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Cheap flights from Laredo, Texas to Chicago from $249

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 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Laredo, Texas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:26 pm - 7:35 pmLRD-ORD
5h 09m1 stop
American Airlines Logo
5:18 pm - 10:38 pmORD-LRD
5h 20m1 stop
$249American Airlines
Find Deal
Tue, Dec 9 - Sat, Dec 13
United Airlines Logo
7:10 am - 2:54 pmLRD-ORD
7h 44m1 stop
United Airlines Logo
5:04 pm - 11:38 pmORD-LRD
6h 34m1 stop
$289United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
United Airlines Logo
5:27 pm - 7:41 amLRD-ORD
14h 14m1 stop
United Airlines Logo
6:13 pm - 11:39 pmORD-LRD
5h 26m1 stop
$372United Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
United Airlines Logo
12:05 pm - 9:16 pmLRD-ORD
9h 11m1 stop
United Airlines Logo
8:59 am - 8:38 pmORD-LRD
11h 39m2 stops
$430United Airlines
Find Deal
Tue, Dec 9 - Sat, Dec 13
United Airlines Logo
5:27 pm - 12:15 amLRD-ORD
6h 48m1 stop
United Airlines Logo
10:35 am - 11:39 pmORD-LRD
13h 04m2 stops
$440United Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
United Airlines Logo
9:25 am - 7:59 pmLRD-ORD
10h 34m2 stops
United Airlines Logo
5:04 pm - 11:38 pmORD-LRD
6h 34m1 stop
$458United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
United Airlines Logo
9:20 am - 8:10 pmLRD-ORD
10h 50m2 stops
United Airlines Logo
8:59 am - 8:38 pmORD-LRD
11h 39m2 stops
$462United Airlines
Find Deal
Tue, Dec 9 - Sat, Dec 13
United Airlines Logo
9:25 am - 11:10 pmLRD-ORD
13h 45m1 stop
United Airlines Logo
10:35 am - 4:08 pmORD-LRD
5h 33m1 stop
$477United Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
United Airlines Logo
7:10 am - 6:22 pmLRD-ORD
11h 12m2 stops
United Airlines Logo
8:50 am - 4:08 pmORD-LRD
7h 18m1 stop
$493United Airlines
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Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
2:25 pm - 9:21 pmLRD-ORD
6h 56m1 stop
American Airlines Logo
7:25 am - 1:54 pmORD-LRD
6h 29m1 stop
$578American Airlines
Find Deal
Mon, Nov 3 - Wed, Nov 5

United Airlines flights from Laredo, Texas to Chicago O'Hare Intl Airport

Our best United Airlines deals on Laredo, Texas to Chicago O'Hare Intl Airport flight tickets
United Airlines
Nov 5
LRD7:10 amLaredo
7h 44m
1 stop
ORD2:54 pmChicago O'Hare Intl
Nov 9
ORD5:04 pmChicago O'Hare Intl
6h 34m
1 stop
LRD11:38 pmLaredo
$289
Find similar
United Airlines
Oct 31
LRD5:20 pmLaredo
5h 50m
1 stop
ORD11:10 pmChicago O'Hare Intl
Nov 2
ORD5:00 amChicago O'Hare Intl
5h 18m
1 stop
LRD10:18 amLaredo
$297
Find similar
United Airlines
Dec 5
LRD5:27 pmLaredo
14h 14m
1 stop
ORD7:41 amChicago O'Hare Intl
Dec 12
ORD6:13 pmChicago O'Hare Intl
5h 26m
1 stop
LRD11:39 pmLaredo
$372
Find similar

