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Cheap flights from Laredo, Texas to Chicago from $200

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Laredo, Texas to Chicago departing on 5/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Laredo, Texas to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Laredo, Texas to Chicago.
American Airlines Logo
6:29 pm - 11:56 pmLRD-ORD
5h 27m1 stop
American Airlines Logo
6:00 am - 1:44 pmORD-LRD
7h 44m1 stop
$200American Airlines
Find Deal
Sat, May 24 - Sat, May 31
American Airlines Logo
6:31 pm - 11:46 pmLRD-ORD
5h 15m1 stop
American Airlines Logo
10:37 am - 5:55 pmORD-LRD
7h 18m1 stop
$266American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
8:18 pm - 12:59 amLRD-ORD
4h 41m1 stop
American Airlines Logo
11:53 am - 5:51 pmORD-LRD
5h 58m1 stop
$274American Airlines
Find Deal
Sat, Jul 5 - Wed, Jul 23
American Airlines Logo
6:32 pm - 11:49 pmLRD-ORD
5h 17m1 stop
American Airlines Logo
12:09 pm - 5:59 pmORD-LRD
5h 50m1 stop
$289American Airlines
Find Deal
Thu, May 1 - Tue, May 6
United Airlines Logo
5:25 pm - 12:15 amLRD-ORD
6h 50m1 stop
United Airlines Logo
2:18 pm - 10:00 pmORD-LRD
7h 42m1 stop
$379United Airlines
Find Deal
Thu, May 1 - Mon, May 5
United Airlines Logo
5:25 pm - 12:15 amLRD-ORD
6h 50m1 stop
United Airlines Logo
9:30 pm - 1:32 pmORD-LRD
16h 02m2 stops
$432United Airlines
Find Deal
Sat, Jul 5 - Wed, Jul 23
United Airlines Logo
11:50 am - 7:48 pmLRD-ORD
7h 58m1 stop
United Airlines Logo
12:45 pm - 11:34 pmORD-LRD
10h 49m2 stops
$448United Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
United Airlines Logo
5:25 pm - 12:13 amLRD-ORD
6h 48m1 stop
United Airlines Logo
9:04 am - 11:00 pmORD-LRD
13h 56m2 stops
$459United Airlines
Find Deal
Sat, May 24 - Sat, May 31
United Airlines Logo
5:25 pm - 12:15 amLRD-ORD
6h 50m1 stop
United Airlines Logo
7:59 pm - 1:26 pmORD-LRD
17h 27m2 stops
$482United Airlines
Find Deal
Thu, May 1 - Mon, May 5
United Airlines Logo
5:25 pm - 12:15 amLRD-ORD
6h 50m1 stop
United Airlines Logo
9:30 pm - 1:32 pmORD-LRD
16h 02m2 stops
$494United Airlines
Find Deal
Sat, Jul 5 - Wed, Jul 23

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
May 1
LRD5:25 pmLaredo
6h 50m
1 stop
ORD12:15 amChicago O'Hare Intl
May 5
ORD2:18 pmChicago O'Hare Intl
7h 42m
1 stop
LRD10:00 pmLaredo
United Airlines
Jul 5
LRD5:25 pmLaredo
6h 50m
1 stop
ORD12:15 amChicago O'Hare Intl
Jul 23
ORD9:30 pmChicago O'Hare Intl
16h 02m
2 stops
LRD1:32 pmLaredo
United Airlines
Aug 26
LRD11:50 amLaredo
7h 58m
1 stop
ORD7:48 pmChicago O'Hare Intl
Aug 30
ORD12:45 pmChicago O'Hare Intl
10h 49m
2 stops
LRD11:34 pmLaredo

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
May 24
LRD6:29 pmLaredo
5h 27m
1 stop
ORD11:56 pmChicago O'Hare Intl
May 31
ORD6:00 amChicago O'Hare Intl
7h 44m
1 stop
LRD1:44 pmLaredo
American Airlines
Aug 26
LRD6:31 pmLaredo
5h 15m
1 stop
ORD11:46 pmChicago O'Hare Intl
Aug 30
ORD10:37 amChicago O'Hare Intl
7h 18m
1 stop
LRD5:55 pmLaredo
American Airlines
Jul 5
LRD8:18 pmLaredo
4h 41m
1 stop
ORD12:59 amChicago O'Hare Intl
Jul 23
ORD11:53 amChicago O'Hare Intl
5h 58m
1 stop
LRD5:51 pmLaredo

See travel insights to Chicago from

How to get the cheapest flight ticket from Laredo, Texas to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Laredo, Texas and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Laredo, Texas, with most prices found around $277. If you’re not able to fly to Chicago in July, then November is your next best option. Flight prices from Laredo, Texas to Chicago during November average around $283.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $339. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Laredo, Texas to Chicago for around $451.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Laredo, Texas to Chicago during this time can be as low as $353. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $371.

How have Laredo, Texas to Chicago flight prices changed over time?

As of April 2025, prices for Laredo, Texas to Chicago flights are approximately 53% more expensive when compared to flights at the same time last year.

When to book flights from Laredo, Texas to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Laredo, Texas to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Laredo, Texas to Chicago (LRD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Laredo, Texas to Chicago

Best Price Found

$230

Fastest flight time

4h 41m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Laredo, Texas in the past 72 hours is $230. The best round-trip flight deal from Laredo, Texas to Chicago found on momondo in the last 72 hours is $200.
The fastest flight from Laredo, Texas to Chicago takes 4h 41m
There are no direct flights from Laredo, Texas to Chicago. Popular non-direct route for this connection is Laredo Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Laredo to Chicago by plane?

    A flight from Laredo to Chicago will travel around 1197.0 mi. Flights usually cover this in 4h 41m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Laredo Airport to Chicago?

    Prices for flights from Laredo Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Laredo Airport to Chicago?

  • How old do you have to be to fly from Laredo Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Laredo Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Laredo, Texas to Chicago?


Best airlines flying from Laredo, Texas to Chicago

Compare and see reviews for airlines that fly from Laredo, Texas to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $207Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Laredo to Chicago?

Finding the right flight to Chicago from Laredo is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Laredo to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Laredo with this policy.

How can momondo help me find flights from Laredo to Chicago?

momondo helps you find the best flight between Laredo and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Laredo to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Laredo to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago