
Fri, Oct 16 - Wed, Oct 21
United Airlines Logo
4:57 pm - 10:53 pm
ORD
-
LRD
5h 56m
1 stop
United Airlines Logo
2:05 pm - 9:11 pm
LRD
-
ORD
7h 06m
1 stop
$361United Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
6:05 am - 1:54 pm
ORD
-
LRD
7h 49m
1 stop
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
$369American Airlines
Thu, Jun 25 - Sun, Jun 28
United Airlines Logo
5:30 am - 1:31 pm
ORD
-
LRD
8h 01m
1 stop
United Airlines Logo
7:15 am - 12:44 pm
LRD
-
ORD
5h 29m
1 stop
$384United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Laredo flights

Get data-powered insights and trends into flights from Chicago to Laredo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Laredo, Texas?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Laredo, Texas departing in June.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Laredo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Laredo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Laredo is July, where tickets cost $0 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $533 and $391 respectively.

Good to know

Low seasonAugust
Cheapest flight$198
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago to Laredo

When to book flights from Chicago to Laredo

Are your dates flexible? Find out the best times to travel from Chicago to Laredo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Laredo flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Laredo?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Laredo was $198 for a one-way ticket and $245 for a round-trip.

  • Do I need a passport to fly between Chicago and Laredo?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Chicago to Laredo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Laredo?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Laredo, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Laredo, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Laredo are United Airlines and American Airlines. With an average price for the route of $336 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $291 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Laredo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Laredo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Laredo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Laredo from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Laredo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Laredo with an airline and back to Chicago with another airline. Booking your flights between Chicago and LRD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Laredo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Laredo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Laredo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Laredo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Laredo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9677 reviews
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Everything you need to know for your flight from Chicago to Laredo

Information on your arrival and departure airports