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Harlingen

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

MDW — HRL
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
1 adult, Economy
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Find 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 May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

November

Average price

$311
Provider with most accurate pricing for Chicago Midway-Harlingen Valley Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Harlingen Valley Intl flights.
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Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in May 2026
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Compare providers for flights from Midway to Harlingen

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Harlingen in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Harlingen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Harlingen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Harlingen flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Harlingen flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Harlingen flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 May 26, 2026.
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
4,266 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

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 round-trip?

    Southwest, at $250, was found to be the cheapest airline from Chicago Midway Airport to Harlingen..

  • 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.

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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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$250Average$403FlexibilityNo cancel feeOn-time63%

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