Cheap Flights from Harlingen (HRL) to Chicago (MDW)

Popular airlines from Valley Intl. Airport (HRL) to Chicago Midway Airport (MDW)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 55% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Frequently asked questions

How much is a flight from Valley Intl. Airport to Chicago Airport?
If you're travelling from HRL to Midway Airport, round-trip flights start from . This figure is based on airfares listed within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Valley Intl. Airport (HRL) to MDW?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from HRL to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for HRL to MDW flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Valley Intl. Airport (HRL) to Midway Intl. Airport (MDW)?
It's around 1,950 kilometres between HRL and Midway Intl. Airport (MDW), so you'll be in your seat for a while. Keep yourself entertained with things like playing cards (if you're travelling with friends) or a good old-fashioned book.
Which airlines fly direct from Valley Intl. Airport (HRL) to MDW?
Flying directly between Valley Intl. Airport and Midway Intl. Airport (MDW) isn't possible at this time. However, you'll still be able to book a flight to Chicago with at least one stop.
Are Valley Intl. Airport to MDW flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes pick up a bargain, with some of the cheapest fares from Valley Intl. Airport to Midway Intl. Airport (MDW) showing up a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates the best flight deals regularly — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines publish prices that far in advance.

Travel information

Travel information

Origin airport
Valley Intl.
Destination airport
Midway Intl.
Distance
1942 km

Book with confidence

Book with confidence

Harlingen to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Harlingen to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with HRL to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Harlingen for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Harlingen to Chicago Flights
*Available to Expedia members.