LRD - ORD

$309 Find Cheap Flights from Laredo to Chicago

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 11/13. 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 Chicago O'Hare Intl Airport

 
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
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Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Laredo to Chicago

Thu, Nov 13 - Sun, Nov 16
United Airlines Logo
5:22 pm - 12:15 amLRD-ORD
6h 53m1 stop
United Airlines Logo
6:00 am - 11:18 amORD-LRD
5h 18m1 stop
$309United Airlines
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Fri, Dec 12 - Tue, Dec 16
United Airlines Logo
5:27 pm - 12:15 amLRD-ORD
6h 48m1 stop
United Airlines Logo
6:00 am - 11:19 amORD-LRD
5h 19m1 stop
$333United Airlines
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Tue, Dec 23 - Tue, Dec 30
United Airlines Logo
5:30 pm - 12:14 amLRD-ORD
6h 44m1 stop
United Airlines Logo
7:35 am - 4:12 pmORD-LRD
8h 37m1 stop
$337United Airlines
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Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
6:42 pm - 11:37 pmLRD-ORD
4h 55m1 stop
American Airlines Logo
5:10 pm - 10:34 pmORD-LRD
5h 24m1 stop
$407American Airlines
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Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
5:22 pm - 11:10 pmLRD-ORD
5h 48m1 stop
United Airlines Logo
8:50 am - 4:08 pmORD-LRD
7h 18m1 stop
$416United Airlines
Find Deal
Fri, Dec 12 - Tue, Dec 16
United Airlines Logo
5:27 pm - 12:15 amLRD-ORD
6h 48m1 stop
United Airlines Logo
9:10 pm - 11:19 amORD-LRD
14h 09m2 stops
$436United Airlines
Find Deal
Tue, Dec 23 - Tue, Dec 30
United Airlines Logo
5:30 pm - 12:14 amLRD-ORD
6h 44m1 stop
United Airlines Logo
6:05 pm - 11:25 amORD-LRD
17h 20m2 stops
$445United Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
United Airlines Logo
7:10 am - 6:22 pmLRD-ORD
11h 12m2 stops
United Airlines Logo
6:00 am - 11:18 amORD-LRD
5h 18m1 stop
$458United Airlines
Find Deal
Fri, Nov 28 - Mon, Dec 1
United Airlines Logo
5:22 pm - 11:10 pmLRD-ORD
5h 48m1 stop
United Airlines Logo
12:45 pm - 8:38 pmORD-LRD
7h 53m1 stop
$513United Airlines
Find Deal
Sat, Dec 13 - Fri, Dec 19
American Airlines Logo
5:38 am - 5:12 pmLRD-ORD
11h 34m1 stop
American Airlines Logo
12:10 am - 1:52 pmORD-LRD
13h 42m1 stop
$569American Airlines
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Everything you should know

Top airlines
United Airlines
Cheapest • from $309 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$309
United Airlines
Thu 11/13Sun 11/16
LRD - ORD • 1 stop
Cheapest one-way
$412
United Airlines
Sat 1/3
LRD - ORD • 1 stop
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We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for Laredo to Chicago flights

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 round-trip flights from Laredo to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Laredo to Chicago, look for departures on Saturdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Tuesday is the most expensive.

Find deals

Good to know

Cheapest flight$309
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 to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Laredo to Chicago O'Hare Intl Airport was $412 for a one-way ticket and $309 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 is the only airline alliance operating flights between Laredo and Chicago.

  • 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.

Reviews of the 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.
7.2
American AirlinesOverall score based on 11030 reviews
7.2Comfort
6.9Entertainment
6.4Food
8.0Crew
7.5Boarding
Airline reviews

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

8.0 ExcellentKrishna, Oct 2025BOS - ORD
Read more American Airlines reviews

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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

Information on your arrival and departure airports

Laredo (LRD)
O'Hare Intl (ORD)

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