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CHI - HRL

Find cheap flights from Chicago to Harlingen from $198

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Harlingen departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Harlingen

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Harlingen, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Harlingen, as well as popular online travel agencies
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Harlingen (CHI-HRL)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Harlingen that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:19 am - 9:58 amORD-HRL
4h 39m1 stop
10:05 am - 3:27 pmHRL-ORD
5h 22m1 stop
$198American Airlines
Find Deal
Wed, Sep 4 - Tue, Sep 10
5:00 am - 11:51 amORD-HRL
6h 51m1 stop
4:25 pm - 9:25 pmHRL-ORD
5h 00m1 stop
$283American Airlines
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Sat, Jun 15 - Tue, Jun 18
6:00 am - 11:34 amORD-HRL
5h 34m1 stop
5:51 am - 11:02 amHRL-ORD
5h 11m1 stop
$303American Airlines
Find Deal
Wed, Jun 5 - Wed, Jun 12
11:02 am - 3:44 pmORD-HRL
4h 42m1 stop
10:03 am - 5:24 pmHRL-ORD
7h 21m1 stop
$308American Airlines
Find Deal
Thu, Aug 8 - Tue, Aug 13
6:25 am - 11:50 amORD-HRL
5h 25m1 stop
5:51 am - 11:02 amHRL-ORD
5h 11m1 stop
$309American Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
6:25 am - 11:50 amORD-HRL
5h 25m1 stop
4:25 pm - 10:38 pmHRL-ORD
6h 13m1 stop
$343American Airlines
Find Deal
Tue, May 28 - Wed, Jun 5
6:00 am - 10:51 amORD-HRL
4h 51m1 stop
7:27 am - 8:25 pmHRL-ORD
12h 58m2 stops
$344United Airlines
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Wed, Sep 4 - Tue, Sep 10
5:00 am - 11:50 amORD-HRL
6h 50m1 stop
4:13 pm - 9:15 pmHRL-ORD
5h 02m1 stop
$353American Airlines
Find Deal
Fri, May 31 - Tue, Jul 23
5:00 am - 11:50 amORD-HRL
6h 50m1 stop
5:51 am - 11:02 amHRL-ORD
5h 11m1 stop
$363American Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
2:03 pm - 8:56 pmORD-HRL
6h 53m1 stop
5:15 pm - 12:13 amHRL-ORD
6h 58m1 stop
$382United Airlines
Find Deal
Sat, Jun 15 - Sun, Jun 16

Flights from Chicago to Harlingen - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Harlingen to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Harlingen, Texas flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Harlingen, Texas.
Our data shows that the cheapest route for a one-way flight from Chicago to Harlingen, Texas cost $107 and was between Chicago O'Hare Intl Airport and Harlingen, Texas. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $389.

What’s the cheapest day of the week to fly from Chicago to Harlingen?

The average price of all flights from Chicago to Harlingen, Texas clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Harlingen, you should consider leaving on a Friday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Sundays and the most expensive ones on Fridays.

What is the cheapest month to fly from Chicago to Harlingen, Texas?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Harlingen, Texas, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Harlingen, Texas is January, where tickets cost $261 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $597 and $450 respectively.

How far in advance should I book a flight from Chicago to Harlingen, Texas?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Harlingen, Texas, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Harlingen, Texas, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 19 days before departure.

Which cabin class options are there for flights between Chicago and Harlingen, Texas?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Good to know

Low season

May

High season

December

Cheapest flight

$198
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago O'Hare Airport to Harlingen

When to book flights from Chicago to Harlingen

Are your dates flexible? Find out the best times to travel from Chicago to Harlingen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Harlingen

  • What is the cheapest flight from Chicago to Harlingen, Texas?

    In the last 3 days, the lowest price for a flight from Chicago to Harlingen, Texas was $201 for a one-way ticket and $198 for a round-trip.

  • Do I need a passport to fly between Chicago and Harlingen?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Harlingen?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Harlingen Valley Intl.

  • Which aircraft models fly most regularly from Chicago to Harlingen?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Harlingen flight route.

  • Which airline alliances offer flights from Chicago to Harlingen?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Harlingen, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Harlingen, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Harlingen are United Airlines and American Airlines. With an average price for the route of $408 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $296 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Chicago to Harlingen?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Harlingen.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Harlingen?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Harlingen from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Harlingen?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Harlingen with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Harlingen?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Harlingen from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to Harlingen

  • Looking for a cheap flight? 25% of our users found flights on this route for $137 or less one-way.

Top 3 airlines serving from Chicago to Harlingen

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Harlingen. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Harlingen? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10789 reviews
8.0Entertainment
7.4Food
7.9Comfort
8.6Crew
8.2Boarding
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Harlingen

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Harlingen found on KAYAK in the last 72 hours.
7/4Thu
1 stopUnited Airlines
5h 25mORD-HRL
$201
7/4Thu
2 stopsUnited Airlines
12h 26mORD-HRL
$206

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Last minute flights from Chicago to Harlingen

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Harlingen that are departing in the next 10 days.
5/11Sat
multi-stopUnited Airlines
5h 15mORD-HRL
5/18Sat
multi-stopUnited Airlines
6h 57mHRL-ORD
$363
5/10Fri
multi-stopUnited Airlines
5h 15mORD-HRL
5/12Sun
multi-stopUnited Airlines
5h 48mHRL-ORD
$418
5/11Sat
multi-stopUnited Airlines
10h 34mORD-HRL
5/18Sat
multi-stopUnited Airlines
6h 57mHRL-ORD
$595
5/10Fri
multi-stopUnited Airlines
5h 06mORD-HRL
5/12Sun
multi-stopUnited Airlines
13h 55mHRL-ORD
$629
5/11Sat
multi-stopUnited Airlines
12h 19mORD-HRL
5/18Sat
multi-stopUnited Airlines
11h 39mHRL-ORD
$1,237
5/10Fri
multi-stopUnited Airlines
10h 14mORD-HRL
5/12Sun
multi-stopUnited Airlines
10h 32mHRL-ORD
$1,302

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Flights to Harlingen

Destination:

Harlingen (HRL)United States

Return flight deals:

Harlingen - Chicago

Cabin classes:

$389