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 $50 One Way, $79 Round Trip

Prices starting at $79 for return flights and $50 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.

Fri, Oct 23 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$79 Roundtrip, found 11 hours ago
$79
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $79 found 11 hours ago
Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$83 Roundtrip, found 4 hours ago
$83
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $83 found 4 hours ago
Fri, Nov 13 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$87 Roundtrip, found 6 days ago
$87
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Nov 13 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $87 found 6 days ago
Mon, Nov 9 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Mon, Nov 9 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $88 found 4 hours ago
Fri, Oct 23 - Fri, Oct 30
MDW
Chicago
VPS
Fort Walton Beach
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Oct 23 from Chicago to Fort Walton Beach, returning Fri, Oct 30, priced at $92 found 1 day 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
$111 nightly
The price is $126 total per night from Aug 3 to Aug 4
$126 total
Aug 3 - Aug 4
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)
"Perfect hotel! Hotel was very clean, quiet and staff were very kind and helpful. Would definitely stay again."

Reviewed on Jul 21, 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
$139 nightly
The price is $158 total per night from Aug 2 to Aug 3
$158 total
Aug 2 - Aug 3
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! (555 reviews)
"It was nice I enjoyed my stay"

Reviewed on Jul 22, 2026

Fairfield Inn & Suites Fort Walton Beach-Eglin AFB
Days Inn by Wyndham Eglin AFB

Days Inn by Wyndham Eglin AFB

2.5 out of 5
101 Highway 85 N Niceville FL
$79 nightly
The price is $89 total per night from Aug 23 to Aug 24
$89 total
Aug 23 - Aug 24
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 helpful staff and the clean ...
7.4/10 Good! (149 reviews)
"Room was very clean, a bit old and dated, the outside property was much more run down. The Air conditioning unit was very loud, bed were average. Breakfast wasn't much but average. For the money this stay was what I expected."

Reviewed on Jul 13, 2026

Days Inn by Wyndham Eglin AFB
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
$189 nightly
The price is $213 total per night from Aug 16 to Aug 17
$213 total
Aug 16 - Aug 17
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! (3,420 reviews)
"Hidden fees such as parking. Rooms where small but besides those two things everything was amazing and I would stay there again!!"

Reviewed on Jul 24, 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
$369 nightly
The price is $413 total per night from Jul 30 to Jul 31
$413 total
Jul 30 - Jul 31
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! (4,061 reviews)
"Everything was absolutely wonderful from the pictures to the atmosphere to the cleanliness to the people can’t wait to go back."

Reviewed on Jul 24, 2026

Sandestin Golf and Beach Resort
SEA HIS LOVE: Destiny's Gulf Front Luxury Retreat: Infinity Pool, Elevator, Daily Maid Service!

SEA HIS LOVE: Destiny's Gulf Front Luxury Retreat: Infinity Pool, Elevator, Daily Maid Service!

Destin FL
Book a stay at this beach vacation home in Destin. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Miramar Beach and Sandestin Golf Resort ...
10/10 Exceptional! (80 reviews)
Great experience!
"Great experience and really enjoyed it!"

Reviewed on Jul 13, 2026

Get rates
SEA HIS LOVE: Destiny's Gulf Front Luxury Retreat: Infinity Pool, Elevator, Daily Maid Service!
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