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, $88 Round Trip

Prices starting at $88 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 2 - Fri, Nov 13
MDW
Chicago
VPS
Fort Walton Beach
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 13, priced at $88 found 2 days ago
Mon, Nov 2 - Fri, Nov 6
MDW
Chicago
VPS
Fort Walton Beach
$93 Roundtrip, found 1 hour ago
$93
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 6, priced at $93 found 1 hour ago
Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $97 found 1 day ago
Mon, Nov 2 - Fri, Nov 6
MDW
Chicago
VPS
Fort Walton Beach
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 6, priced at $99 found 5 days ago
Mon, Nov 2 - Fri, Nov 13
MDW
Chicago
VPS
Fort Walton Beach
$103 Roundtrip, found 4 days ago
$103
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 13, priced at $103 found 4 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
$87 nightly
The price is $98 total per night from Nov 2 to Nov 3
$98 total
Nov 2 - Nov 3
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)
"Everything was perfect"

Reviewed on Oct 2, 2026

Holiday Inn Express & Suites Niceville - Eglin Area by IHG
Eglin Extended Stay Hotel, a Howard Johnson by Wyndham

Eglin Extended Stay Hotel, a Howard Johnson by Wyndham

2 out of 5
101B FL-85 N Niceville FL
$60 nightly
The price is $68 total per night from Oct 23 to Oct 24
$68 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Niceville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Turkey Creek Nature Trail and ...
6/10 (84 reviews)
"We stayed overnight while traveling. The room was clean,The staff was helpful. The breakfast was nice."

Reviewed on Sep 21, 2026

Eglin Extended Stay Hotel, a Howard Johnson by Wyndham
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
$122 nightly
The price is $137 total per night from Oct 4 to Oct 5
$137 total
Oct 4 - Oct 5
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! (578 reviews)
"Great hotel with great service."

Reviewed on Sep 30, 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
$119 nightly
The price is $134 total per night from Nov 1 to Nov 2
$134 total
Nov 1 - Nov 2
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 ...
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
$85 nightly
The price is $96 total per night from Nov 1 to Nov 2
$96 total
Nov 1 - Nov 2
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! (1,393 reviews)
"Excelente gracias por su buen servicio muy especial para mí volveré más seguido y seguiré hospedándome en este mismo hotel"

Reviewed on Oct 3, 2026

Hilton Garden Inn Destin Miramar Beach
Hyatt House Destin

Hyatt House Destin

3 out of 5
4415 Legendary Dr Destin FL
$93 nightly
The price is $105 total per night from Nov 1 to Nov 2
$105 total
Nov 1 - Nov 2
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 Henderson Beach ...
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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