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

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Cheap Flights from MDW to VPS starting at $121 One Way, $279 Round Trip

Prices starting at $279 for return flights and $121 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, Jan 31 - Tue, Feb 3
MDW
Chicago
VPS
Fort Walton Beach
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Jan 31 from Chicago to Fort Walton Beach, returning Tue, Feb 3, priced at $279 found 2 days ago
Sat, Jan 31 - Tue, Feb 3
MDW
Chicago
VPS
Fort Walton Beach
$282 Roundtrip, found 2 days ago
$282
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Jan 31 from Chicago to Fort Walton Beach, returning Tue, Feb 3, priced at $282 found 2 days ago
Tue, Feb 10 - Fri, Feb 13
MDW
Chicago
VPS
Fort Walton Beach
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Feb 10 from Chicago to Fort Walton Beach, returning Fri, Feb 13, priced at $295 found 1 day ago
Tue, Mar 24 - Sat, Mar 28
MDW
Chicago
VPS
Fort Walton Beach
$309 Roundtrip, found 11 hours ago
$309
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Tue, Mar 24 from Chicago to Fort Walton Beach, returning Sat, Mar 28, priced at $309 found 11 hours ago
Tue, Mar 24 - Tue, Apr 14
MDW
Chicago
VPS
Fort Walton Beach
$316 Roundtrip, found 2 hours ago
$316
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Mar 24 from Chicago to Fort Walton Beach, returning Tue, Apr 14, priced at $316 found 2 hours 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
$101 nightly
The price is $114 total per night from Jan 9 to Jan 10
$114 total
Jan 9 - Jan 10
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! (497 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
$78 nightly
The price is $88 total per night from Jan 10 to Jan 11
$88 total
Jan 10 - Jan 11
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! (333 reviews)
Room was very clean and the staff were all very kind and courteous

Reviewed on Jan 1, 2026

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG
Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

3 out of 5
1930 LEWIS TURNER BLVD Fort Walton Beach FL
$103 nightly
The price is $116 total per night from Jan 18 to Jan 19
$116 total
Jan 18 - Jan 19
Total with taxes and fees
Stay at this hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okaloosa Island Beach and Fort Walton Beach Golf ...
9.6/10 Exceptional! (175 reviews)
Room was amazingly clean, staff at checkin was great and gave information about the hotel and lobby was clean and very well set up. Would recommend and would stay again when in the area!

Reviewed on Jan 4, 2026

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base
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
$122 nightly
The price is $137 total per night from Jan 13 to Jan 14
$137 total
Jan 13 - Jan 14
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)
Nice, convenient location. Right on the beach. Pool was nice although closed for season when we visited. Listing was misleading saying breakfast buffet was included, but it was not ($24.99 a person). Also the listing did not disclose you would be charged a fee to use a credit card. Had it been disclosed, ...

Reviewed on Jan 5, 2026

The Island Resort at Fort Walton Beach
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
200 Henderson Resort Way Destin FL
$348 nightly
The price is $393 total per night from Jan 8 to Jan 9
$393 total
Jan 8 - Jan 9
Total with taxes and fees
Book a stay at this luxury resort in Destin. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,006 reviews)
Excellent property and amenities. Great service.

Reviewed on Jan 3, 2026

The Henderson Beach Resort & Spa
Courtyard by Marriott Sandestin Grand Boulevard

Courtyard by Marriott Sandestin Grand Boulevard

3 out of 5
100 Grand Blvd Miramar Beach FL
$76 nightly
The price is $85 total per night from Jan 11 to Jan 12
$85 total
Jan 11 - Jan 12
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 ...
9/10 Wonderful! (1,571 reviews)
It was very nice

Reviewed on Jan 5, 2026

Courtyard by Marriott Sandestin Grand Boulevard
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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