$56+ Cheap flights from Milwaukee (MKE) to Florida Keys
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Mar 21 — Mar 281
1 adult, Economy
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Find cheap flights from Milwaukee to Florida Keys with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Florida Keys
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Cheapest flights from Milwaukee to Florida KeysExplore the most affordable flight options available from Milwaukee to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.
Explore the most affordable flight options available from Milwaukee to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.
This Priceline deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- MIA
1 stop6h 12m
Frontier
Fri 3/205:05 am
MIA
- MKE
1 stop6h 16m
Frontier
Deal found 2/16![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 pm
MKE
- MIA
1 stop5h 22m
Frontier
Mon 3/95:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- MIA
1 stop6h 12m
Frontier
Fri 3/65:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/15![Frontier logo]()
$230
This Cheapflightsfares deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:46 pm
MKE
- MIA
1 stop8h 52m
Frontier
Fri 3/135:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:26 pm
MKE
- MIA
1 stop7h 23m
Frontier
Mon 4/135:05 am
MIA
- MKE
1 stop11h 36m
Frontier
Deal found 2/15![Frontier logo]()
$240
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1311:16 am
MKE
- MIA
1 stop5h 37m
Frontier
Mon 3/165:50 am
MIA
- MKE
1 stop13h 30m
Frontier
Deal found 2/18![Frontier logo]()
$243
This Frontier deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1610:38 am
MKE
- MIA
1 stop6h 15m
Frontier
Fri 3/275:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/18![Frontier logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2011:16 am
MKE
- MIA
1 stop5h 37m
Frontier
Fri 3/275:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/18![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 pm
MKE
- MIA
1 stop5h 22m
Frontier
Fri 3/65:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$251
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:08 am
MKE
- MIA
1 stop10h 17m
American Airlines
Fri 4/1710:00 pm
MIA
- MKE
1 stop10h 41m
American Airlines
Deal found 2/15![American Airlines logo]()
$254
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:35 pm
MKE
- MIA
2 stops29h 12m
Frontier
Tue 3/242:12 pm
MIA
- MKE
2 stops47h 50m
Frontier
Deal found 2/15![Frontier logo]()
$257
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3012:20 pm
MKE
- EYW
1 stop6h 24m
Delta
Wed 7/87:00 am
EYW
- MKE
1 stop5h 15m
Delta
Deal found 2/18![Delta logo]()
$269
Best flights from Milwaukee to Florida KeysDiscover carefully curated flight deals from Milwaukee to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 19, 2026.
Discover carefully curated flight deals from Milwaukee to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 19, 2026.
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
MKE
- EYW
1 stop8h 37m
Delta
Wed 5/67:33 am
EYW
- MKE
1 stop7h 19m
Delta
Deal found 2/18![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:01 am
MKE
- EYW
2 stops8h 29m
American Airlines
Wed 5/611:56 am
EYW
- MKE
1 stop6h 55m
American Airlines
Deal found 2/18![American Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:10 am
MKE
- MIA
1 stop5h 12m
United Airlines
Sat 5/27:00 am
MIA
- MKE
2 stops11h 07m
United Airlines
Deal found 2/15![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/19:20 am
MKE
- MIA
2 stops11h 25m
Southwest
Wed 4/812:10 pm
MIA
- MKE
1 stop5h 05m
Southwest
Deal found 2/17![Southwest logo]()
$340
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:53 pm
MKE
- EYW
2 stops7h 43m
American Airlines
Wed 4/154:20 pm
EYW
- MKE
1 stop7h 37m
American Airlines
Deal found 2/19![American Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:41 pm
MKE
- EYW
1 stop6h 08m
Delta
Mon 5/187:30 am
EYW
- MKE
1 stop7h 16m
Delta
Deal found 2/15![Delta logo]()
$293
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:05 am
MKE
- EYW
2 stops9h 44m
American Airlines
Thu 3/264:40 pm
EYW
- MKE
1 stop8h 05m
American Airlines
Deal found 2/19![American Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:35 pm
MKE
- EYW
1 stop5h 07m
Delta
Tue 3/106:25 pm
EYW
- MKE
1 stop6h 33m
Delta
Deal found 2/15![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/242:40 pm
