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

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Cheap Flights from MDW to VPS starting at $125 One Way, $322 Round Trip

Prices starting at $322 for return flights and $125 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, May 30 - Thu, Jun 4
MDW
Chicago
VPS
Fort Walton Beach
$322 Roundtrip, found 3 days ago
$322
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, May 30 from Chicago to Fort Walton Beach, returning Thu, Jun 4, priced at $322 found 3 days ago
Wed, Sep 9 - Sun, Sep 13
MDW
Chicago
VPS
Fort Walton Beach
$329 Roundtrip, found 3 days ago
$329
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Fort Walton Beach, returning Sun, Sep 13, priced at $329 found 3 days ago
Sat, Jun 6 - Wed, Jun 10
MDW
Chicago
VPS
Fort Walton Beach
$332 Roundtrip, found 1 day ago
$332
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jun 6 from Chicago to Fort Walton Beach, returning Wed, Jun 10, priced at $332 found 1 day ago
Wed, Sep 9 - Sun, Sep 13
MDW
Chicago
VPS
Fort Walton Beach
$334 Roundtrip, found 3 days ago
$334
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Sep 9 from Chicago to Fort Walton Beach, returning Sun, Sep 13, priced at $334 found 3 days ago
Sat, Jun 6 - Wed, Jun 10
MDW
Chicago
VPS
Fort Walton Beach
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jun 6 from Chicago to Fort Walton Beach, returning Wed, Jun 10, priced at $337 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
$159 nightly
The price is $180 total per night from Apr 26 to Apr 27
$180 total
Apr 26 - Apr 27
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! (938 reviews)
My ONLY issue was the bathtub filled up halfway while showering and they were not able to send someone in right away to fix it. Had to deal with that for the 2/3 stay. Other than that, we honestly couldn't have asked for a better stay and will definitely stay again if we are in the area!

Reviewed on Apr 22, 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
$125 nightly
The price is $141 total per night from Apr 26 to Apr 27
$141 total
Apr 26 - Apr 27
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! (417 reviews)
An excellent new, modern place comfortable beds and room, and the breakfast is a real plus.

Reviewed on Apr 23, 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
$223 nightly
The price is $251 total per night from May 10 to May 11
$251 total
May 10 - May 11
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! (3,064 reviews)
The room was too small, no balcony. The window was next to the aisle, if you open the courtain, everyone walking can see you inside. Breakfast buffet, the same everyday. The water at the Waterfall Pool was very cold, no one went in. Umbrellas and chairs at the beach, not included $50 a day.

Reviewed on Apr 23, 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
$223 nightly
The price is $251 total per night from May 10 to May 11
$251 total
May 10 - May 11
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! (3,064 reviews)
The room was too small, no balcony. The window was next to the aisle, if you open the courtain, everyone walking can see you inside. Breakfast buffet, the same everyday. The water at the Waterfall Pool was very cold, no one went in. Umbrellas and chairs at the beach, not included $50 a day.

Reviewed on Apr 23, 2026

The Island Resort at Fort Walton Beach
Hilton Sandestin Beach Golf Resort & Spa

Hilton Sandestin Beach Golf Resort & Spa

4 out of 5
4000 S Sandestin Blvd Miramar Beach FL
$352 nightly
The price is $394 total per night from Apr 26 to Apr 27
$394 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this beach resort in Miramar Beach. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,000 reviews)
The room was spacious and clean. The restaurants were nice. The only thing was that my family and I went on an excursion, we were dropped off by the tram and wasn’t told we had to get our own way back. Otherwise, it was a great visit!

Reviewed on Apr 23, 2026

Hilton Sandestin Beach Golf Resort & Spa
Courtyard by Marriott Sandestin Grand Boulevard

Courtyard by Marriott Sandestin Grand Boulevard

3 out of 5
100 Grand Blvd Miramar Beach FL
$110 nightly
The price is $123 total per night from Apr 27 to Apr 28
$123 total
Apr 27 - Apr 28
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! (1,626 reviews)
Enjoyed our time, the place was spaces and neat. 6 minutes away from nearby beach. We enjoyed overall.

Reviewed on Apr 22, 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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