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

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Cheap Flights from MDW to VPS starting at $180 One Way, $378 Round Trip

Prices starting at $378 for return flights and $180 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.

Tue, Jul 14 - Sat, Jul 18
MDW
Chicago
VPS
Fort Walton Beach
$378 Roundtrip, found 2 days ago
$378
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Jul 14 from Chicago to Fort Walton Beach, returning Sat, Jul 18, priced at $378 found 2 days ago
Tue, Jul 14 - Sat, Jul 18
MDW
Chicago
VPS
Fort Walton Beach
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Jul 14 from Chicago to Fort Walton Beach, returning Sat, Jul 18, priced at $383 found 2 days ago
Tue, Jul 14 - Sat, Jul 18
MDW
Chicago
VPS
Fort Walton Beach
$388 Roundtrip, found 2 days ago
$388
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Jul 14 from Chicago to Fort Walton Beach, returning Sat, Jul 18, priced at $388 found 2 days ago
Sat, Jul 18 - Tue, Jul 21
MDW
Chicago
VPS
Fort Walton Beach
$394 Roundtrip, found 5 days ago
$394
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Jul 18 from Chicago to Fort Walton Beach, returning Tue, Jul 21, priced at $394 found 5 days ago
Thu, Aug 6 - Mon, Aug 10
MDW
Chicago
VPS
Fort Walton Beach
$394 Roundtrip, found 3 days ago
$394
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Aug 6 from Chicago to Fort Walton Beach, returning Mon, Aug 10, priced at $394 found 3 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
$184 nightly
The price is $208 total per night from Jul 21 to Jul 22
$208 total
Jul 21 - Jul 22
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! (978 reviews)
"I always love staying here if I had a complaint I would say you need better water pressure or better shower heads."

Reviewed on Jun 13, 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
$203 nightly
The price is $230 total per night from Jun 26 to Jun 27
$230 total
Jun 26 - Jun 27
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! (542 reviews)
"It was a great spot to crash before heading to our condo after a late night flight. Very clean and very easy check in."

Reviewed on Jun 8, 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
$168 nightly
The price is $190 total per night from Jun 30 to Jul 1
$190 total
Jun 30 - Jul 1
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! (484 reviews)
"The staffs were very helpful and made our stay welcomed. Thank you! Our room was well cleaned and very comfortable."

Reviewed on Jun 18, 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

Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
$220 nightly
The price is $249 total per night from Jun 28 to Jun 29
$249 total
Jun 28 - Jun 29
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! (2,401 reviews)
"Absolutely amazing views and stay. Hot tub is a perfect spot for relaxation"

Reviewed on Jun 20, 2026

Wyndham Garden Fort Walton Beach Destin
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
9300 Emerald Coast Pkwy W Miramar Beach FL
$307 nightly
The price is $344 total per night from Jun 21 to Jun 22
$344 total
Jun 21 - Jun 22
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! (3,949 reviews)
"Property was great"

Reviewed on Jun 20, 2026

Sandestin Golf and Beach Resort
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
$246 nightly
The price is $277 total per night from Jun 29 to Jun 30
$277 total
Jun 29 - Jun 30
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! (3,257 reviews)
"Awful experience in this hotel . The room has mold not clean."

Reviewed on Jun 20, 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.

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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