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

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Cheap Flights from MDW to VPS starting at $128 One Way, $315 Round Trip

Prices starting at $315 for return flights and $128 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.

Tue, May 26 - Sat, May 30
MDW
Chicago
VPS
Fort Walton Beach
$315 Roundtrip, found 11 hours ago
$315
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Tue, May 26 from Chicago to Fort Walton Beach, returning Sat, May 30, priced at $315 found 11 hours ago
Sat, May 9 - Thu, May 14
MDW
Chicago
VPS
Fort Walton Beach
$321 Roundtrip, found 14 hours ago
$321
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Sat, May 9 from Chicago to Fort Walton Beach, returning Thu, May 14, priced at $321 found 14 hours ago
Sat, Apr 18 - Tue, Apr 21
MDW
Chicago
VPS
Fort Walton Beach
$327 Roundtrip, found 1 hour ago
$327
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Apr 18 from Chicago to Fort Walton Beach, returning Tue, Apr 21, priced at $327 found 1 hour ago
Sat, Apr 18 - Tue, Apr 21
MDW
Chicago
VPS
Fort Walton Beach
$332 Roundtrip, found 1 hour ago
$332
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Apr 18 from Chicago to Fort Walton Beach, returning Tue, Apr 21, priced at $332 found 1 hour ago
Tue, May 26 - Sat, May 30
MDW
Chicago
VPS
Fort Walton Beach
$340 Roundtrip, found 11 hours ago
$340
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Tue, May 26 from Chicago to Fort Walton Beach, returning Sat, May 30, priced at $340 found 11 hours ago

Hotel Ideas near Northwest Florida Regional

Airport Hotels near Northwest Florida Regional

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
$126 nightly
The price is $142 total per night from Mar 29 to Mar 30
$142 total
Mar 29 - Mar 30
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! (378 reviews)
Room was great. There were allergy friendly options for breakfast and the staff was amazing.

Reviewed on Mar 23, 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
$245 nightly
The price is $276 total per night from Apr 5 to Apr 6
$276 total
Apr 5 - Apr 6
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 ...
8.4/10 Very Good! (2,984 reviews)
Do not stay here. The photos and description of the facility is very misleading. The big building they show in the photos that they claim is the front of the property, for one is not the front of the property, it’s the back, it’s also not the building you are staying in if you do not have an ocean ...

Reviewed on Mar 23, 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 Mar 30 to Mar 31
$210 total
Mar 30 - Mar 31
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! (2,203 reviews)
Beautiful ocean view. Easy access to the beach. There was loud music playing at the pool throughout the day, which made it difficult to take a nap. However, the view was worth it. And it was very quiet and peaceful at night.

Reviewed on Mar 23, 2026

Wyndham Garden Fort Walton Beach Destin
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
$245 nightly
The price is $276 total per night from Apr 5 to Apr 6
$276 total
Apr 5 - Apr 6
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 ...
8.4/10 Very Good! (2,984 reviews)
Do not stay here. The photos and description of the facility is very misleading. The big building they show in the photos that they claim is the front of the property, for one is not the front of the property, it’s the back, it’s also not the building you are staying in if you do not have an ocean ...

Reviewed on Mar 23, 2026

The Island Resort at Fort Walton Beach
Hilton Garden Inn Destin Miramar Beach

Hilton Garden Inn Destin Miramar Beach

3 out of 5
220 Scenic Gulf Drive Miramar Beach FL
$157 nightly
The price is $176 total per night from Mar 29 to Mar 30
$176 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Miramar Beach. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,153 reviews)
Excellent location, clean, great customer service, and walking distance to the beach

Reviewed on Mar 23, 2026

Hilton Garden Inn Destin Miramar 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 Mar 30 to Mar 31
$210 total
Mar 30 - Mar 31
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! (2,203 reviews)
Beautiful ocean view. Easy access to the beach. There was loud music playing at the pool throughout the day, which made it difficult to take a nap. However, the view was worth it. And it was very quiet and peaceful at night.

Reviewed on Mar 23, 2026

Wyndham Garden Fort Walton Beach Destin
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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