HRL - ORD

$119 Find Cheap Flights from Harlingen to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Harlingen to O'Hare Intl departing on 9/30. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Harlingen to Chicago, 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 Harlingen to Chicago, as well as popular online travel agencies
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Cheap Flights from Harlingen to O'Hare Intl (HRL-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Harlingen to O'Hare Intl 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Harlingen to O'Hare Intl

Tue, Sep 9 - Tue, Sep 16
American Airlines Logo
2:51 pm - 8:01 pmHRL-ORD
5h 10m1 stop
American Airlines Logo
3:08 pm - 10:57 pmORD-HRL
7h 49m1 stop
$217American Airlines
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Tue, Sep 9 - Tue, Sep 16
Southwest Logo
7:25 am - 3:20 pmHRL-ORD
7h 55m1 stop
Southwest Logo
4:20 pm - 9:25 pmORD-HRL
5h 05m1 stop
$237Southwest
Find Deal
Sun, Aug 24 - Mon, Sep 8
Southwest Logo
2:45 pm - 9:30 pmHRL-ORD
6h 45m1 stop
Southwest Logo
4:20 pm - 9:30 pmORD-HRL
5h 10m1 stop
$243Southwest
Find Deal
Wed, Aug 13 - Tue, Aug 19
Southwest Logo
7:25 am - 3:20 pmHRL-ORD
7h 55m1 stop
Southwest Logo
4:20 pm - 9:25 pmORD-HRL
5h 05m1 stop
$278Southwest
Find Deal
Wed, Oct 1 - Sun, Oct 5
Southwest Logo
2:10 pm - 9:30 pmHRL-ORD
7h 20m2 stops
Southwest Logo
3:10 pm - 11:05 pmORD-HRL
7h 55m1 stop
$279Southwest
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Tue, Aug 19 - Sat, Aug 23
American Airlines Logo
6:30 pm - 10:01 amHRL-ORD
15h 31m1 stop
American Airlines Logo
10:25 am - 6:00 pmORD-HRL
7h 35m1 stop
$282American Airlines
Find Deal
Wed, Aug 13 - Fri, Aug 22
American Airlines Logo
6:30 pm - 11:43 pmHRL-ORD
5h 13m1 stop
American Airlines Logo
1:21 pm - 6:00 pmORD-HRL
4h 39m1 stop
$300American Airlines
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Tue, Sep 9 - Tue, Sep 16
United Airlines Logo
5:00 am - 6:55 pmHRL-ORD
13h 55m2 stops
United Airlines Logo
10:35 am - 4:02 pmORD-HRL
5h 27m1 stop
$357United Airlines
Find Deal
Sat, Sep 20 - Tue, Sep 23
United Airlines Logo
5:00 am - 5:10 pmHRL-ORD
12h 10m2 stops
United Airlines Logo
7:10 am - 7:33 pmORD-HRL
12h 23m2 stops
$430United Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
United Airlines Logo
5:00 am - 4:45 pmHRL-ORD
11h 45m2 stops
United Airlines Logo
10:35 am - 9:52 pmORD-HRL
11h 17m2 stops
$431United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Harlingen to O'Hare Intl flights

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

How much is a round-trip flight from Harlingen, Texas to Chicago O'Hare Intl Airport?

What’s the cheapest day of the week to fly from Harlingen to Chicago O'Hare Airport?

The average price of all round-trip flights from Harlingen to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Harlingen to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Harlingen to Chicago O'Hare Intl Airport, 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 Harlingen to Chicago O'Hare Intl Airport is March, where tickets cost $236 (return) on average. On the other hand, the most expensive months are April and May, where the average cost of round-trip tickets is $466 and $453 respectively.

Good to know

Low seasonMarch
Cheapest flight$119
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Harlingen to Chicago O'Hare Airport

When to book flights from Harlingen to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Harlingen to O'Hare Intl 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 Harlingen to Chicago O'Hare Airport flights

  • What is the cheapest flight from Harlingen to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Harlingen to Chicago O'Hare Intl Airport was $119 for a one-way ticket and $217 for a round-trip.

  • Do I need a passport to fly between Harlingen and Chicago O'Hare Airport?

    No, a passport isn't needed to fly from Harlingen to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Harlingen to Chicago O'Hare Airport?

    Harlingen airport is called Harlingen Valley Intl and the only airport in Chicago O'Hare Airport is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Harlingen to Chicago O'Hare Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Harlingen to Chicago O'Hare Airport?

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

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

    The two airlines most popular with KAYAK users for flights from Harlingen to Chicago are Southwest and United Airlines. With an average price for the route of $319 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $393 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Harlingen to Chicago O'Hare Airport?

    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 Harlingen to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Harlingen 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 Harlingen to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Harlingen with another airline. Booking your flights between Harlingen and ORD can sometimes prove cheaper using this method.

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

    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 Chicago O'Hare Airport from Harlingen up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Harlingen to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Harlingen to Chicago. 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 Harlingen to O'Hare Intl? 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
SouthwestOverall score based on 4241 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

Plz don't take away free bags and free seating

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

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