MKE
- MIA
1 stop6h 05m
Southwest
Tue 3/3111:40 am
MIA
- MKE
1 stop7h 20m
Southwest
Deal found 2/16![Southwest logo]()
$347
This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:00 am
MKE
- EYW
2 stops9h 30m
American Airlines
Tue 4/212:29 pm
EYW
- MKE
1 stop8h 54m
American Airlines
Deal found 2/17![American Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:54 pm
MKE
- MIA
1 stop6h 30m
United Airlines
Wed 3/254:10 pm
MIA
- MKE
1 stop7h 33m
United Airlines
Deal found 2/17![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/57:15 am
MKE
- MIA
1 stop6h 25m
Southwest
Wed 4/87:20 am
MIA
- MKE
1 stop5h 35m
Southwest
Deal found 2/18![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:46 pm
MKE
- MIA
1 stop5h 06m
Delta
Wed 3/2511:23 am
MIA
- MKE
1 stop9h 43m
Delta
Deal found 2/18![Delta logo]()
$371
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:00 am
MKE
- EYW
2 stops7h 49m
American Airlines
Tue 3/103:56 pm
EYW
- MKE
2 stops6h 45m
American Airlines
Deal found 2/16![American Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:52 pm
MKE
- MIA
1 stop5h 00m
Delta
Tue 3/248:10 am
MIA
- MKE
1 stop5h 03m
Delta
Deal found 2/16![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:46 pm
MKE
- MIA
1 stop5h 06m
Delta
Tue 3/248:10 am
MIA
- MKE
1 stop5h 03m
Delta
Deal found 2/18![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:45 pm
MKE
- MIA
1 stop5h 07m
Delta
Fri 3/2711:23 am
MIA
- MKE
1 stop9h 43m
Delta
Deal found 2/18![Delta logo]()
$371
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/71:21 pm
MKE
- MIA
1 stop6h 29m
Delta
Fri 4/177:04 am
MIA
- MKE
1 stop5h 23m
Delta
Deal found 2/16![Delta logo]()
$371
Last-minute flights from Milwaukee to Florida KeysDiscover last-minute flight deals from Milwaukee to Florida Keys. Data last updated February 19, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Florida Keys. Data last updated February 19, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 pm
MKE
- MIA
1 stop5h 22m
Frontier
Mon 3/95:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 pm
MKE
- MIA
1 stop5h 22m
Frontier
Fri 3/65:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$251
This Priceline deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- MIA
1 stop6h 12m
Frontier
Fri 3/205:05 am
MIA
- MKE
1 stop6h 16m
Frontier
Deal found 2/16![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- MIA
1 stop6h 12m
Frontier
Fri 3/65:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/15![Frontier logo]()
$230
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:46 pm
MKE
- MIA
1 stop8h 52m
Frontier
Fri 3/135:05 am
MIA
- MKE
1 stop6h 16m
Frontier
Deal found 2/19![Frontier logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:46 pm
MKE
- MIA
1 stop8h 52m
Frontier
Fri 3/135:50 am
MIA
- MKE
1 stop14h 01m
Frontier
Deal found 2/16![Frontier logo]()
$233
This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:06 am
MKE
- EYW
1 stop7h 51m
American Airlines
Wed 3/187:42 pm
EYW
- MKE
1 stop5h 17m
American Airlines
Deal found 2/18![American Airlines logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1311:16 am
MKE
- MIA
1 stop5h 37m
Frontier
Mon 3/165:50 am
MIA
- MKE
1 stop13h 30m
Frontier
Deal found 2/18![Frontier logo]()
$243
This Frontier deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1610:38 am
MKE
- MIA
1 stop6h 15m
Frontier
Fri 3/275:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/18![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1610:38 am
MKE
- MIA
1 stop6h 15m
Frontier
Mon 3/235:05 am
MIA
- MKE
1 stop5h 48m
Frontier
Deal found 2/18![Frontier logo]()
$264
This eDestinos deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:35 pm
MKE
- MIA
2 stops29h 12m
Frontier
Tue 3/242:12 pm
MIA
- MKE
2 stops47h 50m
Frontier
Deal found 2/15![Frontier logo]()
$257
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2011:16 am
MKE
- MIA
1 stop5h 37m
Frontier
Fri 3/275:05 am
MIA
- MKE
1 stop5h 58m
Frontier
Deal found 2/19![Frontier logo]()
$249
One-way flights from Milwaukee to Florida KeysSearch for one-way flight options from Milwaukee to Florida Keys. Find affordable one-way fares based on user searches. Data last updated February 19, 2026.
Search for one-way flight options from Milwaukee to Florida Keys. Find affordable one-way fares based on user searches. Data last updated February 19, 2026.
