$272 Cheap Flights from Valledupar (VUP) to Chicago (ORD)

View $272 flight on Wed, May 27, 2026Opens in a new window

Popular airlines from Valledupar (VUP-Alfonso Lopez Pumarejo) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Valledupar to Chicago (VUP-ORD)

Prices were available within the past 7 days and start at $272 for one-way flights and $389 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

avianca
Mon, Mar 16 - Mon, Mar 23
VUP
Valledupar
ORD
Chicago
$389 Roundtrip, found 3 days ago
$389
Roundtrip
found 3 days ago
Select avianca flight, departing Mon, Mar 16 from Valledupar to Chicago, returning Mon, Mar 23, priced at $389 found 3 days ago
avianca
Thu, Feb 26 - Mon, Mar 2
VUP
Valledupar
ORD
Chicago
$431 Roundtrip, found 6 days ago
$431
Roundtrip
found 6 days ago
Select avianca flight, departing Thu, Feb 26 from Valledupar to Chicago, returning Mon, Mar 2, priced at $431 found 6 days ago
avianca
Mon, Mar 2 - Fri, Mar 6
VUP
Valledupar
ORD
Chicago
$435 Roundtrip, found 3 days ago
$435
Roundtrip
found 3 days ago
Select avianca flight, departing Mon, Mar 2 from Valledupar to Chicago, returning Fri, Mar 6, priced at $435 found 3 days ago
avianca
Mon, Mar 2 - Fri, Mar 6
VUP
Valledupar
ORD
Chicago
$457 Roundtrip, found 3 days ago
$457
Roundtrip
found 3 days ago
Select avianca flight, departing Mon, Mar 2 from Valledupar to Chicago, returning Fri, Mar 6, priced at $457 found 3 days ago
avianca
Thu, Feb 26 - Mon, Mar 2
VUP
Valledupar
ORD
Chicago
$461 Roundtrip, found 6 days ago
$461
Roundtrip
found 6 days ago
Select avianca flight, departing Thu, Feb 26 from Valledupar to Chicago, returning Mon, Mar 2, priced at $461 found 6 days ago
avianca
Thu, Feb 26 - Mon, Mar 2
VUP
Valledupar
ORD
Chicago
$489 Roundtrip, found 6 days ago
$489
Roundtrip
found 6 days ago
Select avianca flight, departing Thu, Feb 26 from Valledupar to Chicago, returning Mon, Mar 2, priced at $489 found 6 days ago
avianca
Mon, Mar 2 - Fri, Mar 6
VUP
Valledupar
ORD
Chicago
$503 Roundtrip, found 3 days ago
$503
Roundtrip
found 3 days ago
Select avianca flight, departing Mon, Mar 2 from Valledupar to Chicago, returning Fri, Mar 6, priced at $503 found 3 days ago
avianca
Thu, Feb 26 - Mon, Mar 2
VUP
Valledupar
ORD
Chicago
$512 Roundtrip, found 6 days ago
$512
Roundtrip
found 6 days ago
Select avianca flight, departing Thu, Feb 26 from Valledupar to Chicago, returning Mon, Mar 2, priced at $512 found 6 days ago
avianca
Mon, Mar 2 - Fri, Mar 6
VUP
Valledupar
ORD
Chicago
$526 Roundtrip, found 3 days ago
$526
Roundtrip
found 3 days ago
Select avianca flight, departing Mon, Mar 2 from Valledupar to Chicago, returning Fri, Mar 6, priced at $526 found 3 days ago
United
Tue, Jun 23 - Mon, Jul 6
VUP
Valledupar
ORD
Chicago
$946 Roundtrip, found 5 days ago
$946
Roundtrip
found 5 days ago
Select United flight, departing Tue, Jun 23 from Valledupar to Chicago, returning Mon, Jul 6, priced at $946 found 5 days ago

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Frequently asked questions

How much does a flight from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $272 or cheap return flight from $389 from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD) 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 Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD)?
Planning your trip for March is a great way to save, as it's the cheapest month for flights between VUP and ORD. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find the carrier with the cheapest VUP to ORD flight.
How many flights per day from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD)?
Direct flights from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from VUP to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD)?
To land at O'Hare Intl. Airport (ORD) on schedule, select a flight that takes off from Alfonso Lopez Pumarejo Airport (VUP) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until right before your break to book a ticket from VUP to ORD often results in higher prices. Although you may find some last-minute discounts, they're not always guaranteed. Keep your travel schedule open to boost your chances of snagging a bargain.
Is it cheaper to book a VUP to ORD flight and hotel package?
Opting for a VUP to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our impressive range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Alfonso Lopez Pumarejo Airport (VUP) to O'Hare Intl. Airport (ORD)?
Typically, you can modify or cancel your VUP to ORD flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like further information, visit our Customer Service portal.

Travel information

Origin airport
Alfonso Lopez Pumarejo
Destination airport
O'Hare Intl.
Roundtrip price
$388
Distance
2353 mi

Book with confidence

Valledupar to Chicago Flights

The cheapest times to fly from Valledupar to Chicago

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 Valledupar to Chicago are during the month of March. You can find some of the cheapest flights from Valledupar to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Valledupar to Chicago

Sunday is one of the best days to book for cheap flights from Valledupar to Chicago: 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 Valledupar to Chicago

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 Valledupar to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $272 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 Valledupar to Chicago 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 Valledupar to Chicago 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.

 

Valledupar to Chicago Flights

*Flight schedules are subject to change.

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*Available to One Key members.