$189 Cheap Flights from Valdosta (VLD) to Chicago (MDW)

View $189 flight on Tue, Nov 11, 2025Opens in a new window

Popular airlines from Valdosta, GA (VLD-Valdosta Regional) to Chicago Midway Airport (MDW)

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Cheap Flights from Valdosta to Chicago (VLD-MDW)

Prices were available within the past 7 days and start at $189 for one-way flights and $281 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Jan 9 - Sun, Jan 11
VLD
Valdosta
MDW
Chicago
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 9 from Valdosta to Chicago, returning Sun, Jan 11, priced at $281 found 2 days ago
Delta
Fri, Jan 9 - Sun, Jan 11
VLD
Valdosta
MDW
Chicago
$310 Roundtrip, found 2 days ago
$310
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 9 from Valdosta to Chicago, returning Sun, Jan 11, priced at $310 found 2 days ago
Delta
Thu, Dec 18 - Wed, Dec 24
VLD
Valdosta
MDW
Chicago
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Dec 18 from Valdosta to Chicago, returning Wed, Dec 24, priced at $339 found 2 days ago
Delta
Fri, Jan 9 - Sun, Jan 11
VLD
Valdosta
MDW
Chicago
$351 Roundtrip, found 2 days ago
$351
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 9 from Valdosta to Chicago, returning Sun, Jan 11, priced at $351 found 2 days ago
Delta
Wed, Dec 3 - Tue, Dec 16
VLD
Valdosta
MDW
Chicago
$367 Roundtrip, found 5 days ago
$367
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 3 from Valdosta to Chicago, returning Tue, Dec 16, priced at $367 found 5 days ago
Delta
Thu, Nov 27 - Sat, Nov 29
VLD
Valdosta
MDW
Chicago
$371 Roundtrip, found 4 days ago
$371
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 27 from Valdosta to Chicago, returning Sat, Nov 29, priced at $371 found 4 days ago
Delta
Thu, Dec 11 - Tue, Dec 23
VLD
Valdosta
MDW
Chicago
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Dec 11 from Valdosta to Chicago, returning Tue, Dec 23, priced at $377 found 5 days ago
Delta
Fri, Jan 9 - Sun, Jan 11
VLD
Valdosta
MDW
Chicago
$379 Roundtrip, found 2 days ago
$379
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 9 from Valdosta to Chicago, returning Sun, Jan 11, priced at $379 found 2 days ago
Delta
Fri, Jan 9 - Sun, Jan 11
VLD
Valdosta
MDW
Chicago
$380 Roundtrip, found 2 days ago
$380
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jan 9 from Valdosta to Chicago, returning Sun, Jan 11, priced at $380 found 2 days ago
Delta
Wed, Nov 12 - Sat, Nov 29
VLD
Valdosta
MDW
Chicago
$382 Roundtrip, found 5 days ago
$382
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Nov 12 from Valdosta to Chicago, returning Sat, Nov 29, priced at $382 found 5 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $422
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $422

Frequently asked questions

How much does a flight from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight from $189 or cheap return flight from $281 from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW)?
January is the most affordable month to fly from VLD to MDW. Traveling outside of peak seasons is often the key to finding better deals on flights.
What is the cheapest airline that flies from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest VLD to MDW flight.
How many flights per day from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW)?
Direct flights from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW) 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 dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from VLD to MDW?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* But this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW)?
To touch down at Midway Intl. Airport (MDW) on schedule, choose a flight that leaves Valdosta Regional Airport (VLD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW) last-minute?
Last-minute bookings from VLD to MDW are generally more expensive. To lock in the lowest rates, start searching for flights well in advance. That said, if your travel plans are flexible, it's possible to find a cheap fare right before your trip.
Is it cheaper to book a VLD to MDW flight and hotel package?
Booking a VLD to MDW flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Pick from our impressive range of hotels and then add flights, activities 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 Valdosta Regional Airport (VLD) to Midway Intl. Airport (MDW)?
In most cases, you can modify or cancel your VLD to MDW flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you'd like further details, visit our Customer Service portal.

Travel information

Origin airport
Valdosta Regional
Destination airport
Midway Intl.
Roundtrip price
$280
Distance
799 mi

Book with confidence

Valdosta to Chicago Flights

The cheapest times to fly from Valdosta 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 Valdosta to Chicago are during the month of January. You can find some of the cheapest flights from Valdosta to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Valdosta to Chicago

Sunday is one of the best days to book for cheap flights from Valdosta 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 Valdosta 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 Valdosta to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $189 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 Valdosta 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 Valdosta 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.

 

Valdosta to Chicago Flights

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