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Cheap flights from Harlingen to Chicago from $200

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 to Chicago departing on 5/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:57 pm - 12:39 am
HRL
-
ORD
7h 42m
1 stop
American Airlines Logo
5:00 am - 10:13 am
ORD
-
HRL
5h 13m
1 stop
$285American Airlines
Wed, Jun 24 - Sat, Jun 27
United Airlines Logo
5:05 am - 11:16 am
HRL
-
ORD
6h 11m
1 stop
United Airlines Logo
8:45 am - 3:58 pm
ORD
-
HRL
7h 13m
1 stop
$290United Airlines
Thu, Sep 24 - Sat, Sep 26
United Airlines Logo
5:05 am - 10:15 am
HRL
-
ORD
5h 10m
1 stop
United Airlines Logo
5:30 am - 1:24 pm
ORD
-
HRL
7h 54m
1 stop
$298United Airlines
Thu, Sep 10 - Sun, Sep 13
Delta Logo
2:00 pm - 7:34 pm
HRL
-
ORD
5h 34m
1 stop
Delta Logo
6:00 am - 1:31 pm
ORD
-
HRL
7h 31m
1 stop
$308Delta
Fri, Oct 16 - Mon, Oct 19
Delta Logo
2:00 pm - 9:34 pm
HRL
-
ORD
7h 34m
1 stop
Delta Logo
6:00 am - 1:31 pm
ORD
-
HRL
7h 31m
1 stop
$313Delta
Thu, Oct 8 - Sun, Oct 11
American Airlines Logo
4:57 pm - 12:39 am
HRL
-
ORD
7h 42m
1 stop
American Airlines Logo
5:00 am - 10:13 am
ORD
-
HRL
5h 13m
1 stop
$329American Airlines
Fri, Jun 12 - Sat, Jun 13
American Airlines Logo
4:58 pm - 12:50 am
HRL
-
ORD
7h 52m
1 stop
American Airlines Logo
5:00 am - 10:12 am
ORD
-
HRL
5h 12m
1 stop
$338American Airlines
Tue, Jul 7 - Sat, Jul 11
United Airlines Logo
2:05 pm - 9:40 pm
HRL
-
ORD
7h 35m
1 stop
United Airlines Logo
10:30 am - 3:59 pm
ORD
-
HRL
5h 29m
1 stop
$339United Airlines
Sat, Jul 25 - Wed, Jul 29
United Airlines Logo
5:20 pm - 12:45 am
HRL
-
ORD
7h 25m
1 stop
United Airlines Logo
2:15 pm - 7:49 pm
ORD
-
HRL
5h 34m
1 stop
$347United Airlines
Mon, Jul 6 - Sat, Jul 11
American Airlines Logo
4:58 pm - 12:06 am
HRL
-
ORD
7h 08m
1 stop
American Airlines Logo
10:35 am - 4:31 pm
ORD
-
HRL
5h 56m
1 stop
$349American Airlines
Thu, Sep 24 - Sat, Sep 26

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

Our best American Airlines deals on Harlingen to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 24
HRL4:57 pmHarlingen Valley Intl
7h 42m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 27
ORD5:00 amChicago O'Hare Intl
5h 13m
1 stop
HRL10:13 amHarlingen Valley Intl
$285
American Airlines
Jun 12
HRL4:57 pmHarlingen Valley Intl
7h 42m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 13
ORD5:00 amChicago O'Hare Intl
5h 13m
1 stop
HRL10:13 amHarlingen Valley Intl
$329
American Airlines
Jul 7
HRL4:58 pmHarlingen Valley Intl
7h 52m
1 stop
ORD12:50 amChicago O'Hare Intl
Jul 11
ORD5:00 amChicago O'Hare Intl
5h 12m
1 stop
HRL10:12 amHarlingen Valley Intl
$338

