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, $99 Round Trip

Prices starting at $99 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 6
MDW
Chicago
VPS
Fort Walton Beach
$99 Roundtrip, just found
$99
Roundtrip
just found
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 6, priced at $99 just found
Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $103 just found
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $119 just found
Mon, Nov 16 - Sun, Nov 22
MDW
Chicago
VPS
Fort Walton Beach
$123 Roundtrip, found 8 hours ago
$123
Roundtrip
found 8 hours ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Sun, Nov 22, priced at $123 found 8 hours ago
Mon, Oct 26 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$125 Roundtrip, found 8 hours ago
$125
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 $125 found 8 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
$91 nightly
The price is $103 total per night from Oct 23 to Oct 24
$103 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. Our guests praise the breakfast and the helpful ...
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
$122 nightly
The price is $138 total per night from Sep 28 to Sep 29
$138 total
Sep 28 - Sep 29
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! (570 reviews)
"Everything at this hotel wonderful definitely will stay here again!!!"

Reviewed on Sep 22, 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
$152 nightly
The price is $171 total per night from Oct 19 to Oct 20
$171 total
Oct 19 - Oct 20
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! (3,688 reviews)
"The swim up bar was closed, no live music, happy hour advertised but the only thing available was $6 beers. Beach was nice. Breakfast only included 2 people per room, we had 4. I've never stayed at a hotel that didn't honor breakfast for everyone staying. Breakfast was par, cold eggs. Probably won't ..."

Reviewed on Sep 23, 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
$152 nightly
The price is $171 total per night from Oct 19 to Oct 20
$171 total
Oct 19 - Oct 20
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! (3,688 reviews)
"The swim up bar was closed, no live music, happy hour advertised but the only thing available was $6 beers. Beach was nice. Breakfast only included 2 people per room, we had 4. I've never stayed at a hotel that didn't honor breakfast for everyone staying. Breakfast was par, cold eggs. Probably won't ..."

Reviewed on Sep 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
$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
$101 nightly
The price is $114 total per night from Sep 30 to Oct 1
$114 total
Sep 30 - Oct 1
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! (224 reviews)
"The staff were extremely friendly. They gave us suggestions on some of the best eating places. The view of the golf course and the pool from our window was beautiful. The hotel was located close to the state park at Henderson Beach. We also used the laundry room available to guest and did some clothes ..."

Reviewed on Sep 22, 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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