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Cheap flights from Laredo, Texas to Chicago from $205

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 12/30. 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.
United Airlines Logo
5:30 pm - 12:14 amLRD-ORD
6h 44m1 stop
United Airlines Logo
2:17 pm - 7:57 pmORD-LRD
5h 40m1 stop
$205United Airlines
Find Deal
Tue, Dec 30 - Sat, Jan 10
American Airlines Logo
6:42 pm - 11:35 pmLRD-ORD
4h 53m1 stop
American Airlines Logo
3:14 pm - 10:38 pmORD-LRD
7h 24m1 stop
$232American Airlines
Find Deal
Mon, Dec 8 - Sat, Dec 13
United Airlines Logo
5:22 pm - 11:10 pmLRD-ORD
5h 48m1 stop
United Airlines Logo
6:00 am - 11:18 amORD-LRD
5h 18m1 stop
$309United Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
United Airlines Logo
5:27 pm - 10:56 pmLRD-ORD
5h 29m1 stop
United Airlines Logo
4:45 pm - 11:39 pmORD-LRD
6h 54m1 stop
$359United Airlines
Find Deal
Fri, Dec 12 - Wed, Dec 17
United Airlines Logo
5:30 pm - 12:14 amLRD-ORD
6h 44m1 stop
United Airlines Logo
8:54 am - 4:12 pmORD-LRD
7h 18m1 stop
$380United Airlines
Find Deal
Tue, Dec 23 - Fri, Jan 2
United Airlines Logo
5:30 pm - 12:14 amLRD-ORD
6h 44m1 stop
United Airlines Logo
7:40 pm - 2:42 pmORD-LRD
19h 02m2 stops
$396United Airlines
Find Deal
Tue, Dec 30 - Sat, Jan 10
United Airlines Logo
5:30 pm - 10:37 pmLRD-ORD
5h 07m1 stop
United Airlines Logo
7:35 am - 4:12 pmORD-LRD
8h 37m1 stop
$434United Airlines
Find Deal
Mon, Dec 22 - Fri, Jan 2
United Airlines Logo
12:05 pm - 7:46 pmLRD-ORD
7h 41m1 stop
United Airlines Logo
6:05 pm - 11:19 amORD-LRD
17h 14m2 stops
$438United Airlines
Find Deal
Mon, Dec 8 - Sat, Dec 13
United Airlines Logo
5:27 pm - 12:15 amLRD-ORD
6h 48m1 stop
United Airlines Logo
10:50 am - 11:39 pmORD-LRD
12h 49m2 stops
$446United Airlines
Find Deal
Fri, Dec 12 - Wed, Dec 17
American Airlines Logo
6:08 pm - 11:15 pmLRD-ORD
5h 07m1 stop
American Airlines Logo
2:50 pm - 7:43 pmORD-LRD
4h 53m1 stop
$461American Airlines
Find Deal
Tue, Dec 23 - Fri, Jan 2

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
Dec 30
LRD5:30 pmLaredo
6h 44m
1 stop
ORD12:14 amChicago O'Hare Intl
Jan 10
ORD2:17 pmChicago O'Hare Intl
5h 40m
1 stop
LRD7:57 pmLaredo
$205
Find similar
United Airlines
Nov 18
LRD5:22 pmLaredo
5h 48m
1 stop
ORD11:10 pmChicago O'Hare Intl
Nov 22
ORD6:00 amChicago O'Hare Intl
5h 18m
1 stop
LRD11:18 amLaredo
$309
Find similar
United Airlines
Dec 12
LRD5:27 pmLaredo
5h 29m
1 stop
ORD10:56 pmChicago O'Hare Intl
Dec 17
ORD4:45 pmChicago O'Hare Intl
6h 54m
1 stop
LRD11:39 pmLaredo
$359
Find similar

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
Dec 8
LRD6:42 pmLaredo
4h 53m
1 stop
ORD11:35 pmChicago O'Hare Intl
Dec 13
ORD3:14 pmChicago O'Hare Intl
7h 24m
1 stop
LRD10:38 pmLaredo
$232
Find similar
American Airlines
Nov 6
LRD6:20 pmLaredo
5h 11m
1 stop
ORD11:31 pmChicago O'Hare Intl
Nov 8
ORD8:10 amChicago O'Hare Intl
5h 44m
1 stop
LRD1:54 pmLaredo
$371
Find similar
American Airlines
Dec 23
LRD6:08 pmLaredo
5h 07m
1 stop
ORD11:15 pmChicago O'Hare Intl
Jan 2
ORD2:50 pmChicago O'Hare Intl
4h 53m
1 stop
LRD7:43 pmLaredo
$461
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 November 3, 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

Tue 12/30

5:30 pm-12:14 am

1 stop6h 44m

Chicago O'Hare Intl

Sat 1/10

2:17 pm-7:57 pm

1 stop5h 40m

$205

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 12/8

6:42 pm-11:35 pm

1 stop4h 53m

Chicago O'Hare Intl

Sat 12/13

3:14 pm-10:38 pm

1 stop7h 24m

$232

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 11/18

5:22 pm-11:10 pm

1 stop5h 48m

Chicago O'Hare Intl

Sat 11/22

6:00 am-11:18 am

1 stop5h 18m

$309

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 12/12

5:27 pm-10:56 pm

1 stop5h 29m

Chicago O'Hare Intl

Wed 12/17

4:45 pm-11:39 pm

1 stop6h 54m

$359

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/23

5:30 pm-12:14 am

1 stop6h 44m

Chicago O'Hare Intl

Fri 1/2

8:54 am-4:12 pm

1 stop7h 18m

$380

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/30

5:30 pm-12:14 am

1 stop6h 44m

Chicago O'Hare Intl

Sat 1/10

7:40 pm-2:42 pm

2 stops19h 02m

$396

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 12/22

5:30 pm-10:37 pm

1 stop5h 07m

Chicago O'Hare Intl

Fri 1/2

7:35 am-4:12 pm

1 stop8h 37m

$434

LaredoChicago

LRD - ORD

LRDORD

Laredo

Mon 12/8

12:05 pm-7:46 pm

1 stop7h 41m

Chicago O'Hare Intl

Sat 12/13

6:05 pm-11:19 am

2 stops17h 14m

$438

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 12/12

5:27 pm-12:15 am

1 stop6h 48m

Chicago O'Hare Intl

Wed 12/17

10:50 am-11:39 pm

2 stops12h 49m

$446

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 12/23

6:08 pm-11:15 pm

1 stop5h 07m

Chicago O'Hare Intl

Fri 1/2

2:50 pm-7:43 pm

1 stop4h 53m

$461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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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 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 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?

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

Direct flights

None
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 4h 53m, 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
11,037 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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
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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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