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

Our best United Airlines deals on Harlingen to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 24
HRL5:05 amHarlingen Valley Intl
6h 11m
1 stop
ORD11:16 amChicago O'Hare Intl
Sep 26
ORD8:45 amChicago O'Hare Intl
7h 13m
1 stop
HRL3:58 pmHarlingen Valley Intl
$290
United Airlines
Aug 20
HRL5:18 pmHarlingen Valley Intl
7h 41m
1 stop
ORD12:59 amChicago O'Hare Intl
Aug 24
ORD7:30 amChicago O'Hare Intl
5h 54m
1 stop
HRL1:24 pmHarlingen Valley Intl
$298
United Airlines
Jul 25
HRL2:05 pmHarlingen Valley Intl
7h 35m
1 stop
ORD9:40 pmChicago O'Hare Intl
Jul 29
ORD10:30 amChicago O'Hare Intl
5h 29m
1 stop
HRL3:59 pmHarlingen Valley Intl
$339

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen 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 May 19, 2026.
Use the filters below to find and compare flights from Harlingen to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Wed 6/24

4:57 pm-12:39 am

1 stop7h 42m

Chicago O'Hare Intl

Sat 6/27

5:00 am-10:13 am

1 stop5h 13m

$285

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 9/24

5:05 am-11:16 am

1 stop6h 11m

Chicago O'Hare Intl

Sat 9/26

8:45 am-3:58 pm

1 stop7h 13m

$290

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 9/10

5:05 am-10:15 am

1 stop5h 10m

Chicago O'Hare Intl

Sun 9/13

5:30 am-1:24 pm

1 stop7h 54m

$298

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 10/16

2:00 pm-7:34 pm

1 stop5h 34m

Chicago O'Hare Intl

Mon 10/19

6:00 am-1:31 pm

1 stop7h 31m

$308

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 10/8

2:00 pm-9:34 pm

1 stop7h 34m

Chicago O'Hare Intl

Sun 10/11

6:00 am-1:31 pm

1 stop7h 31m

$313

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Fri 6/12

4:57 pm-12:39 am

1 stop7h 42m

Chicago O'Hare Intl

Sat 6/13

5:00 am-10:13 am

1 stop5h 13m

$329

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Tue 7/7

4:58 pm-12:50 am

1 stop7h 52m

Chicago O'Hare Intl

Sat 7/11

5:00 am-10:12 am

1 stop5h 12m

$338

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Sat 7/25

2:05 pm-9:40 pm

1 stop7h 35m

Chicago O'Hare Intl

Wed 7/29

10:30 am-3:59 pm

1 stop5h 29m

$339

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Mon 7/6

5:20 pm-12:45 am

1 stop7h 25m

Chicago O'Hare Intl

Sat 7/11

2:15 pm-7:49 pm

1 stop5h 34m

$347

HarlingenChicago

HRL - ORD

HRLORD

Harlingen Valley Intl

Thu 9/24

4:58 pm-12:06 am

1 stop7h 08m

Chicago O'Hare Intl

Sat 9/26

10:35 am-4:31 pm

1 stop5h 56m

$349

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 Harlingen 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 typical price of a round-trip flight between Harlingen and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Harlingen averaging around $286.

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

How have Harlingen to Chicago O'Hare Intl Airport flight prices changed over time?

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

Are you open to changing your travel dates? Check out the ideal times to fly from Harlingen 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 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 to Chicago O'Hare Intl Airport

Fastest flight time

5h 10m

Direct flights

None
The fastest flight from Harlingen to Chicago O'Hare Intl Airport takes 5h 10m
There are no direct flights from Harlingen to Chicago O'Hare Intl Airport. There are no popular flight routes from Harlingen to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Harlingen to Chicago O'Hare Intl Airport

  • 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 5h 10m 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 to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Harlingen to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $250Free CancellationRating
7.4
9,732 reviews
Search United Airlines flights
SouthwestPriceFrom $252Free CancellationRating
7.9
4,284 reviews
Search Southwest flights
American AirlinesPriceFrom $288Free CancellationRating
7.1
11,645 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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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