$180 Cheap Flights from Valdosta (VLD) to Chicago (MDW)

View $180 flight on Sat, Nov 15, 2025Opens in a new window

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

Cheap Flights from Valdosta to Chicago (VLD-MDW)

Prices were available within the past 7 days and start at $180 for one-way flights and $341 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 28 - Tue, Nov 11
VLD
Valdosta
MDW
Chicago
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 28 from Valdosta to Chicago, returning Tue, Nov 11, priced at $341 found 1 day ago
Delta
Sat, Oct 25 - Tue, Nov 11
VLD
Valdosta
MDW
Chicago
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 25 from Valdosta to Chicago, returning Tue, Nov 11, priced at $350 found 1 day ago
Delta
Wed, Nov 12 - Wed, Nov 26
VLD
Valdosta
MDW
Chicago
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Nov 12 from Valdosta to Chicago, returning Wed, Nov 26, priced at $354 found 2 days ago
Delta
Tue, Oct 21 - Thu, Nov 6
VLD
Valdosta
MDW
Chicago
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 21 from Valdosta to Chicago, returning Thu, Nov 6, priced at $355 found 1 day ago
Delta
Sat, Oct 25 - Thu, Nov 13
VLD
Valdosta
MDW
Chicago
$359 Roundtrip, found 1 day ago
$359
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 25 from Valdosta to Chicago, returning Thu, Nov 13, priced at $359 found 1 day ago
Delta
Sat, Nov 8 - Wed, Nov 26
VLD
Valdosta
MDW
Chicago
$363 Roundtrip, found 2 days ago
$363
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 8 from Valdosta to Chicago, returning Wed, Nov 26, priced at $363 found 2 days ago
Delta
Fri, Oct 24 - Tue, Nov 11
VLD
Valdosta
MDW
Chicago
$363 Roundtrip, found 1 day ago
$363
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 24 from Valdosta to Chicago, returning Tue, Nov 11, priced at $363 found 1 day ago
Delta
Mon, Oct 20 - Thu, Nov 6
VLD
Valdosta
MDW
Chicago
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 20 from Valdosta to Chicago, returning Thu, Nov 6, priced at $364 found 1 day ago
Delta
Wed, Sep 24 - Sat, Sep 27
VLD
Valdosta
MDW
Chicago
$369 Roundtrip, found 3 days ago
$369
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 24 from Valdosta to Chicago, returning Sat, Sep 27, priced at $369 found 3 days ago
Delta
Tue, Oct 28 - Fri, Nov 7
VLD
Valdosta
MDW
Chicago
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 28 from Valdosta to Chicago, returning Fri, Nov 7, priced at $369 found 1 day 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 $374
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $374
Flights from Valdosta (VLD) to Chicago (MDW)
Origin airport
Valdosta Regional
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$340
Distance
799 mi

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 October. 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 $180 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.

 

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 $180 or cheap return flight from $341 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)?
October 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.

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*Available to One Key members.