HRL - ORD

$135 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 12/30. 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, 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
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Everything you should know

Cheapest round-trip
$251
Typical prices: $248-$481
United Airlines
Wed 1/14Wed 1/21
HRL - ORD • 1 stop
Cheapest one-way
$155
Typical prices: $209-$337
United Airlines
Tue 12/30
HRL - ORD • 1 stop
Top airlines
United Airlines
Cheapest • from $251 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
January
Cheapest • 22% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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

Wed, Jan 14 - Wed, Jan 21
United Airlines Logo
5:25 pm - 10:58 pm
HRL
-
ORD
5h 33m1 stop
United Airlines Logo
7:35 am - 4:06 pm
ORD
-
HRL
8h 31m1 stop
$251United Airlines
Mon, Mar 23 - Mon, Mar 30
Southwest Logo
6:50 am - 2:20 pm
HRL
-
ORD
7h 30m1 stop
Southwest Logo
3:50 pm - 10:05 pm
ORD
-
HRL
6h 15m1 stop
$269Southwest
Tue, Jan 20 - Fri, Jan 23
American Airlines Logo
6:44 pm - 11:44 pm
HRL
-
ORD
5h 00m1 stop
American Airlines Logo
5:05 am - 10:36 am
ORD
-
HRL
5h 31m1 stop
$289American Airlines
Mon, Mar 23 - Mon, Mar 30
Southwest Logo
6:00 am - 2:20 pm
HRL
-
ORD
8h 20m2 stops
Southwest Logo
3:50 pm - 10:05 pm
ORD
-
HRL
6h 15m1 stop
$308Southwest
Sun, Jan 11 - Sun, Jan 18
United Airlines Logo
5:25 pm - 12:28 am
HRL
-
ORD
7h 03m1 stop
United Airlines Logo
3:53 pm - 9:59 pm
ORD
-
HRL
6h 06m1 stop
$323United Airlines
Thu, Mar 12 - Mon, Mar 16
Southwest Logo
6:50 am - 2:20 pm
HRL
-
ORD
7h 30m1 stop
Southwest Logo
4:15 pm - 12:05 am
ORD
-
HRL
7h 50m2 stops
$344Southwest
Mon, Mar 23 - Mon, Mar 30
Southwest Logo
6:00 am - 2:20 pm
HRL
-
ORD
8h 20m2 stops
Southwest Logo
4:15 pm - 12:05 am
ORD
-
HRL
7h 50m2 stops
$347Southwest
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
5:20 pm - 12:26 am
HRL
-
ORD
7h 06m1 stop
United Airlines Logo
2:10 pm - 9:59 pm
ORD
-
HRL
7h 49m1 stop
$348United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
5:20 pm - 12:26 am
HRL
-
ORD
7h 06m1 stop
United Airlines Logo
9:05 am - 9:59 pm
ORD
-
HRL
12h 54m2 stops
$372United Airlines
Tue, Jan 20 - Fri, Jan 23
United Airlines Logo
5:25 pm - 10:58 pm
HRL
-
ORD
5h 33m1 stop
United Airlines Logo
7:40 pm - 4:06 pm
ORD
-
HRL
20h 26m2 stops
$380United Airlines
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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Harlingen, Texas to Chicago O'Hare Intl Airport departing in January.

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 Saturdays 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 January, where tickets cost $280 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $468 and $466 respectively.

Good to know

Low seasonSeptember
Cheapest flight$155
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 9% 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 $135 for a one-way ticket and $251 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Harlingen and Chicago O'Hare Airport, with Star Alliance 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 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $418 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.
7.9
SouthwestOverall score based on 4250 reviews
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
DAL - LAX
Read more Southwest reviews

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

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

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.

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

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

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

Information on your arrival and departure airports