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Cheap flights from Laredo to Chicago from $221

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Laredo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:02 pm - 11:59 pmLRD  Laredo-ORD Chicago O'Hare Intl
5h 57m1 stop Dallas/Fort Worth
American Airlines Logo
12:10 pm - 5:32 pmORD  Chicago O'Hare Intl-LRD Laredo
5h 22m1 stop Dallas/Fort Worth
$255American Airlines
Sat, Oct 10 - Sat, Oct 17
American Airlines Logo
3:53 pm - 9:09 pmLRD  Laredo-ORD Chicago O'Hare Intl
5h 16m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 10:16 amORD  Chicago O'Hare Intl-LRD Laredo
5h 16m1 stop Dallas/Fort Worth
$329American Airlines
Sat, Oct 3 - Sun, Oct 18
United Airlines Logo
2:12 pm - 9:42 pmLRD  Laredo-ORD Chicago O'Hare Intl
7h 30m1 stop Houston George Bush Intcntl
United Airlines Logo
5:53 pm - 11:08 pmORD  Chicago O'Hare Intl-LRD Laredo
5h 15m1 stop Houston George Bush Intcntl
$329United Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
2:12 pm - 9:42 pmLRD  Laredo-ORD Chicago O'Hare Intl
7h 30m1 stop Houston George Bush Intcntl
United Airlines Logo
4:11 pm - 11:08 pmORD  Chicago O'Hare Intl-LRD Laredo
6h 57m1 stop Houston George Bush Intcntl
$329United Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
2:09 pm - 9:35 pmLRD  Laredo-ORD Chicago O'Hare Intl
7h 26m1 stop Houston George Bush Intcntl
United Airlines Logo
10:30 am - 5:04 pmORD  Chicago O'Hare Intl-LRD Laredo
6h 34m1 stop Houston George Bush Intcntl
$345United Airlines
Sat, Jan 9 - Wed, Jan 13
United Airlines Logo
5:44 pm - 10:59 pmLRD  Laredo-ORD Chicago O'Hare Intl
5h 15m1 stop Houston George Bush Intcntl
United Airlines Logo
2:23 pm - 9:46 pmORD  Chicago O'Hare Intl-LRD Laredo
7h 23m1 stop Houston George Bush Intcntl
$365United Airlines
Sat, Jan 9 - Wed, Jan 13
United Airlines Logo
2:09 pm - 9:35 pmLRD  Laredo-ORD Chicago O'Hare Intl
7h 26m1 stop Houston George Bush Intcntl
United Airlines Logo
10:30 am - 5:04 pmORD  Chicago O'Hare Intl-LRD Laredo
6h 34m1 stop Houston George Bush Intcntl
$365United Airlines
Sat, Jan 9 - Wed, Jan 13
American Airlines Logo
6:35 pm - 12:14 amLRD  Laredo-ORD Chicago O'Hare Intl
5h 39m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 10:16 amORD  Chicago O'Hare Intl-LRD Laredo
5h 16m1 stop Dallas/Fort Worth
$382American Airlines
Fri, Oct 2 - Tue, Oct 20
American Airlines Logo
6:02 pm - 11:00 pmLRD  Laredo-ORD Chicago O'Hare Intl
4h 58m1 stop Dallas/Fort Worth
American Airlines Logo
5:59 pm - 11:57 pmORD  Chicago O'Hare Intl-LRD Laredo
5h 58m1 stop Dallas/Fort Worth
$382American Airlines
Mon, Oct 5 - Sat, Oct 17
American Airlines Logo
6:35 pm - 12:14 amLRD  Laredo-ORD Chicago O'Hare Intl
5h 39m1 stop Dallas/Fort Worth
American Airlines Logo
9:40 am - 5:32 pmORD  Chicago O'Hare Intl-LRD Laredo
7h 52m1 stop Dallas/Fort Worth
$382American Airlines
Sat, Oct 3 - Sat, Oct 17

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American Airlines flights from Laredo to Chicago

Our best American Airlines deals on Laredo to Chicago flight tickets
American Airlines
Oct 10
LRD6:02 pmLaredo
5h 57m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 17
ORD12:10 pmChicago O'Hare Intl
5h 22m
1 stop
LRD5:32 pmLaredo
$255
American Airlines
Oct 2
LRD6:35 pmLaredo
5h 39m
1 stop
ORD12:14 amChicago O'Hare Intl
Oct 17
ORD12:10 pmChicago O'Hare Intl
5h 22m
1 stop
LRD5:32 pmLaredo
$382
American Airlines
Sep 25
LRD6:35 pmLaredo
5h 39m
1 stop
ORD12:14 amChicago O'Hare Intl
Sep 30
ORD3:50 pmChicago O'Hare Intl
6h 43m
1 stop
LRD10:33 pmLaredo
$396