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/411:20 am
MKE
- MIA
Nonstop3h 10m
Southwest
Deal found 2/16![Southwest logo]()
$56
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:10 pm
MKE
- MIA
1 stop5h 10m
Southwest
Deal found 2/16![Southwest logo]()
$66
This Trip.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:38 am
MKE
- MIA
1 stop13h 09m
Frontier
Deal found 2/19![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:08 pm
MKE
- MIA
1 stop6h 41m
Frontier
Deal found 2/17![Frontier logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:32 pm
MKE
- MIA
1 stop7h 17m
Frontier
Deal found 2/19![Frontier logo]()
$95
This Trip.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:38 am
MKE
- MIA
1 stop8h 29m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$98
This Trip.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/64:32 pm
MKE
- MIA
1 stop7h 17m
Frontier
Deal found 2/19![Frontier logo]()
$100
This Trip.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3010:48 am
MKE
- MIA
1 stop12h 59m
Frontier
Deal found 2/19![Frontier logo]()
$109
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:13 am
MKE
- MIA
1 stop10h 59m
American Airlines
Deal found 2/16![American Airlines logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:08 pm
MKE
- MIA
1 stop6h 41m
Frontier
Deal found 2/17![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:08 pm
MKE
- MIA
1 stop6h 41m
Frontier
Deal found 2/17![Frontier logo]()
$116
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:25 pm
MKE
- EYW
1 stop7h 54m
United Airlines
Deal found 2/17![United Airlines logo]()
$159
Find flight deals from Milwaukee to Florida Keys
Keep the following information in mind while searching for Milwaukee to Florida Keys flight deals. Data was last updated February 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $220 (Priceline) |
One-way from | $56 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $395 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
Use the filters below to find and compare flights from Milwaukee to Florida Keys that are best for you.
Fly from
Milwaukee
Fly to
Florida Keys
Route
Depart
Return
Price
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 4/29
6:00 am-3:37 pm
1 stop8h 37m
Key West
Wed 5/6
7:33 am-1:52 pm
1 stop7h 19m
$269
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 4/29
7:01 am-4:30 pm
2 stops8h 29m
Key West
Wed 5/6
11:56 am-5:51 pm
1 stop6h 55m
$274
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 4/8
1:53 pm-10:36 pm
2 stops7h 43m
Key West
Wed 4/15
4:20 pm-10:57 pm
1 stop7h 37m
$274
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Mon 3/16
6:05 am-4:49 pm
2 stops9h 44m
Key West
Thu 3/26
4:40 pm-11:45 pm
1 stop8h 05m
$274
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Fri 5/15
12:41 pm-7:49 pm
1 stop6h 08m
Key West
Mon 5/18
7:30 am-1:46 pm
1 stop7h 16m
$293
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 3/3
1:35 pm-7:42 pm
1 stop5h 07m
Key West
Tue 3/10
6:25 pm-11:58 pm
1 stop6h 33m
$299
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sun 4/12
6:00 am-4:30 pm
2 stops9h 30m
Key West
Tue 4/21
2:29 pm-10:23 pm
1 stop8h 54m
$304
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Sat 4/25
5:10 am-11:22 am
1 stop5h 12m
Miami
Sat 5/2
7:00 am-5:07 pm
2 stops11h 07m
$314
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 3/3
8:00 am-4:49 pm
2 stops7h 49m
Key West
Tue 3/10
3:56 pm-9:41 pm
2 stops6h 45m
$339
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Wed 4/1
9:20 am-9:45 pm
2 stops11h 25m
Miami
Wed 4/8
12:10 pm-4:15 pm
1 stop5h 05m
$340
Showing 1-10 of 37 results
Best time to book a flight from Milwaukee to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Milwaukee with our price prediction graph.
MKE-MIA
MKE-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to Florida Keys
MKE-zzEOA
MKE-MIA
MKE-EYW
What is the cheapest month to book a flight from Milwaukee to Florida Keys?
Currently, August is the cheapest month in which you can book a flight from Milwaukee to Florida Keys (average of $225). Flying from Milwaukee to Florida Keys in March is currently the most expensive (average of $275). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated February 19, 2026.
Read through reviews of airlines operating flights from Milwaukee to Florida Keys, such as Southwest, Delta, and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Milwaukee to Florida Keys
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Complete your trip
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Find flights from Milwaukee to Florida Keys, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Florida Keys flights
Browse other Milwaukee and Florida Keys flight options. Last updated on February 19, 2026.
Popular flight searches
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Milwaukee to Florida Keys flights
Consider these flights traveling from Milwaukee to Florida Keys.
Top 3 airlines flying from Milwaukee to Florida Keys
Discover the top 3 airlines that operate flights from Milwaukee to Florida Keys. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$379 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$484 | FlexibilityNo cancel fee | On-time69% |