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Cheap flights from Laredo, Texas to Chicago from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Laredo, Texas to Chicago departing on 10/17. 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

American Airlines Logo
6:39 pm - 11:42 pmLRD-ORD
5h 03m1 stop
American Airlines Logo
7:25 am - 1:54 pmORD-LRD
6h 29m1 stop
$245American Airlines
Find Deal
sáb, nov 1 - qua, nov 5
American Airlines Logo
2:22 pm - 9:14 pmLRD-ORD
6h 52m1 stop
American Airlines Logo
6:45 am - 1:52 pmORD-LRD
7h 07m1 stop
$271American Airlines
Find Deal
ter, out 14 - ter, out 21
United Airlines Logo
9:15 am - 5:09 pmLRD-ORD
7h 54m1 stop
United Airlines Logo
3:58 pm - 9:16 pmORD-LRD
5h 18m1 stop
$283United Airlines
Find Deal
ter, set 30 - sáb, out 4
American Airlines Logo
6:27 pm - 11:52 pmLRD-ORD
5h 25m1 stop
American Airlines Logo
8:25 am - 1:48 pmORD-LRD
5h 23m1 stop
$286American Airlines
Find Deal
qui, out 2 - sáb, out 4
American Airlines Logo
6:39 pm - 11:42 pmLRD-ORD
5h 03m1 stop
American Airlines Logo
5:10 pm - 10:34 pmORD-LRD
5h 24m1 stop
$292American Airlines
Find Deal
sáb, nov 1 - qua, nov 5
Multiple Airlines Logo
10:10 pm - 10:40 amLRD-ORD
12h 30m2 stops
Multiple Airlines Logo
6:15 am - 10:00 pmORD-LRD
15h 45m1 stop
$328Multiple Airlines
Find Deal
seg, set 29 - sex, out 3
United Airlines Logo
12:05 pm - 7:56 pmLRD-ORD
7h 51m1 stop
United Airlines Logo
4:10 pm - 4:08 pmORD-LRD
23h 58m2 stops
$378United Airlines
Find Deal
sáb, nov 1 - qua, nov 5
United Airlines Logo
12:05 pm - 7:56 pmLRD-ORD
7h 51m1 stop
United Airlines Logo
4:10 pm - 4:08 pmORD-LRD
23h 58m2 stops
$379United Airlines
Find Deal
sáb, nov 1 - qua, nov 5
United Airlines Logo
12:05 pm - 7:56 pmLRD-ORD
7h 51m1 stop
United Airlines Logo
4:10 pm - 4:08 pmORD-LRD
23h 58m2 stops
$393United Airlines
Find Deal
sáb, nov 1 - qua, nov 5
United Airlines Logo
9:15 am - 8:10 pmLRD-ORD
10h 55m2 stops
United Airlines Logo
10:35 am - 4:06 pmORD-LRD
5h 31m1 stop
$412United Airlines
Find Deal
ter, out 14 - ter, out 21

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
Sep 20
LRD6:44 pmLaredo
5h 15m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 13
ORD3:14 pmChicago O'Hare Intl
7h 24m
1 stop
LRD10:38 pmLaredo
$244
Find similar
American Airlines
Nov 1
LRD6:39 pmLaredo
5h 03m
1 stop
ORD11:42 pmChicago O'Hare Intl
Nov 5
ORD7:25 amChicago O'Hare Intl
6h 29m
1 stop
LRD1:54 pmLaredo
$245
Find similar
American Airlines
Oct 14
LRD2:22 pmLaredo
6h 52m
1 stop
ORD9:14 pmChicago O'Hare Intl
Oct 21
ORD6:45 amChicago O'Hare Intl
7h 07m
1 stop
LRD1:52 pmLaredo
$271
Find similar

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
Sep 30
LRD9:15 amLaredo
7h 54m
1 stop
ORD5:09 pmChicago O'Hare Intl
Oct 4
ORD3:58 pmChicago O'Hare Intl
5h 18m
1 stop
LRD9:16 pmLaredo
$283
Find similar
United Airlines
Sep 25
LRD5:25 pmLaredo
6h 49m
1 stop
ORD12:14 amChicago O'Hare Intl
Sep 28
ORD6:00 amChicago O'Hare Intl
5h 14m
1 stop
LRD11:14 amLaredo
$369
Find similar
United Airlines
Nov 1
LRD12:05 pmLaredo
7h 51m
1 stop
ORD7:56 pmChicago O'Hare Intl
Nov 5
ORD4:10 pmChicago O'Hare Intl
23h 58m
2 stops
LRD4:08 pmLaredo
$378
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 setembro 17, 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

sáb 11/1

6:39 pm-11:42 pm

1 stop5h 03m

Chicago O'Hare Intl

qua 11/5

7:25 am-1:54 pm

1 stop6h 29m

$245

LaredoChicago

LRD - ORD

LRDORD

Laredo

ter 10/14

2:22 pm-9:14 pm

1 stop6h 52m

Chicago O'Hare Intl

ter 10/21

6:45 am-1:52 pm

1 stop7h 07m

$271

LaredoChicago

LRD - ORD

LRDORD

Laredo

ter 9/30

9:15 am-5:09 pm

1 stop7h 54m

Chicago O'Hare Intl

sáb 10/4

3:58 pm-9:16 pm

1 stop5h 18m

$283

LaredoChicago

LRD - ORD

LRDORD

Laredo

qui 10/2

6:27 pm-11:52 pm

1 stop5h 25m

Chicago O'Hare Intl

sáb 10/4

8:25 am-1:48 pm

1 stop5h 23m

$286

LaredoChicago

LRD - ORD

LRDORD

Laredo

sáb 11/1

6:39 pm-11:42 pm

1 stop5h 03m

Chicago O'Hare Intl

qua 11/5

5:10 pm-10:34 pm

1 stop5h 24m

$292

LaredoChicago

LRD - ORD

LRDORD

Laredo

seg 9/29

10:10 pm-10:40 am

2 stops12h 30m

Chicago O'Hare Intl

sex 10/3

6:15 am-10:00 pm

1 stop15h 45m

$328

LaredoChicago

LRD - ORD

LRDORD

Laredo

sáb 11/1

12:05 pm-7:56 pm

1 stop7h 51m

Chicago O'Hare Intl

qua 11/5

4:10 pm-4:08 pm

2 stops23h 58m

$378

LaredoChicago

LRD - ORD

LRDORD

Laredo

sáb 11/1

12:05 pm-7:56 pm

1 stop7h 51m

Chicago O'Hare Intl

qua 11/5

4:10 pm-4:08 pm

2 stops23h 58m

$379

LaredoChicago

LRD - ORD

LRDORD

Laredo

sáb 11/1

12:05 pm-7:56 pm

1 stop7h 51m

Chicago O'Hare Intl

qua 11/5

4:10 pm-4:08 pm

2 stops23h 58m

$393

LaredoChicago

LRD - ORD

LRDORD

Laredo

ter 10/14

9:15 am-8:10 pm

2 stops10h 55m

Chicago O'Hare Intl

ter 10/21

10:35 am-4:06 pm

1 stop5h 31m

$412

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 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 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?

As of September 2025, prices for Laredo, Texas to Chicago flights are approximately 231% 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

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 5h 03m, 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
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
Saint Joseph
Lansing
Portage
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