$88 Cheap flights from Northwest Florida Regional to Midway Intl. (VPS to MDW)

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Compare Flight Prices from Fort Walton Beach to Chicago

Affordable Airfare Tickets from VPS to MDW Airport

The cheapest flights to Midway Intl. found within the past 7 days were $350 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $350 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $355 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $364 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $369 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $370 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $375 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $379 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$381 Roundtrip, found 1 day ago
$381
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $381 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$385 Roundtrip, found 1 day ago
$385
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $385 found 1 day ago
Thu, Jun 26 - Sun, Jun 29
VPS
Fort Walton Beach
MDW
Chicago
$386 Roundtrip, found 1 day ago
$386
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 26 from Fort Walton Beach to Chicago, returning Sun, Jun 29, priced at $386 found 1 day ago

Frequently asked questions

Can I catch a flight from Destin--Fort Walton Beach Airport to Midway Intl. Airport (MDW) right now?
It’s wise to find out about any travel advice reports and quarantine requirements in place in your destination. Ensure you visit the Covid-19 Travel Advisor for up-to-date information on catching a flight to Chicago Airport from VPS.
Are there direct flights from VPS to Midway Intl. Airport (MDW)?
Multiple airlines advertise flights straight from VPS to MDW. Among these are Southwest Airlines and Allegiant Air — start with these if you need to arrive at your destination sooner rather than later.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Midway Intl. Airport (MDW), please visit our Customer Service Portal.
How long is the flight from Northwest Florida Regional Airport (VPS) to Midway Intl. Airport (MDW)?
Step off the plane feeling relaxed and rested by having a snooze and a snack during your flight to Midway Airport. With a travel time of around 3 hours and 20 minutes from VPS, you’ll have plenty of time to enjoy both.
What is the flight distance from Northwest Florida Regional Airport (VPS) to MDW?
There’s a flight distance of 780 mi between VPS and Chicago Airport. Take advantage of your short plane ride to write down all the places you plan to visit and how you’re going to get there. A comprehensive itinerary is key to having an unforgettable vacation.
What airlines fly from Destin--Fort Walton Beach Airport to MDW?
There are a number of airlines advertising direct flights between Valparaiso and Chicago. Southwest Airlines (WN) is one of the most popular. This carrier operates 17 flights every month. It’s a good idea to also look into the deals available through Allegiant Air (G4). Another well-known airline, it operates 8 flights every month on the Valparaiso to Chicago route. Compare the two to pick up the best fare.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Southwest Airlines, Delta or Volaris you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Fort Walton Beach to Chicago

 

Traveling From
Northwest Florida Regional
Traveling To
Midway Intl.
Shortest Flight Time
 hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$350

Route Info

Flight path for flights from Northwest Florida Regional Airport to Chicago Midway International Airport.


Origin:
VPS - Northwest Florida Regional Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
845.00 miles


Discover our best flights from Fort Walton Beach VPS to Chicago MDW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Fort Walton Beach VPS to Chicago MDW at the right price  

Airfares to Chicago MDW from Fort Walton Beach VPS currently cost between $350 and $386. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Fort Walton Beach VPS to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Fort Walton Beach VPS to Chicago MDW on Travelocity starting at $88. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Fort Walton Beach VPS quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from VPS to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Fort Walton Beach VPS to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from VPS. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Fort Walton Beach VPS to Chicago MDW today 

If you’re flexible about when you travel, June is usually the cheapest month to fly from Fort Walton Beach VPS to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Fort Walton Beach VPS 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from VPS have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Fort Walton Beach VPS with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.