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

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Cheap Flights from MDW to VPS starting at $54 One Way, $99 Round Trip

Prices starting at $99 for return flights and $54 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, found 5 hours ago
$99
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Mon, Nov 2 from Chicago to Fort Walton Beach, returning Fri, Nov 6, priced at $99 found 5 hours ago
Mon, Oct 26 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $102 found 1 day ago
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$107 Roundtrip, just found
$107
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $107 just found
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$113 Roundtrip, found 4 hours ago
$113
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $113 found 4 hours ago
Mon, Oct 26 - Mon, Nov 2
MDW
Chicago
VPS
Fort Walton Beach
$114 Roundtrip, found 14 hours ago
$114
Roundtrip
found 14 hours ago
Select Allegiant Air flight, departing Mon, Oct 26 from Chicago to Fort Walton Beach, returning Mon, Nov 2, priced at $114 found 14 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 8 to Oct 9
$107 total
Oct 8 - Oct 9
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! (1,004 reviews)
"Stayed over Labor Day weekend. Hotel was busy but didn’t feel crowded; plenty of seats at breakfast and parking spots each night. About 20 mins to Henderson Beach, 30 mins to Opal Beach. It was nice being able to visit Destin but not stay in that holiday mayhem."

Reviewed on Sep 8, 2026

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
$89 nightly
The price is $101 total per night from Oct 9 to Oct 10
$101 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! (1,004 reviews)
"Room was fine. Sofa bed was extremely lumpy. Breakfast had alot of options but it was just okay too."

Reviewed on Sep 7, 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 6 to Oct 7
$139 total
Oct 6 - Oct 7
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! (561 reviews)
"Clean and good price, nice location"

Reviewed on Sep 7, 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
$154 nightly
The price is $173 total per night from Sep 30 to Oct 1
$173 total
Sep 30 - Oct 1
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! (3,642 reviews)
"Horrible!!! Took our $550 deposit and then told us they had no room for us. Our 25th Anniversary two day stay on the beach turned into… I’m sorry we have no room for you, but we will make sure you get your deposit back in 7-10 days. Books this hotel three months in advance, but they decided to over ..."

Reviewed on Sep 8, 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
$93 nightly
The price is $105 total per night from Sep 16 to Sep 17
$105 total
Sep 16 - Sep 17
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! (1,376 reviews)
"The price quality of the location is super."

Reviewed on Sep 8, 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 14 to Sep 15
$133 total
Sep 14 - Sep 15
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! (201 reviews)
"Pool was beautiful. Needs more cereal options. Room was clean. The conditioner and shampoo bottles were empty but overall 9/10 stay!"

Reviewed on Sep 8, 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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