Cheap Flights from Chicago (MDW) to Valledupar (VUP)

Popular airlines from Chicago Midway Airport (MDW) to Valledupar (VUP-Alfonso Lopez Pumarejo)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP) cost?
Secure a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP)?
The cheapest month to fly from MDW to VUP is , when there's less demand. Off-peak months are usually when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP)?
To find the cheapest airline flying from MDW to VUP, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP)?
You'll have to catch a flight with a layover when traveling from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from MDW to VUP?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary depending on a number of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP) route, travel before 3 PM. Later departures are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP) last-minute?
Booking your ticket from MDW to VUP just before your trip is usually more expensive. However, if you're flexible with your itinerary, you could snag a cheap last-minute fare.
Is it cheaper to book a MDW to VUP flight and hotel package?
You'll generally save money by booking a MDW to VUP flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've selected your ideal flights and accommodations, consider other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Alfonso Lopez Pumarejo Airport (VUP)?
If you reserved your MDW to VUP flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Alfonso Lopez Pumarejo
Distance
2337 mi

Book with confidence

Chicago to Valledupar Flights

The cheapest times to fly from Chicago to Valledupar

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Valledupar are during the month of . You can find some of the cheapest flights from Chicago to Valledupar with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Valledupar

Sunday is one of the best days to book for cheap flights from Chicago to Valledupar: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Valledupar

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Valledupar in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Valledupar flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Valledupar airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Valledupar Flights

Explore a world of travel with Expedia

*Available to One Key members.