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

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Cheap Flights from MDW to VPS starting at $196 One Way, $384 Round Trip

Prices starting at $384 for return flights and $196 for one-way flights to Northwest Florida Regional were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jul 3 - Sat, Jul 4
MDW
Chicago
VPS
Fort Walton Beach
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Jul 3 from Chicago to Fort Walton Beach, returning Sat, Jul 4, priced at $384 found 1 day ago
Sat, Jun 27 - Fri, Jul 3
MDW
Chicago
VPS
Fort Walton Beach
$385 Roundtrip, found 22 hours ago
$385
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Sat, Jun 27 from Chicago to Fort Walton Beach, returning Fri, Jul 3, priced at $385 found 22 hours ago
Fri, Jul 3 - Sat, Jul 4
MDW
Chicago
VPS
Fort Walton Beach
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Jul 3 from Chicago to Fort Walton Beach, returning Sat, Jul 4, priced at $389 found 1 day ago
Sat, Jun 27 - Fri, Jul 3
MDW
Chicago
VPS
Fort Walton Beach
$391 Roundtrip, found 22 hours ago
$391
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Sat, Jun 27 from Chicago to Fort Walton Beach, returning Fri, Jul 3, priced at $391 found 22 hours ago
Fri, Jul 3 - Sat, Jul 4
MDW
Chicago
VPS
Fort Walton Beach
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Jul 3 from Chicago to Fort Walton Beach, returning Sat, Jul 4, priced at $393 found 1 day ago

Hotel Ideas near Northwest Florida Regional

Airport Hotels near Northwest Florida Regional

Holiday Inn Express & Suites Niceville - Eglin Area by IHG

Holiday Inn Express & Suites Niceville - Eglin Area by IHG

2.5 out of 5
410 West John Sims Parkway Niceville FL
$164 nightly
The price is $185 total per night from May 25 to May 26
$185 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Niceville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (949 reviews)
Staff was very friendly and helpful.

Reviewed on May 5, 2026

Holiday Inn Express & Suites Niceville - Eglin Area by IHG
Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

2.5 out of 5
300 Liberty Lane NW Fort Walton Beach FL
$140 nightly
The price is $158 total per night from May 17 to May 18
$158 total
May 17 - May 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okaloosa Island Beach ...
9.8/10 Exceptional! (436 reviews)
The room was very nice and clean. The staff was friendly and helpful. We really enjoyed our stay!

Reviewed on May 4, 2026

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
$226 nightly
The price is $255 total per night from May 19 to May 20
$255 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (3,103 reviews)
The view was amazing, staff at the restaurant for buffet included was great! But, cleaning and bathroom supplies was terrible?!? The lady did not speak English or clean

Reviewed on May 7, 2026

The Island Resort at Fort Walton Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Fort Walton Beach

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
$226 nightly
The price is $255 total per night from May 19 to May 20
$255 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (3,103 reviews)
The view was amazing, staff at the restaurant for buffet included was great! But, cleaning and bathroom supplies was terrible?!? The lady did not speak English or clean

Reviewed on May 7, 2026

The Island Resort at Fort Walton Beach
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
$186 nightly
The price is $210 total per night from May 14 to May 15
$210 total
May 14 - May 15
Total with taxes and fees
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,291 reviews)
My kids loved the pool! It was so warm. We got a room that went straight out to the pool, so it was perfect. The beach was so good! Beautiful. Easy to get to. Clean. Softest sand I’ve ever felt!

Reviewed on May 5, 2026

Wyndham Garden Fort Walton Beach Destin
Courtyard by Marriott Sandestin Grand Boulevard

Courtyard by Marriott Sandestin Grand Boulevard

3 out of 5
100 Grand Blvd Miramar Beach FL
$114 nightly
The price is $128 total per night from May 10 to May 11
$128 total
May 10 - May 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Miramar Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,656 reviews)
Breakfast was fresh. Coffee delicious and hot! Staff get a bit confused with the order but strive to please you. Room is very clean as well as other areas of the hotel. The pool is well maintained. Fitness room was great!

Reviewed on May 7, 2026

Courtyard by Marriott Sandestin Grand Boulevard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

MDW to VPS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
VPS Address & GPS
Address:
Fort Walton Beach FL,
United States
IATA Code:
VPS
Longitude:
-86.549461
Latitude:
30.495913
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Midway Airport to VPS?
As you can't fly nonstop from MDW to Northwest Florida Regional Airport (VPS) at the moment, a flight with just one stop is your next best option. Delta Air Lines, Southwest Airlines and United Airlines are all respected airlines that operate on this route.
What is the shortest flight from Chicago Airport to Destin–Fort Walton Beach Airport?
Order an in-flight wine and sink into your seat with a riveting movie or novel. With the journey from MDW to Northwest Florida Regional Airport (VPS) taking 3 hours and 42 minutes, you'll have plenty of time to relax and enjoy the experience.
How many hours flight from Midway Airport to Destin–Fort Walton Beach Airport?
From Chicago Airport to VPS, you'll be in the sky for approximately 3 hours and 46 minutes. Get comfy, order a glass of wine and take out your noise-canceling earphones. It's time for a movie marathon.
What airlines have the most flights from Chicago Airport to VPS?
If you're wanting to find an airline that offers direct flights from Midway Intl. Airport (MDW) to VPS, it's not going to happen. You'll need to make at least one stop to get to your destination.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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