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Cheap flights from Laredo, Texas to Chicago from $209

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 8/26. 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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Cheap round-trip flights

American Airlines Logo
2:25 pm - 7:17 pmLRD-ORD
4h 52m1 stop
American Airlines Logo
11:54 am - 6:01 pmORD-LRD
6h 07m1 stop
$209American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
2:25 pm - 7:17 pmLRD-ORD
4h 52m1 stop
American Airlines Logo
10:25 am - 6:01 pmORD-LRD
7h 36m1 stop
$250American 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
1:24 pm - 6:01 pmORD-LRD
4h 37m1 stop
$271American Airlines
Find Deal
Fri, Aug 1 - Wed, Aug 6
American Airlines Logo
6:17 pm - 11:43 pmLRD-ORD
5h 26m1 stop
American Airlines Logo
5:00 am - 9:36 amORD-LRD
4h 36m1 stop
$286American Airlines
Find Deal
Sat, Jun 28 - Thu, Jul 3
American Airlines Logo
5:55 am - 1:20 pmLRD-ORD
7h 25m1 stop
American Airlines Logo
5:00 am - 9:38 amORD-LRD
4h 38m1 stop
$329American Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5
United Airlines Logo
5:24 pm - 9:38 amLRD-ORD
16h 14m2 stops
United Airlines Logo
9:00 am - 4:09 pmORD-LRD
7h 09m1 stop
$365United Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
12:01 pm - 6:29 pmLRD-ORD
6h 28m1 stop
American Airlines Logo
11:53 am - 5:58 pmORD-LRD
6h 05m1 stop
$406American Airlines
Find Deal
Thu, Oct 9 - Tue, Oct 21
United Airlines Logo
5:25 pm - 11:12 pmLRD-ORD
5h 47m1 stop
United Airlines Logo
7:55 pm - 8:17 pmORD-LRD
24h 22m2 stops
$435United Airlines
Find Deal
Fri, Aug 1 - Wed, Aug 6
American Airlines Logo
2:24 pm - 7:33 pmLRD-ORD
5h 09m1 stop
American Airlines Logo
5:00 am - 9:38 amORD-LRD
4h 38m1 stop
$484American Airlines
Find Deal
Wed, Jul 2 - Sun, Jul 6
United Airlines Logo
7:15 am - 8:11 pmLRD-ORD
12h 56m2 stops
United Airlines Logo
6:32 pm - 11:37 pmORD-LRD
5h 05m1 stop
$493United Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
Aug 26
LRD2:25 pmLaredo
4h 52m
1 stop
ORD7:17 pmChicago O'Hare Intl
Aug 30
ORD11:54 amChicago O'Hare Intl
6h 07m
1 stop
LRD6:01 pmLaredo
American Airlines
Aug 26
LRD2:25 pmLaredo
4h 52m
1 stop
ORD7:17 pmChicago O'Hare Intl
Aug 30
ORD10:25 amChicago O'Hare Intl
7h 36m
1 stop
LRD6:01 pmLaredo
American Airlines
Aug 1
LRD8:18 pmLaredo
4h 41m
1 stop
ORD12:59 amChicago O'Hare Intl
Aug 6
ORD1:24 pmChicago O'Hare Intl
4h 37m
1 stop
LRD6:01 pmLaredo

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
Aug 26
LRD5:24 pmLaredo
16h 14m
2 stops
ORD9:38 amChicago O'Hare Intl
Aug 30
ORD9:00 amChicago O'Hare Intl
7h 09m
1 stop
LRD4:09 pmLaredo
United Airlines
Aug 1
LRD5:25 pmLaredo
5h 47m
1 stop
ORD11:12 pmChicago O'Hare Intl
Aug 6
ORD7:55 pmChicago O'Hare Intl
24h 22m
2 stops
LRD8:17 pmLaredo
United Airlines
Jul 1
LRD7:15 amLaredo
12h 56m
2 stops
ORD8:11 pmChicago O'Hare Intl
Jul 5
ORD6:32 pmChicago O'Hare Intl
5h 05m
1 stop
LRD11:37 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 November is, on average, the cheapest month to fly to Chicago from Laredo, Texas, with most prices found around $283. If you’re not able to fly to Chicago in November, then July is your next best option. Flight prices from Laredo, Texas to Chicago during July average around $297.

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 June 2025, prices for Laredo, Texas to Chicago flights are approximately 31% 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

$264

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 $264. The best round-trip flight deal from Laredo, Texas to Chicago found on momondo in the last 72 hours is $209.
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 $258Free 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
Crown Point
Munster
Monticello
Chesterton
Porter
Griffith
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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1 adult
Mon 6/23
Mon 6/30

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