$159 Cheap flight deals from Milwaukee (MKE) to Raccoon Key (EYW)

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This Weekend's Flight Deals from Milwaukee to Raccoon 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 3 - Tue, Jan 6
MKE
General Mitchell Intl.
EYW
Key West Intl.
$410 Roundtrip, found 1 day ago
$410
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 3 from General Mitchell Intl. to Key West Intl., returning Tue, Jan 6, priced at $410 found 1 day ago

Airfares from $159 One Way, $269 Round Trip from Milwaukee to Raccoon Key

Prices starting at $269 for return flights and $159 for one-way flights to Raccoon 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.

Mon, Mar 30 - Wed, Apr 15
MKE
Milwaukee
EYW
Key West
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Mar 30 from Milwaukee to Key West, returning Wed, Apr 15, priced at $269 found 1 day ago
Sat, Aug 22 - Sat, Sep 12
MKE
Milwaukee
EYW
Key West
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select United flight, departing Sat, Aug 22 from Milwaukee to Key West, returning Sat, Sep 12, priced at $269 found 4 days ago
Fri, May 29 - Wed, Jun 3
MKE
Milwaukee
EYW
Key West
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 29 from Milwaukee to Key West, returning Wed, Jun 3, priced at $270 found 1 day ago
Wed, Jan 21 - Sun, Jan 25
MKE
Milwaukee
EYW
Key West
$272 Roundtrip, just found
$272
Roundtrip
just found
Select American Airlines flight, departing Wed, Jan 21 from Milwaukee to Key West, returning Sun, Jan 25, priced at $272 just found
Tue, Feb 24 - Tue, Mar 3
MKE
Milwaukee
EYW
Key West
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Feb 24 from Milwaukee to Key West, returning Tue, Mar 3, priced at $274 found 3 days ago

Raccoon Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
3.5-star property

Hyatt Vacation Club at Beach House, Key West

9.4/10 Exceptional! (1,002 reviews)

Feb 20 - Feb 22

2 night stay

Milwaukee (MKE) to Key West (EYW)

Frontier Airlines • Non-stop • Coach

Key West (EYW) to Milwaukee (MKE)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $942, price is now $648 per person
$648
per person
found 5 hours ago
The property was truly amazing. We.rented a 2 bedroom villa and it was comfortable and very well decorated and equipped. The only complaint would be the " complimentary breakfast" needs to be better. It was only a selection of cruisants with water and orange juice. For the price spent, please add eggs, meat and coffee at least. Other than that, it was very nice

Reviewed on Sep 7, 2025

Pier House Resort & Spa
4.0-star property

Pier House Resort & Spa

9/10 Wonderful! (1,006 reviews)

Feb 20 - Feb 27

7 night stay

Milwaukee (MKE) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,414, price is now $2,852 per person
$2,852
per person
found 1 day ago
This is a wonderful resort in Key West that has great amenities and located on Duval Street! Highly recommend.

Reviewed on Jun 24, 2025

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Jan 29 - Feb 2

4 night stay

Milwaukee (MKE) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,595, price is now $1,097 per person
$1,097
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful! Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy. Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you. The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was. Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor! Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am. Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side. Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.

Reviewed on Dec 28, 2025

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More About Flying To Raccoon Key from Milwaukee

Route Information for Flights from Milwaukee to Raccoon Key

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

Milwaukee to Raccoon 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.