HRL - ORD

$129 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 4/13. 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, 0 bags

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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$257
Southwest
Thu 4/23Tue 4/28
HRL - ORD • 1 stop
Cheapest one-way
$129
Typical prices: $139-$163
Southwest
Mon 4/13
HRL - ORD • 1 stop
Top airlines
Cheapest • from $257 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Harlingen and O'Hare Intl. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $276 (round-trip)
Shortest trip • 5h 29m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

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

Thu, Apr 23 - Tue, Apr 28
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
11:55 am - 5:20 pm
ORD
-
HRL
5h 25m
1 stop
$257Southwest
Sun, May 17 - Wed, May 20
Southwest Logo
7:00 am - 1:15 pm
HRL
-
ORD
6h 15m
1 stop
Southwest Logo
2:40 pm - 10:00 pm
ORD
-
HRL
7h 20m
2 stops
$262Southwest
Thu, Apr 23 - Sun, Apr 26
United Airlines Logo
5:18 pm - 12:45 am
HRL
-
ORD
7h 27m
1 stop
United Airlines Logo
5:48 am - 11:23 am
ORD
-
HRL
5h 35m
1 stop
$277United Airlines
Thu, Apr 23 - Tue, Apr 28
Southwest Logo
6:55 am - 1:15 pm
HRL
-
ORD
6h 20m
1 stop
Southwest Logo
11:55 am - 10:00 pm
ORD
-
HRL
10h 05m
2 stops
$282Southwest
Sat, Jun 13 - Tue, Jun 16
United Airlines Logo
5:20 pm - 11:15 pm
HRL
-
ORD
5h 55m
1 stop
United Airlines Logo
2:05 pm - 7:49 pm
ORD
-
HRL
5h 44m
1 stop
$293United Airlines
Sun, May 17 - Wed, May 20
Southwest Logo
7:00 am - 1:15 pm
HRL
-
ORD
6h 15m
1 stop
Southwest Logo
3:45 pm - 8:55 pm
ORD
-
HRL
5h 10m
1 stop
$296Southwest
Sat, Apr 11 - Sat, Apr 18
United Airlines Logo
5:18 pm - 11:15 pm
HRL
-
ORD
5h 57m
1 stop
United Airlines Logo
2:05 pm - 7:40 pm
ORD
-
HRL
5h 35m
1 stop
$301United Airlines
Tue, Jun 30 - Tue, Jul 7
American Airlines Logo
4:57 pm - 12:42 am
HRL
-
ORD
7h 45m
1 stop
American Airlines Logo
5:00 am - 10:07 am
ORD
-
HRL
5h 07m
1 stop
$307American Airlines
Thu, Apr 23 - Sun, Apr 26
Southwest Logo
6:55 am - 3:30 pm
HRL
-
ORD
8h 35m
2 stops
Southwest Logo
3:45 pm - 11:00 pm
ORD
-
HRL
7h 15m
1 stop
$322Southwest
Thu, Apr 23 - Tue, Apr 28
Southwest Logo
6:55 am - 3:30 pm
HRL
-
ORD
8h 35m
2 stops
Southwest Logo
11:55 am - 10:00 pm
ORD
-
HRL
10h 05m
2 stops
$327Southwest
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.

Which airlines provide the cheapest flights from Harlingen to Chicago O'Hare Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Harlingen to Chicago O'Hare Airport were found on Southwest ($257) and United Airlines ($277).

Good to know

Cheapest flight$129
Most popular time to fly and prices are also 13% 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 $129 for a one-way ticket and $257 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 $408 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 4318 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
Airline reviews

I elected to pay for the upgrades and found very little difference

6.0 GoodChris, Mar 2026
DAL - SAT
Read more Southwest reviews

I elected to pay for the upgrades and found very little difference

WiFi was not working and didn’t have a beverage service

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Great vacation. Can't wait till next year for another one.

The seats were comfortable, and the boarding process was pretty smooth.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Everything you need to know for your flight from Harlingen to O'Hare Intl

Information on your arrival and departure airports