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Cheap flights from Harlingen, Texas to Chicago from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Harlingen, Texas to Chicago departing on 12/3. 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 Harlingen, Texas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:02 pm - 11:35 pmHRL-ORD
7h 33m1 stop
American Airlines Logo
8:11 am - 3:30 pmORD-HRL
7h 19m1 stop
$251American Airlines
Find Deal
mié., dic. 3 - mié., dic. 10
United Airlines Logo
5:25 pm - 11:11 pmHRL-ORD
5h 46m1 stop
United Airlines Logo
5:45 am - 11:13 amORD-HRL
5h 28m1 stop
$269United Airlines
Find Deal
mié., abr. 8 - mar., abr. 14
American Airlines Logo
4:02 pm - 11:35 pmHRL-ORD
7h 33m1 stop
American Airlines Logo
5:18 am - 11:40 amORD-HRL
6h 22m1 stop
$280American Airlines
Find Deal
mié., dic. 3 - mié., dic. 10
American Airlines Logo
6:10 pm - 11:35 pmHRL-ORD
5h 25m1 stop
American Airlines Logo
5:18 am - 11:40 amORD-HRL
6h 22m1 stop
$289American Airlines
Find Deal
vie., dic. 12 - dom., dic. 14
Southwest Logo
6:20 am - 6:25 pmHRL-ORD
12h 05m2 stops
Southwest Logo
11:55 am - 5:20 pmORD-HRL
5h 25m1 stop
$314Southwest
Find Deal
mié., abr. 8 - mar., abr. 14
Southwest Logo
6:55 am - 1:15 pmHRL-ORD
6h 20m1 stop
Southwest Logo
2:40 pm - 11:00 pmORD-HRL
8h 20m2 stops
$324Southwest
Find Deal
jue., abr. 9 - lun., abr. 13
Delta Logo
3:39 pm - 9:36 pmHRL-ORD
5h 57m1 stop
Delta Logo
6:00 am - 2:46 pmORD-HRL
8h 46m1 stop
$339Delta
Find Deal
vie., nov. 28 - dom., dic. 7
Southwest Logo
6:20 am - 6:25 pmHRL-ORD
12h 05m2 stops
Southwest Logo
11:55 am - 10:00 pmORD-HRL
10h 05m2 stops
$353Southwest
Find Deal
mié., abr. 8 - mar., abr. 14
American Airlines Logo
6:00 am - 11:03 amHRL-ORD
5h 03m1 stop
American Airlines Logo
8:25 am - 2:13 pmORD-HRL
5h 48m1 stop
$375American Airlines
Find Deal
mar., feb. 24 - mié., feb. 25
Southwest Logo
10:30 am - 9:50 pmHRL-ORD
11h 20m2 stops
Southwest Logo
2:15 pm - 10:30 pmORD-HRL
8h 15m2 stops
$399Southwest
Find Deal
sáb., dic. 6 - dom., dic. 14

American Airlines flights from Harlingen, Texas to Chicago O'Hare Intl Airport

Our best American Airlines deals on Harlingen, Texas to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 2
HRL6:38 pmHarlingen Valley Intl
4h 53m
1 stop
ORD11:31 pmChicago O'Hare Intl
Dec 6
ORD7:15 amChicago O'Hare Intl
8h 15m
1 stop
HRL3:30 pmHarlingen Valley Intl
$251
Find similar
American Airlines
Dec 3
HRL4:02 pmHarlingen Valley Intl
7h 33m
1 stop
ORD11:35 pmChicago O'Hare Intl
Dec 10
ORD5:18 amChicago O'Hare Intl
6h 22m
1 stop
HRL11:40 amHarlingen Valley Intl
$280
Find similar
American Airlines
Dec 12
HRL6:10 pmHarlingen Valley Intl
5h 25m
1 stop
ORD11:35 pmChicago O'Hare Intl
Dec 14
ORD5:18 amChicago O'Hare Intl
6h 22m
1 stop
HRL11:40 amHarlingen Valley Intl
$289
Find similar