American Airlines flights from Laredo, Texas to Chicago O'Hare Intl Airport

Our best American Airlines deals on Laredo, Texas to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 9
LRD2:26 pmLaredo
5h 09m
1 stop
ORD7:35 pmChicago O'Hare Intl
Dec 13
ORD5:18 pmChicago O'Hare Intl
5h 20m
1 stop
LRD10:38 pmLaredo
$249
Find similar
American Airlines
Nov 1
LRD2:22 pmLaredo
5h 18m
1 stop
ORD7:40 pmChicago O'Hare Intl
Nov 5
ORD10:25 amChicago O'Hare Intl
7h 47m
1 stop
LRD6:12 pmLaredo
$291
Find similar
American Airlines
Nov 1
LRD2:22 pmLaredo
6h 52m
1 stop
ORD9:14 pmChicago O'Hare Intl
Nov 5
ORD7:25 amChicago O'Hare Intl
6h 29m
1 stop
LRD1:54 pmLaredo
$339
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Laredo, Texas to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Laredo, Texas to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/9

2:26 pm-7:35 pm

1 stop5h 09m

Chicago O'Hare Intl

Sat 12/13

5:18 pm-10:38 pm

1 stop5h 20m

$249

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 11/5

7:10 am-2:54 pm

1 stop7h 44m

Chicago O'Hare Intl

Sun 11/9

5:04 pm-11:38 pm

1 stop6h 34m

$289

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 12/5

5:27 pm-7:41 am

1 stop14h 14m

Chicago O'Hare Intl

Fri 12/12

6:13 pm-11:39 pm

1 stop5h 26m

$372

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/9

12:05 pm-9:16 pm

1 stop9h 11m

Chicago O'Hare Intl

Sat 12/13

8:59 am-8:38 pm

2 stops11h 39m

$430

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 12/5

5:27 pm-12:15 am

1 stop6h 48m

Chicago O'Hare Intl

Fri 12/12

10:35 am-11:39 pm

2 stops13h 04m

$440

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 11/5

9:25 am-7:59 pm

2 stops10h 34m

Chicago O'Hare Intl

Sun 11/9

5:04 pm-11:38 pm

1 stop6h 34m

$458

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/9

9:20 am-8:10 pm

2 stops10h 50m

Chicago O'Hare Intl

Sat 12/13

8:59 am-8:38 pm

2 stops11h 39m

$462

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 11/6

9:25 am-11:10 pm

1 stop13h 45m

Chicago O'Hare Intl

Mon 11/10

10:35 am-4:08 pm

1 stop5h 33m

$477

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 11/6

7:10 am-6:22 pm

2 stops11h 12m

Chicago O'Hare Intl

Mon 11/10

8:50 am-4:08 pm

1 stop7h 18m

$493

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 11/3

2:25 pm-9:21 pm

1 stop6h 56m

Chicago O'Hare Intl

Wed 11/5

7:25 am-1:54 pm

1 stop6h 29m

$578

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Laredo, Texas to Chicago O'Hare Intl Airport

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 cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $258. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Laredo, Texas because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $438.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Laredo, Texas in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $326 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $508. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Laredo, Texas to Chicago O'Hare Intl Airport

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

Cheap Laredo, Texas to Chicago O'Hare Intl Airport (LRD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Laredo, Texas to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Laredo, Texas to Chicago O'Hare Intl Airport. There are no popular flight routes from Laredo, Texas to Chicago O'Hare Intl Airport.
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  • How far is Laredo to Chicago O'Hare Intl by plane?

    The distance between Laredo and Chicago O'Hare Intl is about 1194.1 mi. Typically, this will take 5h 09m by plane in normal conditions.

  • When did momondo last update prices for flights from Laredo Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Laredo Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Laredo Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Laredo Airport to Chicago O'Hare Intl Airport?

    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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Laredo, Texas to Chicago O'Hare Intl Airport?

Best airlines flying from Laredo, Texas to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Laredo, Texas to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $204Free CancellationRating
7.2
11,033 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Elgin
Aurora
Benton Harbor

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Laredo to Chicago. momondo saves you time and could save you money on your trip.

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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Laredo to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Laredo and alert you when they change.

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