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

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Cheap Flights from MDW to VPS starting at $157 One Way, $329 Round Trip

Prices starting at $329 for return flights and $157 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.

Sat, Aug 1 - Wed, Aug 5
MDW
Chicago
VPS
Fort Walton Beach
$329 Roundtrip, found 23 hours ago
$329
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Sat, Aug 1 from Chicago to Fort Walton Beach, returning Wed, Aug 5, priced at $329 found 23 hours ago
Sat, Jul 25 - Tue, Jul 28
MDW
Chicago
VPS
Fort Walton Beach
$334 Roundtrip, found 1 day ago
$334
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jul 25 from Chicago to Fort Walton Beach, returning Tue, Jul 28, priced at $334 found 1 day ago
Wed, Oct 14 - Sat, Oct 17
MDW
Chicago
VPS
Fort Walton Beach
$339 Roundtrip, found 6 days ago
$339
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Chicago to Fort Walton Beach, returning Sat, Oct 17, priced at $339 found 6 days ago
Sat, Aug 15 - Sat, Aug 22
MDW
Chicago
VPS
Fort Walton Beach
$347 Roundtrip, found 17 hours ago
$347
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Aug 15 from Chicago to Fort Walton Beach, returning Sat, Aug 22, priced at $347 found 17 hours ago
Sat, Aug 15 - Sat, Aug 22
MDW
Chicago
VPS
Fort Walton Beach
$353 Roundtrip, found 17 hours ago
$353
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sat, Aug 15 from Chicago to Fort Walton Beach, returning Sat, Aug 22, priced at $353 found 17 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
$148 nightly
The price is $167 total per night from Aug 2 to Aug 3
$167 total
Aug 2 - Aug 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! (991 reviews)
"This property was clean, quiet comfortable excellent front desk staff delicious breakfast great pool and real close to the turkey Creek nature walk and the entire town of Niceville. We would highly recommend this hotel."

Reviewed on Jun 30, 2026

Holiday Inn Express & Suites Niceville - Eglin Area by IHG
Fairfield Inn & Suites Fort Walton Beach-Eglin AFB

Fairfield Inn & Suites Fort Walton Beach-Eglin AFB

3 out of 5
1280 Eglin Pkwy N Shalimar FL
$148 nightly
The price is $167 total per night from Aug 1 to Aug 2
$167 total
Aug 1 - Aug 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Shalimar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (547 reviews)
"X"

Reviewed on Jul 2, 2026

Fairfield Inn & Suites 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
$145 nightly
The price is $164 total per night from Aug 2 to Aug 3
$164 total
Aug 2 - Aug 3
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! (492 reviews)
"It was a pleasant stay, very helpful staff."

Reviewed on Jul 2, 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
$329 nightly
The price is $371 total per night from Jul 8 to Jul 9
$371 total
Jul 8 - Jul 9
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! (3,309 reviews)
"They could definitely use more hooks to hang up your wet swim suits and beach towels in the room. They suggest you hang up your bath towels do they won’t laundry them every day but there were only 2 hooks on the back of the bathroom door and one small towel rod in the bathroom."

Reviewed on Jul 3, 2026

The Island Resort at Fort Walton Beach
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
9300 Emerald Coast Pkwy W Miramar Beach FL
$323 nightly
The price is $362 total per night from Jul 12 to Jul 13
$362 total
Jul 12 - Jul 13
Total with taxes and fees
Book a stay at this beach aparthotel in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (3,980 reviews)
"It was a great stay. We enjoy it. However, the condo is just an ok from m"

Reviewed on Jul 3, 2026

Sandestin Golf and Beach Resort
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
$180 nightly
The price is $203 total per night from Aug 2 to Aug 3
$203 total
Aug 2 - Aug 3
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 ...
8.2/10 Very Good! (2,427 reviews)
"The room was clean, the view was amazing and the hot tub felt great."

Reviewed on Jul 3, 2026

Wyndham Garden Fort Walton Beach 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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