United Airlines flights from Laredo to Chicago

Our best United Airlines deals on Laredo to Chicago flight tickets
United Airlines
Oct 1
LRD2:12 pmLaredo
7h 30m
1 stop
ORD9:42 pmChicago O'Hare Intl
Oct 5
ORD4:11 pmChicago O'Hare Intl
6h 57m
1 stop
LRD11:08 pmLaredo
$329
United Airlines
Jan 9
LRD2:09 pmLaredo
7h 26m
1 stop
ORD9:35 pmChicago O'Hare Intl
Jan 13
ORD10:30 amChicago O'Hare Intl
6h 34m
1 stop
LRD5:04 pmLaredo
$345
United Airlines
Jan 9
LRD2:09 pmLaredo
7h 26m
1 stop
ORD9:35 pmChicago O'Hare Intl
Jan 13
ORD10:30 amChicago O'Hare Intl
6h 34m
1 stop
LRD5:04 pmLaredo
$365

momondo Fare Finder

 
Use the filters below to find and compare flights from Laredo to Chicago that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 10/10

6:02 pm-11:59 pm

1 stop5h 57m

Chicago O'Hare Intl

Sat 10/17

12:10 pm-5:32 pm

1 stop5h 22m

$255
Quickest round-trip

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 10/3

3:53 pm-9:09 pm

1 stop5h 16m

Chicago O'Hare Intl

Sun 10/18

5:00 am-10:16 am

1 stop5h 16m

$329

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Thu 10/1

2:12 pm-9:42 pm

1 stop7h 30m

Chicago O'Hare Intl

Mon 10/5

5:53 pm-11:08 pm

1 stop5h 15m

$329

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Thu 10/1

2:12 pm-9:42 pm

1 stop7h 30m

Chicago O'Hare Intl

Mon 10/5

4:11 pm-11:08 pm

1 stop6h 57m

$329

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 1/9

2:09 pm-9:35 pm

1 stop7h 26m

Chicago O'Hare Intl

Wed 1/13

10:30 am-5:04 pm

1 stop6h 34m

$345

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 1/9

5:44 pm-10:59 pm

1 stop5h 15m

Chicago O'Hare Intl

Wed 1/13

2:23 pm-9:46 pm

1 stop7h 23m

$365

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 1/9

2:09 pm-9:35 pm

1 stop7h 26m

Chicago O'Hare Intl

Wed 1/13

10:30 am-5:04 pm

1 stop6h 34m

$365

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Fri 10/2

6:35 pm-12:14 am

1 stop5h 39m

Chicago O'Hare Intl

Tue 10/20

5:00 am-10:16 am

1 stop5h 16m

$382

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Mon 10/5

6:02 pm-11:00 pm

1 stop4h 58m

Chicago O'Hare Intl

Sat 10/17

5:59 pm-11:57 pm

1 stop5h 58m

$382

LaredoChicago

LRD Laredo - ORD Chicago O'Hare Intl

LRDORD

Laredo

Sat 10/3

6:35 pm-12:14 am

1 stop5h 39m

Chicago O'Hare Intl

Sat 10/17

9:40 am-5:32 pm

1 stop7h 52m

$382

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Laredo 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 and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $330 to $488.
The lowest price recently found on this route was $255.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Laredo, with most prices found around $319. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Laredo to Chicago during January average around $344.

Can stopping save me money on Laredo to Chicago flights?

You could potentially save up to 16% on your flight if you consider stops on a Laredo to Chicago flight.

When to book flights from Laredo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Laredo to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Laredo to Chicago (LRD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Laredo to Chicago

Best Price Found

$221

Fastest flight time

5h 40m

Direct flights

None
The best one-way flight to Chicago from Laredo in the past 72 hours is $221. The best round-trip flight deal from Laredo to Chicago found on momondo in the last 72 hours is $255.
The fastest flight from Laredo to Chicago takes 5h 40m
There are no direct flights from Laredo to Chicago. There are no popular flight routes from Laredo to Chicago.
Search flight deals

Frequently asked questions about flying from Laredo to Chicago

  • 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 40m, 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 to Chicago?

Best airlines flying from Laredo to Chicago

Compare and see reviews for airlines that fly from Laredo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $326Free CancellationRating
7.4
10,214 reviews
Search United 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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

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