HRL - MDW

Find cheap flights from Harlingen to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Nonstop flights
Not available
There are currently no direct flights between Harlingen and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
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Insights
When to travel
September
Cheapest • 6% price drop
October
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Houston Hobby (HOU)
Cheapest • Avg $363 (round-trip)
Austin Bergstrom (AUS)
Shortest trip • 7h 12m (one-way)
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Cheap Flights from Harlingen to Midway (HRL-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Harlingen to Midway

Multiple Airlines Logo
HRL  Harlingen Valley Intl-MDW Chicago Midway Airport
1213 mimulti-stop
Multiple Airlines Logo
MDW  Chicago Midway Airport-HRL Harlingen Valley Intl
1213 mimulti-stop
Multiple Airlines
Booking Insights

Price, demand and travel trends for Harlingen to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Harlingen to Chicago Midway Airport with more confidence.

What is the most popular layover airport when flying from Harlingen to Chicago Midway Airport?

Austin Bergstrom (AUS) and Dallas/Fort Worth (DFW) are the most popular layovers for the Harlingen to Chicago Midway Airport route. 33% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via AUS or DFW.

What is the cheapest layover airport when flying from Harlingen to Chicago Midway Airport?

Flights via Houston Hobby (HOU) offer the most affordable fares, with an average round-trip price of $363. Based on KAYAK data over the past 3 months.

When flying from Harlingen to Chicago Midway Airport which airport offers the shortest layover?

Houston Hobby (HOU) had the shortest average connection time for Harlingen to Chicago Midway Airport layovers at 212 minutes over the past 3 months.

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Key details for Harlingen to Chicago Midway Airport flights

Low season

January
Most popular time to fly with an average 40% increase in price.

When to book flights from Harlingen to Midway

Are your dates flexible? Find out the best times to travel from Harlingen to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Harlingen to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Harlingen to Chicago Midway Airport?

    Flights from Harlingen to Chicago Midway Airport usually depart from Harlingen Valley Intl (HRL) and arrive at Chicago Midway (MDW).

  • What cabin classes can I book on flights from Harlingen to Chicago Midway Airport?

    Only Economy Class is available on flights from Harlingen to Chicago Midway Airport.

  • Which airports do connecting flights from Harlingen to Chicago Midway Airport pass through?

    One-stop flights from Harlingen to Chicago Midway Airport most commonly connect through:

    • Austin Bergstrom (AUS) - 33% of one-stop connections
    • Dallas/Fort Worth (DFW) - 33% of one-stop connections
    • Houston Hobby (HOU) - 33% of one-stop connections

    Austin Bergstrom (AUS) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Harlingen to Chicago Midway Airport?

    Yes. Being flexible with your travel dates can save you up to 43% on the Harlingen to Chicago Midway Airport route. Friday is the cheapest departure day at $292 round-trip on average, while Monday is the most expensive at $512, a difference of $220. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • How long is a flight from Harlingen to Chicago Midway Airport?

    A nonstop flight from Harlingen to Chicago Midway Airport takes 0h 00m, covering 1,213 miles.

  • What are the earliest and latest flights from Harlingen to Chicago Midway Airport?

    These are the earliest and latest flight times available from Harlingen to Chicago Midway Airport:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

  • Do I need a passport to fly from Harlingen to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How much time can I save by choosing a different layover airport from Harlingen to Chicago Midway Airport?

    Flying via Houston Hobby (HOU) gives the shortest average 1-stop total travel time at 5h 24m, compared with 7h 12m via Austin Bergstrom (AUS) and 7h 59m via Dallas/Fort Worth (DFW).

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    · Hertz
    · Dollar
    · Budget
    · Alamo
    · Rent-A-Wreck

  • How much should I expect to pay for a Harlingen to Chicago Midway Airport flight?

    Round-trip flights from Harlingen to Chicago Midway Airport range from $308 to $417, with an average of $338 over the past 12 months. Anything below $308 counts as a good deal.

Your guide to booking Harlingen to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Monday. On this route, Friday flights average $292 - about $220 less than Monday (43% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Harlingen to Chicago Midway Airport trip for September. Fares historically average $318 round-trip in that month - typically $190 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG

Everything you need to know for your flight from Harlingen to Midway

Information on your arrival and departure airports

Harlingen (HRL)
Midway (MDW)