$119 Cheap flight deals from Milwaukee (MKE) to Santa Rosa Island (VPS)

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This Weekend's Flight Deals from Milwaukee to Santa Rosa Island

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 3 - Sun, Oct 12
MKE
General Mitchell Intl.
PNS
Pensacola Intl.
$376 Roundtrip, found 4 days ago
$376
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Oct 3 from General Mitchell Intl. to Pensacola Intl., returning Sun, Oct 12, priced at $376 found 4 days ago
Sun, Oct 5 - Sun, Oct 19
MKE
General Mitchell Intl.
VPS
Northwest Florida Regional
$639 Roundtrip, found 2 days ago
$639
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sun, Oct 5 from General Mitchell Intl. to Northwest Florida Regional, returning Sun, Oct 19, priced at $639 found 2 days ago

Airfares from $119 One Way, $240 Round Trip from Milwaukee to Santa Rosa Island

Prices starting at $240 for return flights and $119 for one-way flights to Santa Rosa Island 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, Oct 21 - Tue, Oct 28
MKE
Milwaukee
PNS
Pensacola
$240 Roundtrip, found 5 days ago
$240
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Oct 21 from Milwaukee to Pensacola, returning Tue, Oct 28, priced at $240 found 5 days ago
Tue, Oct 21 - Tue, Oct 28
MKE
Milwaukee
PNS
Pensacola
$240 Roundtrip, found 5 days ago
$240
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 21 from Milwaukee to Pensacola, returning Tue, Oct 28, priced at $240 found 5 days ago
Tue, Oct 21 - Tue, Oct 28
MKE
Milwaukee
PNS
Pensacola
$240 Roundtrip, found 5 days ago
$240
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Milwaukee to Pensacola, returning Tue, Oct 28, priced at $240 found 5 days ago
Tue, Dec 16 - Wed, Dec 24
MKE
Milwaukee
PNS
Pensacola
$244 Roundtrip, found 2 days ago
$244
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Dec 16 from Milwaukee to Pensacola, returning Wed, Dec 24, priced at $244 found 2 days ago
Tue, Oct 21 - Tue, Oct 28
MKE
Milwaukee
PNS
Pensacola
$246 Roundtrip, found 5 days ago
$246
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Milwaukee to Pensacola, returning Tue, Oct 28, priced at $246 found 5 days ago

Santa Rosa Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin
3.5-star property

Bay Club of Sandestin

9/10 Wonderful! (153 reviews)

Nov 12 - Nov 16

4 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $747, price is now $565 per person
$565
per person
found 1 day ago
The rooms are gorgeous and well kept and the view is to die for!

Reviewed on Dec 3, 2021

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,005 reviews)

Nov 12 - Nov 16

4 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,134, price is now $768 per person
$768
per person
found 1 day ago
⸻ We expected the hotel to be more family-friendly. The kids club was always closed and it was impossible to reach anyone there. There weren’t many kids’ menu options and not a lot of activities for children. On the positive side, the hotel is very beautiful, clean, and the staff is friendly. However, the price feels very high compared to the overall value received.

Reviewed on Sep 1, 2025

WaterColor Inn & Resort
4.0-star property

WaterColor Inn & Resort

9.4/10 Exceptional! (252 reviews)

Nov 14 - Nov 17

3 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,296, price is now $961 per person
$961
per person
found 1 day ago
In a day and age where post COVId hotel stays have been sub par, understaffed, and lacking amenities offered pre-Covid, it was very refreshing to stay at Watercolor Inn where this was not the case. Watercolor Inn was fully staffed, with joyful, helpful, knowledgeable staff. From the moment we pulled into the property we encountered the most pleasant and helpful staff. All facilities were up and running. The extra treats in the room upon check in, the nightly cookies, the “treat suite,” the availability of bikes, the heated pools staffed with lifeguards keeling a watchful eye. We thoroughly enjoyed our brief stay and look forward returning very soon. We were there celebrating my daughters birthday and our experience was fantastic! Highly recommend.

Reviewed on Jan 23, 2023

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More About Flying To Santa Rosa Island from Milwaukee

Route Information for Flights from Milwaukee to Santa Rosa Island

Origin Airport IATA Code
MKE
Destination Airport IATA Code
VPS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Milwaukee to Santa Rosa Island

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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.