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LRD - ORD

Find cheap flights from Laredo to Chicago from $208

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Laredo to Chicago departing on 5/26. 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
Sat 5/25
Sat 6/1

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Laredo to Chicago, 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 Laredo to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

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Cheap flight deals from Laredo to Chicago (LRD-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Laredo to Chicago 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
2:26 pm - 8:45 pmLRD-ORD
6h 19m1 stop
8:15 am - 3:51 pmORD-LRD
7h 36m1 stop
$208American Airlines
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Sun, May 26 - Thu, May 30
4:21 pm - 8:45 pmLRD-ORD
4h 24m1 stop
5:35 pm - 11:52 pmORD-LRD
6h 17m1 stop
$267American Airlines
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Fri, May 24 - Fri, May 31
2:18 pm - 9:23 pmLRD-ORD
7h 05m1 stop
4:05 pm - 9:56 pmORD-LRD
5h 51m1 stop
$321United Airlines
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Sat, May 11 - Tue, May 14
4:21 pm - 8:45 pmLRD-ORD
4h 24m1 stop
5:00 am - 9:36 amORD-LRD
4h 36m1 stop
$326American Airlines
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Fri, May 31 - Sun, Jun 2
2:18 pm - 8:25 pmLRD-ORD
6h 07m1 stop
2:20 pm - 9:56 pmORD-LRD
7h 36m1 stop
$334United Airlines
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Sat, May 11 - Tue, May 14
2:18 pm - 9:23 pmLRD-ORD
7h 05m1 stop
7:10 am - 9:56 pmORD-LRD
14h 46m2 stops
$364United Airlines
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Sat, May 11 - Tue, May 14
5:14 pm - 12:13 amLRD-ORD
6h 59m1 stop
7:10 am - 1:25 pmORD-LRD
6h 15m1 stop
$393United Airlines
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Fri, May 24 - Mon, May 27
6:24 pm - 11:46 pmLRD-ORD
5h 22m1 stop
6:00 am - 1:59 pmORD-LRD
7h 59m1 stop
$402American Airlines
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Thu, Aug 1 - Sun, Aug 11
5:20 pm - 12:08 amLRD-ORD
6h 48m1 stop
9:17 pm - 1:25 pmORD-LRD
16h 08m2 stops
$463United Airlines
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Fri, Aug 9 - Sun, Aug 11
7:27 am - 12:13 amLRD-ORD
16h 46m1 stop
9:17 pm - 4:04 pmORD-LRD
18h 47m2 stops
$481United Airlines
Find Deal
Thu, Aug 1 - Sun, Aug 11

Flights from Laredo to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Laredo to Chicago 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 Laredo to Chicago?

The average price of all flights from Laredo, Texas to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from Laredo to Chicago, you should consider leaving on a Monday and avoid Saturdays if you are looking for the best rates. For your return to Laredo, you’ll find the best rates on Sundays and the most expensive ones on Fridays.

Which airlines provide the cheapest flights from Laredo to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on American Airlines ($254) and United Airlines ($271). The cheapest round-trip tickets were found on American Airlines ($208) and United Airlines ($321).

Good to know

Cheapest flight

$208
Flight from Laredo to Chicago

When to book flights from Laredo to Chicago

Are your dates flexible? Find out the best times to travel from Laredo to Chicago 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 Laredo to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Laredo, Texas to Chicago O'Hare Intl Airport was $254 for a one-way ticket and $208 for a round-trip.

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

    No, a passport isn't needed to fly from Laredo to Chicago. However, local authorities might ask for an official ID.

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

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

  • Which airline alliances offer flights from Laredo to Chicago?

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

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

    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 Laredo to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Laredo 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 Laredo to Chicago?

    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 Chicago with an airline and back to Laredo with another airline. Booking your flights between Laredo and ORD 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 Laredo to Chicago?

    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 Chicago from Laredo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Laredo to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Laredo to Chicago. 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 Laredo to Chicago? 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
American AirlinesOverall score based on 14898 reviews
8.0crew
6.6food
7.2comfort
7.6boarding
7.1entertainment
Airline reviews

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

6.0 GoodAnonymous, Apr 2024SPI - ORD
Read more about American Airlines reviews

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Book cheap flights from Laredo to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Laredo to Chicago found on KAYAK in the last 72 hours.
8/9Fri
1 stopAmerican Airlines
5h 44mLRD-ORD
$254
8/9Fri
2 stopsUnited Airlines
16h 31mLRD-ORD
$271
5/19Sun
1 stopUnited Airlines
5h 34mLRD-ORD
$304
5/15Wed
1 stopUnited Airlines
6h 57mLRD-ORD
$326
5/19Sun
2 stopsUnited Airlines
17h 46mLRD-ORD
$363
5/15Wed
2 stopsUnited Airlines
19h 16mLRD-ORD
$393

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Last minute flights from Laredo to Chicago

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 Laredo to Chicago that are departing in the next 10 days.
4/30Tue
multi-stopAmerican Airlines
6h 25mLRD-ORD
5/7Tue
multi-stopAmerican Airlines
7h 36mORD-LRD
$335
4/26Fri
multi-stopAmerican Airlines
7h 37mLRD-ORD
4/29Mon
multi-stopAmerican Airlines
5h 35mORD-LRD
$344
4/26Fri
multi-stopUnited Airlines
16h 24mLRD-ORD
4/29Mon
multi-stopUnited Airlines
5h 16mORD-LRD
$594
4/30Tue
multi-stopUnited Airlines
7h 05mLRD-ORD
5/7Tue
multi-stopUnited Airlines
11h 16mORD-LRD
$643
4/30Tue
multi-stopUnited Airlines
9h 33mLRD-ORD
5/7Tue
multi-stopUnited Airlines
11h 16mORD-LRD
$937

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Laredo - Chicago Flights

Departure:

Laredo (LRD)United States

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - Laredo

Cabin classes: