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

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Cheap Flights from MDW to VPS starting at $144 One Way, $335 Round Trip

Prices starting at $335 for return flights and $144 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.

Wed, May 6 - Wed, May 13
MDW
Chicago
VPS
Fort Walton Beach
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, May 6 from Chicago to Fort Walton Beach, returning Wed, May 13, priced at $335 found 4 days ago
Tue, Jun 9 - Tue, Jun 16
MDW
Chicago
VPS
Fort Walton Beach
$335 Roundtrip, found 2 days ago
$335
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jun 9 from Chicago to Fort Walton Beach, returning Tue, Jun 16, priced at $335 found 2 days ago
Sat, Apr 11 - Tue, Apr 14
MDW
Chicago
VPS
Fort Walton Beach
$338 Roundtrip, found 6 days ago
$338
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Apr 11 from Chicago to Fort Walton Beach, returning Tue, Apr 14, priced at $338 found 6 days ago
Wed, May 6 - Wed, May 13
MDW
Chicago
VPS
Fort Walton Beach
$341 Roundtrip, found 4 days ago
$341
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, May 6 from Chicago to Fort Walton Beach, returning Wed, May 13, priced at $341 found 4 days ago
Wed, Mar 11 - Tue, Mar 17
MDW
Chicago
VPS
Fort Walton Beach
$343 Roundtrip, found 2 days ago
$343
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Mar 11 from Chicago to Fort Walton Beach, returning Tue, Mar 17, priced at $343 found 2 days ago

Hotel Ideas near Northwest Florida Regional

Airport Hotels near Northwest Florida Regional

TownePlace Suites by Marriott Fort Walton Beach-Eglin AFB

TownePlace Suites by Marriott Fort Walton Beach-Eglin AFB

3 out of 5
843 Eglin Parkway Fort Walton Beach FL
$105 nightly
The price is $119 total per night from Feb 12 to Feb 13
$119 total
Feb 12 - Feb 13
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 ...
8.8/10 Excellent! (498 reviews)
This hotel is in a very good location. The staff are all very friendly, and the rooms are perfectly clean. I was very satisfied during my three-day stay.

Reviewed on Dec 28, 2025

TownePlace Suites by Marriott Fort Walton Beach-Eglin AFB
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
$79 nightly
The price is $89 total per night from Feb 13 to Feb 14
$89 total
Feb 13 - Feb 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! (346 reviews)
Very clean room and comfortable.

Reviewed on Jan 26, 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
$149 nightly
The price is $168 total per night from Feb 15 to Feb 16
$168 total
Feb 15 - Feb 16
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (2,968 reviews)
It was perfection!

Reviewed on Feb 4, 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
$149 nightly
The price is $168 total per night from Feb 15 to Feb 16
$168 total
Feb 15 - Feb 16
Total with taxes and fees
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (2,968 reviews)
It was perfection!

Reviewed on Feb 4, 2026

The Island Resort at Fort Walton Beach
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
$89 nightly
The price is $101 total per night from Feb 20 to Feb 21
$101 total
Feb 20 - Feb 21
Total with taxes and fees
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (2,146 reviews)
Great view of the beach. Clean rooms and friendly staff.

Reviewed on Feb 5, 2026

Wyndham Garden Fort Walton Beach Destin
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
14051 Emerald Coast Parkway Destin FL
$92 nightly
The price is $104 total per night from Feb 22 to Feb 23
$104 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,318 reviews)
Clean large room. Great place for dogs. Nice location.

Reviewed on Jan 30, 2026

Homewood Suites by Hilton 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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