Flight tickets from Chicago Midway (MDW) to Destin-Ft Walton Beach (VPS)

Compare Chicago Midway to Destin-Ft Walton Beach flight deals

Find the cheapest month or even day of the year to fly to Destin-Ft Walton Beach

Book the best Destin-Ft Walton Beach fare with no extra fees

Flight deals from Chicago Midway to Destin-Ft Walton Beach

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Destin-Ft Walton Beach? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago Midway to Destin-Ft Walton Beach

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Destin-Ft Walton Beach flights are currently cheapest in June.

Direct flights from Chicago Midway to Destin-Ft Walton Beach

Chicago Midway to Destin-Ft Walton Beach: Alternative routes

Compare routes from Chicago Midway to Destin below. You may find an airport to fly into that's cheaper, faster, or easier than Destin-Ft Walton Beach.

Chicago to Destin: Flight information

The things to know before you go.
Cheapest flight found₹ 5,353
Cheapest month to flyJune
Average flight time2 hrs, 11 mins
Most popular airlineAllegiant Air
Average flights per week2

Finding cheap flights from Chicago Midway to Destin-Ft Walton Beach: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Destin-Ft Walton Beach is ₹ 9,300. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 11 minutes is the average flight time from Chicago Midway to Destin-Ft Walton Beach.
Allegiant Air flies direct from Chicago Midway to Destin-Ft Walton Beach.
As of February 2026, there are 2 flights per week flying from Chicago Midway to Destin-Ft Walton Beach.
The cheapest month to fly from Chicago Midway to Destin-Ft Walton Beach is usually May.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Destin-Ft Walton Beach Airport on Sunday, 3 May 2026.
Yes – the average flight time is 2 hours and 11 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Destin-Ft Walton Beach but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Destin is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Allegiant Air offers the cheapest flight tickets to Destin-Ft Walton Beach.

Travelling from Chicago Midway International Airport (MDW) to Destin Fort Walton Beach Airport (VPS): what you need to know

  • Around 2 hours 15 minutes is how long you can expect to be travelling on a direct flight from Chicago Midway International Airport to Destin Fort Walton Beach Airport.

  • Your MDW to VPS flight won't wait if you're late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.

  • You'll likely experience longer lines in popular months like July. Arriving up to four hours in advance for international flights and two hours for a domestic departure is a wise move.

  • Allegiant Air is your gateway to exploring Valparaiso (and maybe even some other exciting parts of United States!). Check out the direct flights from Chicago Midway International Airport to Destin Fort Walton Beach Airport offered by this popular carrier.

  • The airline most travellers prefer to fly with on this route is Allegiant Air.

  • Allegiant Air is the most punctual carrier operating MDW to VPS flights.

  • Think about adding a stopover when booking your ticket from Chicago Midway International Airport to Destin Fort Walton Beach Airport. Simply deselect 'Direct flights only' to break up your trip, or even explore someplace new along the way. Here are some options between MDW and VPS:

    • Nashville International Airport

    • Hartsfield-Jackson Atlanta International Airport

    • Pittsburgh International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Destin Fort Walton Beach Airport (VPS)

  • ₹ 5,353 is the best price for a one-way Chicago Midway International Airport to Destin Fort Walton Beach Airport flight. Return flights start at ₹ 9,301. These prices can change based on demand and availability.

  • Score cheap tickets from MDW to VPS by booking at least six months ahead. Based on our research, that's the sweet spot for finding the biggest deals.

  • Plan your trip for May. That's the cheapest month for flights from Chicago Midway International Airport to Destin Fort Walton Beach Airport. If you're flexible with your travel dates, try out the 'Whole month' tool to find the cheapest airfare across each month.

  • You don't need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll notify you the moment the price changes on cheap flights from MDW to VPS.

  • Pick your ideal arrival and departure times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from Chicago Midway International Airport to Destin Fort Walton Beach Airport.

Handy information about Chicago Midway International Airport (MDW)

  • The address for MDW is 5700 South Cicero.

  • 77.88% of flights leaving from Chicago Midway International Airport touch down at their destination on schedule.

  • To reach Chicago Midway International Airport from central Chicago, it'll take about 20 minutes by car. This depends on traffic, however. It's approximately 19 kilometres from the airport to the city centre.

  • The journey on public transport typically takes 45 minutes.

  • Searching for a handy hotel close to MDW? If you're catching an early flight from Chicago Midway International Airport to Destin Fort Walton Beach Airport, these stays will have you moments from check-in:

Arriving at Destin Fort Walton Beach Airport (VPS)

  • Consider a stay at TownePlace Suites Fort Walton Beach-Eglin AFB after touching down from your Chicago Midway International Airport to Destin Fort Walton Beach Airport flight. It's only a short drive from VPS and a good choice if you're eager to get some rest right away.

  • Fast-track your adventure by picking up a Destin Fort Walton Beach Airport rental car. Grab a set of wheels from Dollar, Budget or Hertz and explore beyond Valparaiso's usual tourist stops.

  • Reserving your vehicle from Destin Fort Walton Beach Airport about two weeks in advance can help you get the lowest rate.

Getting from Destin Fort Walton Beach Airport (VPS) to central Valparaiso

  • Destin Fort Walton Beach Airport is approximately 5 kilometres from central Valparaiso. The drive time takes about 5 minutes.

When to fly to Destin Fort Walton Beach Airport (VPS)

  • It's time to plan your travel dates for your flight from Chicago Midway International Airport to Destin Fort Walton Beach Airport. July is the most popular month to head to Valparaiso. If you prefer a quieter vibe, go in April.

  • The warmest month in Valparaiso is August, with temperatures ranging between 25ºC and 33ºC. Lock in your flights from Chicago Midway International Airport to Destin Fort Walton Beach Airport in this month if this is the kind of weather you like.

  • January sees average temperatures of between 4ºC and 18ºC. Search for cheap tickets from MDW to VPS sometime around then if you want to travel in cooler conditions.

Explore more of United States

  • Jacksonville is just one of the many cities in United States waiting to be discovered after you've experienced Valparaiso. Around 467 kilometres away to the east, its top attractions include Jacksonville Zoo and Gardens, The Cummer Museum of Art & Gardens and Friendship Fountain.

  • Atlanta is another favourite destination in United States and is around 418 kilometres north-east of Valparaiso. No journey is complete without a visit to Georgia Aquarium, Centennial Olympic Park and Piedmont Park.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.