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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from MDW to VPS starting at $193 One Way, $389 Round Trip

Prices starting at $389 for return flights and $193 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, Jul 22 - Tue, Jul 28
MDW
Chicago
VPS
Fort Walton Beach
$389 Roundtrip, found 2 days ago
$389
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Chicago to Fort Walton Beach, returning Tue, Jul 28, priced at $389 found 2 days ago
Wed, Jul 22 - Tue, Jul 28
MDW
Chicago
VPS
Fort Walton Beach
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Chicago to Fort Walton Beach, returning Tue, Jul 28, priced at $393 found 2 days ago
Wed, Jul 22 - Tue, Jul 28
MDW
Chicago
VPS
Fort Walton Beach
$394 Roundtrip, found 2 days ago
$394
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Chicago to Fort Walton Beach, returning Tue, Jul 28, priced at $394 found 2 days ago
Sat, Jul 25 - Sat, Aug 1
MDW
Chicago
VPS
Fort Walton Beach
$395 Roundtrip, found 6 hours ago
$395
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Jul 25 from Chicago to Fort Walton Beach, returning Sat, Aug 1, priced at $395 found 6 hours ago
Wed, Jul 22 - Tue, Jul 28
MDW
Chicago
VPS
Fort Walton Beach
$399 Roundtrip, found 2 days ago
$399
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Jul 22 from Chicago to Fort Walton Beach, returning Tue, Jul 28, priced at $399 found 2 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
$164 nightly
The price is $185 total per night from May 18 to May 19
$185 total
May 18 - May 19
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! (951 reviews)
Friendly staff, good breakfast and clean room. We had everything a guest could ask for.

Reviewed on May 9, 2026

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
$127 nightly
The price is $143 total per night from May 17 to May 18
$143 total
May 17 - May 18
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! (448 reviews)
Great stay, hotel is new and you can definitely sense it. Staff were great.

Reviewed on May 16, 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
$244 nightly
The price is $275 total per night from May 17 to May 18
$275 total
May 17 - May 18
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! (3,159 reviews)
Due to a shortage of housekeeping staff we couldn’t get into our room until 6pm! The floor in our room was gritty due to sand being brought into the room. The room obviously hadn’t been swept for some time and the shower tray wasn’t particularly clean. Location of hotel was very good, right on the ...

Reviewed on May 16, 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
$244 nightly
The price is $275 total per night from May 17 to May 18
$275 total
May 17 - May 18
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! (3,159 reviews)
Due to a shortage of housekeeping staff we couldn’t get into our room until 6pm! The floor in our room was gritty due to sand being brought into the room. The room obviously hadn’t been swept for some time and the shower tray wasn’t particularly clean. Location of hotel was very good, right on the ...

Reviewed on May 16, 2026

The Island Resort at Fort Walton Beach
Courtyard by Marriott Sandestin Grand Boulevard

Courtyard by Marriott Sandestin Grand Boulevard

3 out of 5
100 Grand Blvd Miramar Beach FL
$125 nightly
The price is $140 total per night from May 17 to May 18
$140 total
May 17 - May 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Miramar Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,664 reviews)
Friendly staff, clean room, nice pool and hot tub. The housekeeping freshened up our room every day during a 7 night stay and room had a very nice view.

Reviewed on May 15, 2026

Courtyard by Marriott Sandestin Grand Boulevard
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
$188 nightly
The price is $213 total per night from May 17 to May 18
$213 total
May 17 - May 18
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! (2,315 reviews)
Location of property is very good as is overall property. Stayed in suite which I think is well worth extra money but furniture in main area of suite I feel could use updating. Have stayed here many times and will come back again.

Reviewed on May 16, 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.

More to Explore