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, $97 Round Trip

Prices starting at $97 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, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$97 Roundtrip, found 12 hours ago
$97
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $97 found 12 hours ago
Mon, Nov 2 - Fri, Nov 6
MDW
Chicago
VPS
Fort Walton Beach
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 6, priced at $99 found 3 days ago
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $102 found 1 hour ago
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $107 found 2 days ago
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$108 Roundtrip, found 3 hours ago
$108
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $108 found 3 hours 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
$95 nightly
The price is $107 total per night from Oct 13 to Oct 14
$107 total
Oct 13 - Oct 14
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 ...
Holiday Inn Express & Suites Niceville - Eglin Area by IHG
Comfort Suites Niceville Near Elgin Air Force Base

Comfort Suites Niceville Near Elgin Air Force Base

2.5 out of 5
148 John Sims Parkway Niceville FL
$90 nightly
The price is $102 total per night from Oct 9 to Oct 10
$102 total
Oct 9 - Oct 10
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! (1,003 reviews)
"Great except for the noise from the nearby road during the night."

Reviewed on Sep 12, 2026

Comfort Suites Niceville Near Elgin Air Force Base
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
$123 nightly
The price is $139 total per night from Oct 13 to Oct 14
$139 total
Oct 13 - Oct 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! (564 reviews)
"Brand new hotel, very nice"

Reviewed on Sep 14, 2026

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG
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
$157 nightly
The price is $177 total per night from Sep 28 to Sep 29
$177 total
Sep 28 - Sep 29
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! (3,654 reviews)
"Loved the beach view and the rooms were clean. shower leaked for a long period of time after using and toilet didn’t always want to flush the first time. Room was but ice machine and was loud."

Reviewed on Sep 14, 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 28 to Sep 29
$100 total
Sep 28 - Sep 29
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 ...
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 20 to Sep 21
$133 total
Sep 20 - Sep 21
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 ...
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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