$135 Cheap flight deals from Milwaukee (MKE) to Siesta Key (SRQ)

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This Weekend's Flight Deals from Milwaukee to Siesta Key

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, Jan 17 - Wed, Jan 21
MKE
General Mitchell Intl.
SRQ
Sarasota-Bradenton Intl.
$557 Roundtrip, found 1 day ago
$557
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 17 from General Mitchell Intl. to Sarasota-Bradenton Intl., returning Wed, Jan 21, priced at $557 found 1 day ago

Airfares from $135 One Way, $276 Round Trip from Milwaukee to Siesta Key

Prices starting at $276 for return flights and $135 for one-way flights to Siesta Key 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, Feb 28 - Sat, Mar 7
MKE
Milwaukee
SRQ
Sarasota
$276 Roundtrip, found 4 days ago
$276
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Feb 28 from Milwaukee to Sarasota, returning Sat, Mar 7, priced at $276 found 4 days ago
Wed, Mar 18 - Wed, Apr 1
MKE
Milwaukee
SRQ
Sarasota
$299 Roundtrip, found 6 days ago
$299
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Mar 18 from Milwaukee to Sarasota, returning Wed, Apr 1, priced at $299 found 6 days ago
Wed, Mar 11 - Wed, Mar 18
MKE
Milwaukee
SRQ
Sarasota
$299 Roundtrip, found 6 days ago
$299
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Mar 11 from Milwaukee to Sarasota, returning Wed, Mar 18, priced at $299 found 6 days ago
Sat, Feb 28 - Sat, Mar 7
MKE
Milwaukee
SRQ
Sarasota
$309 Roundtrip, found 4 days ago
$309
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Feb 28 from Milwaukee to Sarasota, returning Sat, Mar 7, priced at $309 found 4 days ago
Tue, Apr 21 - Sat, Apr 25
MKE
Milwaukee
SRQ
Sarasota
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Apr 21 from Milwaukee to Sarasota, returning Sat, Apr 25, priced at $315 found 4 days ago

Siesta Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
3.0-star property

Captiva Beach Resort

9/10 Wonderful! (1,156 reviews)

Mar 7 - Mar 11

4 night stay

Milwaukee (MKE) to Sarasota (SRQ)

Frontier Airlines • Coach

Sarasota (SRQ) to Milwaukee (MKE)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,050, price is now $652 per person
$652
per person
found 1 day ago
Pristine studio. Charming property. Super friendly staff. 1 minute to walk to the beach. Highly recommend.

Reviewed on Jan 11, 2026

Legacy Hotel at IMG Academy
4.0-star property

Legacy Hotel at IMG Academy

9/10 Wonderful! (913 reviews)

Feb 19 - Feb 23

4 night stay

Milwaukee (MKE) to Sarasota (SRQ)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,292, price is now $1,394 per person
$1,394
per person
found 1 day ago
This is our second time we stayed at Legacy and it has turned into one of my wife’s favorites. My only little “oops” is that it would be nice if the clerk that checked us in made it a point to remind us concerning the 25% off a meal at the restaurant, we didn’t see it until we checked out. We also enjoy dining at the restaurant.

Reviewed on Aug 14, 2025

The Westin Sarasota
4.0-star property

The Westin Sarasota

9/10 Wonderful! (1,131 reviews)

Feb 23 - Feb 28

5 night stay

Milwaukee (MKE) to Tampa (TPA)

Frontier Airlines • Non-stop • Coach

Tampa (TPA) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,790, price is now $1,094 per person
$1,094
per person
found 1 day ago
$50 per valet without other option is too high

Reviewed on Sep 8, 2025

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More About Flying To Siesta Key from Milwaukee

Route Information for Flights from Milwaukee to Siesta Key

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

Milwaukee to Siesta Key

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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.