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Cheap flights from Laredo, Texas to Chicago from $214

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 4/6. 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
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
4:40 pm - 10:58 pm
ORD
-
LRD
6h 18m
1 stop
$282American Airlines
Fri, Apr 17 - Tue, Apr 21
United Airlines Logo
3:15 pm - 11:15 pm
LRD
-
ORD
8h 00m
1 stop
United Airlines Logo
6:25 pm - 11:17 pm
ORD
-
LRD
4h 52m
1 stop
$292United Airlines
Sat, Apr 11 - Sat, Nov 7
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
5:00 am - 9:54 am
ORD
-
LRD
4h 54m
1 stop
$319American Airlines
Fri, Apr 24 - Sun, Apr 26
United Airlines Logo
2:06 pm - 9:36 pm
LRD
-
ORD
7h 30m
1 stop
United Airlines Logo
5:30 am - 1:31 pm
ORD
-
LRD
8h 01m
1 stop
$325United Airlines
Sat, May 23 - Wed, Jun 3
American Airlines Logo
6:48 pm - 11:48 pm
LRD
-
ORD
5h 00m
1 stop
American Airlines Logo
6:57 am - 1:54 pm
ORD
-
LRD
6h 57m
1 stop
$339American Airlines
Thu, Apr 23 - Sun, Apr 26
American Airlines Logo
3:34 pm - 9:12 pm
LRD
-
ORD
5h 38m
1 stop
American Airlines Logo
5:00 am - 10:09 am
ORD
-
LRD
5h 09m
1 stop
$340American Airlines
Tue, May 26 - Sat, May 30
American Airlines Logo
2:25 pm - 10:00 pm
LRD
-
ORD
7h 35m
1 stop
American Airlines Logo
6:57 am - 1:54 pm
ORD
-
LRD
6h 57m
1 stop
$342American Airlines
Fri, May 1 - Fri, May 8
Multiple Airlines Logo
9:37 pm - 6:08 am
LRD
-
ORD
8h 31m
1 stop
Multiple Airlines Logo
5:15 am - 8:47 pm
ORD
-
LRD
15h 32m
2 stops
$368Multiple Airlines
Fri, May 1 - Fri, May 8
United Airlines Logo
2:06 pm - 9:36 pm
LRD
-
ORD
7h 30m
1 stop
United Airlines Logo
5:30 am - 1:31 pm
ORD
-
LRD
8h 01m
1 stop
$372United Airlines
Sat, May 23 - Thu, Jun 4
United Airlines Logo
2:06 pm - 9:36 pm
LRD
-
ORD
7h 30m
1 stop
United Airlines Logo
5:30 am - 1:31 pm
ORD
-
LRD
8h 01m
1 stop
$382United Airlines
Sat, May 23 - Tue, Jun 2

American Airlines flights from Laredo, Texas to Chicago

Our best American Airlines deals on Laredo, Texas to Chicago flight tickets
American Airlines
Apr 17
LRD6:48 pmLaredo
5h 00m
1 stop
ORD11:48 pmChicago O'Hare Intl
Apr 21
ORD4:40 pmChicago O'Hare Intl
6h 18m
1 stop
LRD10:58 pmLaredo
$282
American Airlines
Apr 13
LRD6:48 pmLaredo
5h 00m
1 stop
ORD11:48 pmChicago O'Hare Intl
Apr 18
ORD4:40 pmChicago O'Hare Intl
7h 18m
1 stop
LRD11:58 pmLaredo
$292
American Airlines
Apr 24
LRD6:48 pmLaredo
5h 00m
1 stop
ORD11:48 pmChicago O'Hare Intl
Apr 26
ORD5:00 amChicago O'Hare Intl
4h 54m
1 stop
LRD9:54 amLaredo
$319

United Airlines flights from Laredo, Texas to Chicago

Our best United Airlines deals on Laredo, Texas to Chicago flight tickets
United Airlines
May 23
LRD2:06 pmLaredo
7h 30m
1 stop
ORD9:36 pmChicago O'Hare Intl
May 30
ORD5:45 pmChicago O'Hare Intl
5h 14m
1 stop
LRD10:59 pmLaredo
$325
United Airlines
May 23
LRD2:06 pmLaredo
7h 30m
1 stop
ORD9:36 pmChicago O'Hare Intl
Jun 4
ORD5:30 amChicago O'Hare Intl
8h 01m
1 stop
LRD1:31 pmLaredo
$372
United Airlines
May 23
LRD2:06 pmLaredo
7h 30m
1 stop
ORD9:36 pmChicago O'Hare Intl
Jun 2
ORD5:30 amChicago O'Hare Intl
8h 01m
1 stop
LRD1:31 pmLaredo
$382

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 March 19, 2026.
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

Cheapest round-trip

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 4/17

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Tue 4/21

4:40 pm-10:58 pm

1 stop6h 18m

$282

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 4/11

3:15 pm-11:15 pm

1 stop8h 00m

Chicago O'Hare Intl

Sat 11/7

6:25 pm-11:17 pm

1 stop4h 52m

$292
Quickest round-trip

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 4/24

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Sun 4/26

5:00 am-9:54 am

1 stop4h 54m

$319

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 5/23

2:06 pm-9:36 pm

1 stop7h 30m

Chicago O'Hare Intl

Wed 6/3

5:30 am-1:31 pm

1 stop8h 01m

$325

LaredoChicago

LRD - ORD

LRDORD

Laredo

Thu 4/23

6:48 pm-11:48 pm

1 stop5h 00m

Chicago O'Hare Intl

Sun 4/26

6:57 am-1:54 pm

1 stop6h 57m

$339

LaredoChicago

LRD - ORD

LRDORD

Laredo

Tue 5/26

3:34 pm-9:12 pm

1 stop5h 38m

Chicago O'Hare Intl

Sat 5/30

5:00 am-10:09 am

1 stop5h 09m

$340

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 5/1

2:25 pm-10:00 pm

1 stop7h 35m

Chicago O'Hare Intl

Fri 5/8

6:57 am-1:54 pm

1 stop6h 57m

$342

LaredoChicago

LRD - ORD

LRDORD

Laredo

Fri 5/1

9:37 pm-6:08 am

1 stop8h 31m

Chicago O'Hare Intl

Fri 5/8

5:15 am-8:47 pm

2 stops15h 32m

$368

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 5/23

2:06 pm-9:36 pm

1 stop7h 30m

Chicago O'Hare Intl

Thu 6/4

5:30 am-1:31 pm

1 stop8h 01m

$372

LaredoChicago

LRD - ORD

LRDORD

Laredo

Sat 5/23

2:06 pm-9:36 pm

1 stop7h 30m

Chicago O'Hare Intl

Tue 6/2

5:30 am-1:31 pm

1 stop8h 01m

$382

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 February is your next best option. Flight prices from Laredo, Texas to Chicago during February average around $319.

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

5h 59m

Direct flights

None
The fastest flight from Laredo, Texas to Chicago takes 5h 59m
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 59m, 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
7.1
11,473 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
Valparaiso
Schererville
Munster
Crown Point
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