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ORD - LRD

Find cheap flights from Chicago to Laredo from $99

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 5/25. 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
0 bags
Mon 6/3
Mon 6/10

Search 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
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
5:00 am - 9:36 amORD-LRD
4h 36m1 stop
4:21 pm - 8:45 pmLRD-ORD
4h 24m1 stop
$198American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 1
6:40 pm - 11:52 pmORD-LRD
5h 12m1 stop
6:30 pm - 11:00 pmLRD-ORD
4h 30m1 stop
$213American Airlines
Find Deal
Sat, Jun 1 - Mon, Jun 3
10:35 am - 3:51 pmORD-LRD
5h 16m1 stop
4:21 pm - 8:45 pmLRD-ORD
4h 24m1 stop
$262American Airlines
Find Deal
Sat, Jun 1 - Tue, Jun 4
7:20 am - 1:25 pmORD-LRD
6h 05m1 stop
2:00 pm - 9:07 pmLRD-ORD
7h 07m1 stop
$265United Airlines
Find Deal
Thu, Sep 12 - Sun, Sep 15
5:00 am - 9:40 amORD-LRD
4h 40m1 stop
6:18 pm - 11:41 pmLRD-ORD
5h 23m1 stop
$277American Airlines
Find Deal
Thu, Jun 6 - Sun, Jun 9
8:53 am - 4:00 pmORD-LRD
7h 07m1 stop
2:15 pm - 8:05 amLRD-ORD
17h 50m2 stops
$341United Airlines
Find Deal
Sat, Jun 1 - Tue, Jun 4
6:00 am - 1:25 pmORD-LRD
7h 25m1 stop
5:14 pm - 8:05 amLRD-ORD
14h 51m2 stops
$371United Airlines
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Sat, Jun 8 - Tue, Jun 11
6:00 am - 1:25 pmORD-LRD
7h 25m1 stop
5:14 pm - 8:05 amLRD-ORD
14h 51m2 stops
$414United Airlines
Find Deal
Sat, Jun 1 - Mon, Jun 3
6:00 am - 1:25 pmORD-LRD
7h 25m1 stop
2:00 pm - 9:51 amLRD-ORD
19h 51m2 stops
$416United Airlines
Find Deal
Thu, Sep 12 - Sun, Sep 15
6:15 pm - 1:25 pmORD-LRD
19h 10m2 stops
2:00 pm - 9:07 pmLRD-ORD
7h 07m1 stop
$460United Airlines
Find Deal
Fri, Sep 13 - Sun, Sep 15

Flights from Chicago to Laredo - Travel Insights & Trends

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.

What’s the cheapest day of the week to fly from Chicago to Laredo?

The average price of all flights from Chicago O'Hare Intl Airport to Laredo, Texas clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Laredo on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Chicago to Laredo. For your return ticket, we recommend flying on a Monday and avoiding Thursdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Laredo, Texas, 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, Texas is February, where tickets cost $277 on average. On the other hand, the most expensive months are September and July, where the average cost of tickets is $555 and $496 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Laredo, Texas?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Laredo, Texas, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Laredo, Texas, you should book around 4 days before departure. For the absolute cheapest price, our data suggests you should book 39 days before departure.

Which airlines provide the cheapest flights from Chicago to Laredo?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, United Airlines offered the best one-way deal for that route, at $99. KAYAK users also found Chicago to Laredo round-trip flights on American Airlines from $198 and on United Airlines from $265.

Good to know

Low season

March

High season

April

Cheapest flight

$99
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 11% 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, Texas?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Laredo, Texas was $99 for a one-way ticket and $198 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 oneworld being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Laredo are American Airlines and United Airlines. With an average price for the route of $313 and an overall rating of 7.3, American Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $427 and an overall rating of 7.3.

  • 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.

See more FAQs

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.
7.3
United AirlinesOverall score based on 11125 reviews
7.1Entertainment
7.2Comfort
8.1Crew
7.7Boarding
6.7Food
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Laredo

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Laredo found on KAYAK in the last 72 hours.
5/25Sat
1 stopUnited Airlines
7h 25mORD-LRD
$99
5/25Sat
1 stopUnited Airlines
5h 46mORD-LRD
$139
5/25Sat
2 stopsUnited Airlines
23h 05mORD-LRD
$218
7/29Mon
2 stops
16h 44mORD-LRD
$247
5/26Sun
2 stopsUnited Airlines
20h 20mORD-LRD
$265
7/29Mon
3 stops
32h 22mORD-LRD
$291
5/28Tue
2 stopsUnited Airlines
14h 06mORD-LRD
$294
5/24Fri
1 stopUnited Airlines
7h 07mORD-LRD
$309
7/27Sat
2 stops
23h 50mORD-LRD
$320
5/23Thu
2 stopsAmerican Airlines
10h 28mORD-LRD
$485

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Last minute flights from Chicago to Laredo

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Laredo that are departing in the next 10 days.
5/9Thu
multi-stopAmerican Airlines
7h 27mORD-LRD
5/12Sun
multi-stopAmerican Airlines
5h 00mLRD-ORD
$326
5/7Tue
multi-stopUnited Airlines
5h 16mORD-LRD
5/11Sat
multi-stopUnited Airlines
6h 07mLRD-ORD
$415
5/7Tue
multi-stopUnited Airlines
11h 16mORD-LRD
5/11Sat
multi-stopUnited Airlines
4h 54mLRD-ORD
$595
5/9Thu
multi-stopUnited Airlines
7h 36mORD-LRD
5/12Sun
multi-stopUnited Airlines
11h 29mLRD-ORD
$607
5/7Tue
multi-stopUnited Airlines
11h 16mORD-LRD
5/11Sat
multi-stopUnited Airlines
4h 54mLRD-ORD
$630

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Chicago - Laredo Flights

Departure:

Chicago (ORD)United States

Destination:

Laredo (LRD)United States

Return flight deals:

Laredo - Chicago

Cabin classes: