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Cheap flights from Laredo, Texas to Chicago from $245

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 5/20. 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

Discover deals from 900+ travel sites with momondo.

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
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
$245American Airlines
Wed, May 20 - Tue, Jun 2
American Airlines Logo
6:53 pm - 12:31 am
LRD
-
ORD
5h 38m
1 stop
American Airlines Logo
10:37 am - 6:21 pm
ORD
-
LRD
7h 44m
1 stop
$291American Airlines
Fri, Jul 3 - Sat, Jul 11
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
$292American Airlines
Wed, May 20 - Tue, Jun 2
American Airlines Logo
6:32 pm - 12:42 am
LRD
-
ORD
6h 10m
1 stop
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
$303American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
3:34 pm - 11:32 pm
LRD
-
ORD
7h 58m
1 stop
American Airlines Logo
5:00 am - 10:01 am
ORD
-
LRD
5h 01m
1 stop
$304American Airlines
Tue, Jun 30 - Tue, Jul 7
United Airlines Logo
2:01 pm - 9:37 pm
LRD
-
ORD
7h 36m
1 stop
United Airlines Logo
5:45 pm - 10:59 pm
ORD
-
LRD
5h 14m
1 stop
$335United Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
4:40 pm - 11:58 pm
ORD
-
LRD
7h 18m
1 stop
$339American Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
3:34 pm - 11:31 pm
LRD
-
ORD
7h 57m
1 stop
American Airlines Logo
8:19 am - 3:03 pm
ORD
-
LRD
6h 44m
1 stop
$345American Airlines
Sat, Jul 4 - Wed, Jul 22
American Airlines Logo
6:53 pm - 12:31 am
LRD
-
ORD
5h 38m
1 stop
American Airlines Logo
11:40 am - 7:38 pm
ORD
-
LRD
7h 58m
1 stop
$351American Airlines
Wed, Jul 22 - Sat, Jul 25
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
$361American Airlines
Mon, May 18 - Mon, May 25

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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
May 20
LRD6:48 pmLaredo
5h 00m
1 stop
ORD11:48 pmChicago O'Hare Intl
Jun 2
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
$245
American Airlines
Jul 3
LRD6:53 pmLaredo
5h 38m
1 stop
ORD12:31 amChicago O'Hare Intl
Jul 11
ORD10:37 amChicago O'Hare Intl
7h 44m
1 stop
LRD6:21 pmLaredo
$291
American Airlines
May 20
LRD6:48 pmLaredo
5h 00m
1 stop
ORD11:48 pmChicago O'Hare Intl
Jun 2
ORD5:00 amChicago O'Hare Intl
5h 09m
1 stop
LRD10:09 amLaredo
$292

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
Aug 25
LRD2:01 pmLaredo
7h 36m
1 stop
ORD9:37 pmChicago O'Hare Intl
Aug 29
ORD5:45 pmChicago O'Hare Intl
5h 14m
1 stop
LRD10:59 pmLaredo
$335
United Airlines
May 6
LRD5:23 pmLaredo
8h 04m
1 stop
ORD1:27 amChicago O'Hare Intl
May 10
ORD5:30 amChicago O'Hare Intl
5h 59m
1 stop
LRD11:29 amLaredo
$386
United Airlines
Jul 6
LRD2:06 pmLaredo
7h 34m
1 stop
ORD9:40 pmChicago O'Hare Intl
Jul 23
ORD6:30 amChicago O'Hare Intl
7h 01m
1 stop
LRD1:31 pmLaredo
$429

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 April 23, 2026.
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

Cheapest round-trip
Quickest round-trip

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 5/20

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Tue 6/2

5:00 am-10:09 am

1 stop5h 09m

$245

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 7/3

6:53 pm-12:31 am

1 stop5h 38m

Chicago O'Hare Intl

Sat 7/11

10:37 am-6:21 pm

1 stop7h 44m

$291

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 5/20

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Tue 6/2

5:00 am-10:09 am

1 stop5h 09m

$292

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 6/3

6:32 pm-12:42 am

1 stop6h 10m

Chicago O'Hare Intl

Wed 6/10

5:00 am-10:09 am

1 stop5h 09m

$303

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 6/30

3:34 pm-11:32 pm

1 stop7h 58m

Chicago O'Hare Intl

Tue 7/7

5:00 am-10:01 am

1 stop5h 01m

$304

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 8/25

2:01 pm-9:37 pm

1 stop7h 36m

Chicago O'Hare Intl

Sat 8/29

5:45 pm-10:59 pm

1 stop5h 14m

$335

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 5/12

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Sat 5/16

4:40 pm-11:58 pm

1 stop7h 18m

$339

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 7/4

3:34 pm-11:31 pm

1 stop7h 57m

Chicago O'Hare Intl

Wed 7/22

8:19 am-3:03 pm

1 stop6h 44m

$345

LaredoChicago

LRD - ORD

LRDORD

Laredo

Wed 7/22

6:53 pm-12:31 am

1 stop5h 38m

Chicago O'Hare Intl

Sat 7/25

11:40 am-7:38 pm

1 stop7h 58m

$351

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 5/18

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 5/25

5:00 am-10:09 am

1 stop5h 09m

$361

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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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 airline that flies from Laredo to Chicago O'Hare Intl?

American Airlines and United Airlines are the most popular carriers operating from Laredo to Chicago O'Hare Intl

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

Fastest flight time

5h 21m

Direct flights

None
The fastest flight from Laredo, Texas to Chicago O'Hare Intl Airport takes 5h 21m
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.
Search flight deals

Frequently asked questions about flying from Laredo, Texas to Chicago O'Hare Intl Airport

  • 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 21m 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
7.1
11,647 reviews
Search American Airlines flights
United AirlinesPriceFrom $284Free CancellationRating
7.4
9,624 reviews
Search United 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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Rosemont
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Orland Park
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Janesville
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Elgin
Evanston

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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