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

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Cheap Flights from MDW to VPS starting at $50 One Way, $93 Round Trip

Prices starting at $93 for return flights and $50 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.

Mon, Oct 26 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$93 Roundtrip, found 8 hours ago
$93
Roundtrip
found 8 hours ago
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $93 found 8 hours ago
Mon, Oct 26 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $97 found 5 days ago
Mon, Oct 26 - Mon, Nov 2
MDW
Chicago
VPS
Fort Walton Beach
$105 Roundtrip, just found
$105
Roundtrip
just found
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Mon, Nov 2, priced at $105 just found
Fri, Oct 23 - Fri, Nov 13
MDW
Chicago
VPS
Fort Walton Beach
$107 Roundtrip, found 5 hours ago
$107
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Nov 13, priced at $107 found 5 hours ago
Mon, Oct 26 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $108 found 2 days 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
$99 nightly
The price is $112 total per night from Oct 1 to Oct 2
$112 total
Oct 1 - Oct 2
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! (1,001 reviews)
"very clean room. water pressure low on 3rd floor. no coffee machine in room. great shower."

Reviewed on Aug 29, 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
$118 nightly
The price is $133 total per night from Sep 13 to Sep 14
$133 total
Sep 13 - Sep 14
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! (555 reviews)
"Upon arrival the staff was friendly and very helpful. The property was clean and welcoming! I do content, and the well staged lobby was really nice for my videos. I loved the Dove products available for use as well. Ample parking spaces and well-lit parking lot. It is development going on around ..."

Reviewed on Aug 31, 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
$163 nightly
The price is $184 total per night from Sep 29 to Sep 30
$184 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (3,614 reviews)
"Great place!"

Reviewed on Sep 2, 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
$163 nightly
The price is $184 total per night from Sep 29 to Sep 30
$184 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (3,614 reviews)
"Great place!"

Reviewed on Sep 2, 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
$89 nightly
The price is $100 total per night from Sep 9 to Sep 10
$100 total
Sep 9 - Sep 10
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! (1,362 reviews)
"Eso de estar contando el espacio del parqueadero está muy mal ya que cuando hice la reservación no apareció en el sitio y el que ahora entreguen la habitación a las 4 está demasiado mal."

Reviewed on Sep 2, 2026

Hilton Garden Inn Destin Miramar Beach
Hyatt House Destin

Hyatt House Destin

3 out of 5
4415 Legendary Dr Destin FL
$118 nightly
The price is $133 total per night from Sep 9 to Sep 10
$133 total
Sep 9 - Sep 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Destin Beaches and Destin Commons ...
9.4/10 Exceptional! (194 reviews)
"Honestly , this was the best hotel experience I have ever had!! The staff was friendly, the breakfast was great and we were able to have our dogs there. The only person who was rude was a lady named Shan. She had major attitude and they also didn’t clean the room the three days we were there and ..."

Reviewed on Aug 31, 2026

Hyatt House 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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