United Airlines flights from Harlingen, Texas to Chicago O'Hare Intl Airport

Our best United Airlines deals on Harlingen, Texas to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 8
HRL5:25 pmHarlingen Valley Intl
5h 46m
1 stop
ORD11:11 pmChicago O'Hare Intl
Apr 14
ORD5:45 amChicago O'Hare Intl
5h 28m
1 stop
HRL11:13 amHarlingen Valley Intl
$269
Find similar
United Airlines
Dec 6
HRL7:00 amHarlingen Valley Intl
11h 38m
2 stops
ORD6:38 pmChicago O'Hare Intl
Dec 14
ORD6:00 amChicago O'Hare Intl
5h 04m
1 stop
HRL11:04 amHarlingen Valley Intl
$453
Find similar
United Airlines
Dec 3
HRL9:20 amHarlingen Valley Intl
10h 50m
2 stops
ORD8:10 pmChicago O'Hare Intl
Dec 10
ORD4:45 pmChicago O'Hare Intl
5h 04m
1 stop
HRL9:49 pmHarlingen Valley Intl
$470
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen, Texas to Chicago O'Hare Intl Airport 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 noviembre 17, 2025.
Use the filters below to find and compare flights from Harlingen, Texas to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mié. 12/3

4:02 pm-11:35 pm

1 stop7h 33m

Chicago O'Hare Intl

mié. 12/10

8:11 am-3:30 pm

1 stop7h 19m

$251

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mié. 4/8

5:25 pm-11:11 pm

1 stop5h 46m

Chicago O'Hare Intl

mar. 4/14

5:45 am-11:13 am

1 stop5h 28m

$269

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mié. 12/3

4:02 pm-11:35 pm

1 stop7h 33m

Chicago O'Hare Intl

mié. 12/10

5:18 am-11:40 am

1 stop6h 22m

$280

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

vie. 12/12

6:10 pm-11:35 pm

1 stop5h 25m

Chicago O'Hare Intl

dom. 12/14

5:18 am-11:40 am

1 stop6h 22m

$289

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mié. 4/8

6:20 am-6:25 pm

2 stops12h 05m

Chicago O'Hare Intl

mar. 4/14

11:55 am-5:20 pm

1 stop5h 25m

$314

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

jue. 4/9

6:55 am-1:15 pm

1 stop6h 20m

Chicago O'Hare Intl

lun. 4/13

2:40 pm-11:00 pm

2 stops8h 20m

$324

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

vie. 11/28

3:39 pm-9:36 pm

1 stop5h 57m

Chicago O'Hare Intl

dom. 12/7

6:00 am-2:46 pm

1 stop8h 46m

$339

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mié. 4/8

6:20 am-6:25 pm

2 stops12h 05m

Chicago O'Hare Intl

mar. 4/14

11:55 am-10:00 pm

2 stops10h 05m

$353

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

mar. 2/24

6:00 am-11:03 am

1 stop5h 03m

Chicago O'Hare Intl

mié. 2/25

8:25 am-2:13 pm

1 stop5h 48m

$375

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

sáb. 12/6

10:30 am-9:50 pm

2 stops11h 20m

Chicago O'Hare Intl

dom. 12/14

2:15 pm-10:30 pm

2 stops8h 15m

$399

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Harlingen, Texas to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Harlingen, Texas averaging around $282.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $261. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Harlingen, Texas because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $676.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Harlingen, Texas in the evening is the least expensive time of day to depart. momondo users have found prices as low as $377 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $676. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Harlingen Valley Intl to Chicago O'Hare Intl flight route?

Fly from Harlingen Valley Intl to Chicago O'Hare Intl for the best Harlingen Valley Intl - Chicago O'Hare Intl flight prices

What cabin class options are available on Harlingen Valley Intl to Chicago O'Hare Intl flights?

There is only 1 cabin class available to choose from on Harlingen Valley Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Harlingen, Texas to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Harlingen, Texas to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Harlingen, Texas to Chicago O'Hare Intl Airport (HRL to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Harlingen, Texas to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Harlingen, Texas to Chicago O'Hare Intl Airport. There are no popular flight routes from Harlingen, Texas to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Harlingen Valley Intl to Chicago O'Hare Intl by plane?

    A flight from Harlingen Valley Intl to Chicago O'Hare Intl will travel around 1223.5 mi. Typically, this will take 4h 53m by plane in normal conditions.

  • When did momondo last update prices for flights from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Harlingen Valley Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Harlingen, Texas to Chicago O'Hare Intl Airport?

Best airlines flying from Harlingen, Texas to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Harlingen, Texas to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $217Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
SouthwestPriceFrom $252Free CancellationRating
8.0
4,245 reviews
Search Southwest flights
United AirlinesPriceFrom $288Free CancellationRating
7.4
9,014 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Harlingen to Chicago?

Finding the right flight to Chicago from Harlingen 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 Harlingen to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Harlingen which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Harlingen to Chicago?

Once all potential Harlingen to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Harlingen to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Harlingen to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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