HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Harlingen

Cheap flights from Midway (MDW) to Harlingen, TX (HRL)

MDW — HRL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Harlingen with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Harlingen

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Harlingen (HRL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Popular in

January

Cheapest in

October

Average price

$310
Highest demand for flights based on searches. 19% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Best time to book a flight from Midway to Harlingen

Have a flexible travel schedule? Discover the best time to fly to Harlingen from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Harlingen

Get insights into the airlines that provide service to Harlingen. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Harlingen. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Harlingen, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Harlingen. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Harlingen from Chicago Midway?

    Harlingen Valley Intl (HRL), located 3.7 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Harlingen. 1 airline have flights to Valley Intl from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Harlingen Valley Intl should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

  • What is the cheapest airline to fly from Chicago Midway Airport to Harlingen, Texas round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Harlingen, Texas round-trip from $278. Southwest is 26% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Midway to Harlingen that include hotel bookings?

    Yes. In addition to deals on Midway to Harlingen flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Harlingen?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Harlingen.

  • Can I find deals for business class flights from Midway to Harlingen?

    Yes. Cheapflights offers flight deals from Midway to Harlingen by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Harlingen, Texas?

    Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Harlingen, Texas (average of $267). Flying from Chicago Midway Airport to Harlingen, Texas in June is currently the most expensive (average of $382). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Harlingen

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dallas/Fort Worth flights
Midway to Dallas/Fort Worth flights
Midway to Hobby flights
O'Hare Intl to Austin flights
O'Hare Intl to Hobby flights
O'Hare Intl to Love Field flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to San Antonio flights
Midway to George Bush Intcntl flights
Midway to Love Field flights
Midway to Austin flights
Midway to San Antonio flights
O'Hare Intl to El Paso flights
O'Hare Intl to McAllen flights
Midway to El Paso flights
O'Hare Intl to Brownsville flights
O'Hare Intl to Lubbock flights
O'Hare Intl to Harlingen flights
O'Hare Intl to Corpus Christi flights
O'Hare Intl to Midland flights
O'Hare Intl to Laredo flights
O'Hare Intl to Amarillo flights
O'Hare Intl to Waco flights
O'Hare Intl to Tyler flights
O'Hare Intl to Texarkana flights
O'Hare Intl to San Angelo flights
O'Hare Intl to Abilene flights
O'Hare Intl to Longview flights
O'Hare Intl to Killeen flights
O'Hare Intl to Carlsbad flights

Top airline flying from Midway to Harlingen

Discover the top airline that operate flights from Midway to Harlingen. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$278Average$392FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.