$157 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.

Sat, Nov 22 - Sun, Nov 30
MKE
General Mitchell Intl.
PNS
Pensacola Intl.
$743 Roundtrip, found 3 hours ago
$743
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Nov 22 from General Mitchell Intl. to Pensacola Intl., returning Sun, Nov 30, priced at $743 found 3 hours ago

Airfares from $157 One Way, $280 Round Trip from Milwaukee to Santa Rosa Island

Prices starting at $280 for return flights and $157 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.

Thu, Feb 26 - Mon, Mar 2
MKE
Milwaukee
PNS
Pensacola
$280 Roundtrip, found 12 hours ago
$280
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Milwaukee to Pensacola, returning Mon, Mar 2, priced at $280 found 12 hours ago
Thu, Feb 12 - Thu, Feb 19
MKE
Milwaukee
PNS
Pensacola
$290 Roundtrip, found 1 day ago
$290
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Milwaukee to Pensacola, returning Thu, Feb 19, priced at $290 found 1 day ago
Thu, Feb 26 - Thu, Mar 5
MKE
Milwaukee
PNS
Pensacola
$300 Roundtrip, found 12 hours ago
$300
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Milwaukee to Pensacola, returning Thu, Mar 5, priced at $300 found 12 hours ago
Sun, Mar 1 - Thu, Mar 5
MKE
Milwaukee
PNS
Pensacola
$310 Roundtrip, found 12 hours ago
$310
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Mar 1 from Milwaukee to Pensacola, returning Thu, Mar 5, priced at $310 found 12 hours ago
Sun, Feb 15 - Wed, Feb 18
MKE
Milwaukee
PNS
Pensacola
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Feb 15 from Milwaukee to Pensacola, returning Wed, Feb 18, priced at $313 found 1 day ago

Santa Rosa Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort
4.0-star property

Sandestin Golf and Beach Resort

7.8/10 Good! (3,828 reviews)

Dec 30 - Jan 4

5 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

Delta • Non-stop • Coach

Fort Walton Beach (VPS) to Milwaukee (MKE)

Southwest Airlines • Non-stop • Coach
Price was $1,060, price is now $781 per person
$781
per person
found 1 day ago
Motorcycle not welcome, front desk lady rude ,no housekeeping until 3 days 🙄 i request clean sheets never get it

Reviewed on Apr 28, 2025

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

18.4/10 Exceptional! (1,000 reviews)

Dec 30 - Jan 4

5 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

Delta • Non-stop • Coach

Fort Walton Beach (VPS) to Milwaukee (MKE)

Southwest Airlines • Non-stop • Coach
Price was $1,397, price is now $958 per person
$958
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! (256 reviews)

Jan 1 - Jan 6

5 night stay

Milwaukee (MKE) to Fort Walton Beach (VPS)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,846, price is now $1,487 per person
$1,487
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.