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Cheap flights from Laredo, Texas to Chicago from $279

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 2/5. 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

Enter your travel dates to find the best prices.
American Airlines Logo
6:03 am - 1:55 pm
LRD
-
ORD
7h 52m1 stop
American Airlines Logo
10:48 am - 6:03 pm
ORD
-
LRD
7h 15m1 stop
$279American Airlines
Thu, Feb 5 - Thu, Feb 12
United Airlines Logo
2:18 pm - 9:11 pm
LRD
-
ORD
6h 53m1 stop
United Airlines Logo
6:25 pm - 11:17 pm
ORD
-
LRD
4h 52m1 stop
$282United Airlines
Mon, Jun 8 - Wed, Jun 17
United Airlines Logo
12:05 pm - 7:50 pm
LRD
-
ORD
7h 45m1 stop
United Airlines Logo
2:12 pm - 7:57 pm
ORD
-
LRD
5h 45m1 stop
$349United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
12:05 pm - 7:50 pm
LRD
-
ORD
7h 45m1 stop
United Airlines Logo
2:12 pm - 7:57 pm
ORD
-
LRD
5h 45m1 stop
$359United Airlines
Sat, Jan 17 - Tue, Jan 20
American Airlines Logo
6:03 am - 11:55 am
LRD
-
ORD
5h 52m1 stop
American Airlines Logo
3:23 pm - 11:03 pm
ORD
-
LRD
7h 40m1 stop
$362American Airlines
Tue, Jan 6 - Sat, Jan 10
United Airlines Logo
3:17 pm - 9:38 pm
LRD
-
ORD
6h 21m1 stop
United Airlines Logo
2:10 pm - 8:07 pm
ORD
-
LRD
5h 57m1 stop
$371United Airlines
Mon, Mar 9 - Sat, Mar 14
United Airlines Logo
7:15 am - 11:31 am
LRD
-
ORD
28h 16m2 stops
United Airlines Logo
2:12 pm - 7:57 pm
ORD
-
LRD
5h 45m1 stop
$438United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
7:15 am - 2:30 pm
LRD
-
ORD
31h 15m2 stops
United Airlines Logo
2:12 pm - 7:57 pm
ORD
-
LRD
5h 45m1 stop
$447United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
3:25 pm - 9:20 am
LRD
-
ORD
17h 55m2 stops
United Airlines Logo
7:35 am - 2:26 pm
ORD
-
LRD
6h 51m1 stop
$452United Airlines
Thu, Feb 5 - Thu, Feb 12
United Airlines Logo
2:18 pm - 9:11 pm
LRD
-
ORD
6h 53m1 stop
United Airlines Logo
7:45 am - 7:35 pm
ORD
-
LRD
11h 50m2 stops
$526United Airlines
Mon, Jun 8 - Wed, Jun 17

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
Feb 5
LRD6:03 amLaredo
7h 52m
1 stop
ORD1:55 pmChicago O'Hare Intl
Feb 12
ORD10:48 amChicago O'Hare Intl
7h 15m
1 stop
LRD6:03 pmLaredo
$279
Find similar
American Airlines
Jan 6
LRD6:03 amLaredo
5h 52m
1 stop
ORD11:55 amChicago O'Hare Intl
Jan 10
ORD3:23 pmChicago O'Hare Intl
7h 40m
1 stop
LRD11:03 pmLaredo
$362
Find similar
American Airlines
Dec 29
LRD6:08 pmLaredo
5h 07m
1 stop
ORD11:15 pmChicago O'Hare Intl
Jan 3
ORD7:36 amChicago O'Hare Intl
6h 16m
1 stop
LRD1:52 pmLaredo
$407
Find similar

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
Jun 8
LRD2:18 pmLaredo
6h 53m
1 stop
ORD9:11 pmChicago O'Hare Intl
Jun 17
ORD6:25 pmChicago O'Hare Intl
4h 52m
1 stop
LRD11:17 pmLaredo
$282
Find similar
United Airlines
Jan 17
LRD12:05 pmLaredo
7h 45m
1 stop
ORD7:50 pmChicago O'Hare Intl
Jan 20
ORD2:12 pmChicago O'Hare Intl
5h 45m
1 stop
LRD7:57 pmLaredo
$349
Find similar
United Airlines
Mar 9
LRD3:17 pmLaredo
6h 21m
1 stop
ORD9:38 pmChicago O'Hare Intl
Mar 14
ORD2:10 pmChicago O'Hare Intl
5h 57m
1 stop
LRD8:07 pmLaredo
$371
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Laredo, Texas to Chicago 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 December 23, 2025.
Use the filters below to find and compare flights from Laredo, Texas to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 2/5

6:03 am-1:55 pm

1 stop7h 52m

Chicago O'Hare Intl

Thu 2/12

10:48 am-6:03 pm

1 stop7h 15m

$279

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 6/8

2:18 pm-9:11 pm

1 stop6h 53m

Chicago O'Hare Intl

Wed 6/17

6:25 pm-11:17 pm

1 stop4h 52m

$282

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 1/17

12:05 pm-7:50 pm

1 stop7h 45m

Chicago O'Hare Intl

Tue 1/20

2:12 pm-7:57 pm

1 stop5h 45m

$349

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 1/17

12:05 pm-7:50 pm

1 stop7h 45m

Chicago O'Hare Intl

Tue 1/20

2:12 pm-7:57 pm

1 stop5h 45m

$359

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 1/6

6:03 am-11:55 am

1 stop5h 52m

Chicago O'Hare Intl

Sat 1/10

3:23 pm-11:03 pm

1 stop7h 40m

$362

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 3/9

3:17 pm-9:38 pm

1 stop6h 21m

Chicago O'Hare Intl

Sat 3/14

2:10 pm-8:07 pm

1 stop5h 57m

$371

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 1/17

7:15 am-11:31 am

2 stops28h 16m

Chicago O'Hare Intl

Tue 1/20

2:12 pm-7:57 pm

1 stop5h 45m

$438

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 1/17

7:15 am-2:30 pm

2 stops31h 15m

Chicago O'Hare Intl

Tue 1/20

2:12 pm-7:57 pm

1 stop5h 45m

$447

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 2/5

3:25 pm-9:20 am

2 stops17h 55m

Chicago O'Hare Intl

Thu 2/12

7:35 am-2:26 pm

1 stop6h 51m

$452

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 6/8

2:18 pm-9:11 pm

1 stop6h 53m

Chicago O'Hare Intl

Wed 6/17

7:45 am-7:35 pm

2 stops11h 50m

$526

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

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 August is, on average, the cheapest month to fly to Chicago from Laredo, Texas, with most prices found around $231. If you’re not able to fly to Chicago in August, then May is your next best option. Flight prices from Laredo, Texas to Chicago during May average around $331.

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?

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

Fastest flight time

6h 21m

Direct flights

None
The fastest flight from Laredo, Texas to Chicago takes 6h 21m
There are no direct flights from Laredo, Texas to Chicago. There are no popular flight routes from Laredo, Texas to Chicago.
Search flight deals

  • 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 6h 21m, 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 $204Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport