$126+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Jun 22 — Jun 291
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Florida Keys with Cheapflights
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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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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 May 23, 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 May 23, 2026.
This Delta deal was found by Cheapflights users on 5/20. 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.
Sat 9/1212:20 pm
MKE
- EYW
1 stop6h 25m
Delta
Sat 9/192:35 pm
EYW
- MKE
1 stop5h 29m
Delta
Deal found 5/20![Delta logo]()
$241
This American Airlines deal was found by Cheapflights users on 5/20. 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 8/156:16 am
MKE
- EYW
2 stops11h 29m
American Airlines
Sat 8/222:30 pm
EYW
- MKE
1 stop8h 18m
American Airlines
Deal found 5/20![American Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 5/21. 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 8/256:16 am
MKE
- EYW
2 stops11h 15m
American Airlines
Tue 9/14:50 pm
EYW
- MKE
2 stops8h 00m
American Airlines
Deal found 5/21![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 6/95:53 pm
MKE
- MIA
1 stop5h 56m
American Airlines
Wed 6/177:04 pm
MIA
- MKE
1 stop5h 55m
American Airlines
Deal found 5/18![American Airlines logo]()
$251
This American Airlines deal was found by Cheapflights users on 5/21. 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 6/248:00 am
MKE
- EYW
1 stop6h 25m
American Airlines
Tue 6/304:17 pm
EYW
- MKE
1 stop5h 48m
American Airlines
Deal found 5/21![American Airlines logo]()
$256
This Southwest deal was found by Cheapflights users on 5/18. 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.
Mon 6/15:50 am
MKE
- MIA
2 stops6h 20m
Southwest
Thu 6/46:20 am
MIA
- MKE
1 stop6h 30m
Southwest
Deal found 5/18![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 5/22. 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 12/912:20 pm
MKE
- EYW
1 stop6h 23m
Delta
Wed 12/167:00 am
EYW
- MKE
1 stop5h 15m
Delta
Deal found 5/22![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 5/18. 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 6/39:35 am
MKE
- MIA
1 stop7h 06m
Delta
Sat 6/63:09 pm
MIA
- MKE
1 stop8h 46m
Delta
Deal found 5/18![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MKE
- MIA
2 stops7h 25m
Southwest
Tue 6/235:50 pm
MIA
- MKE
1 stop5h 30m
Southwest
Deal found 5/19![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 5/18. 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.
Thu 8/1312:51 pm
MKE
- EYW
1 stop6h 03m
Delta
Tue 8/186:15 pm
EYW
- MKE
1 stop6h 38m
Delta
Deal found 5/18![Delta logo]()
$285
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 8/138:21 am
MKE
- EYW
1 stop6h 50m
American Airlines
Tue 8/181:40 pm
EYW
- MKE
2 stops10h 43m
American Airlines
Deal found 5/21![American Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 5/22. 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 12/112:20 pm
MKE
- EYW
1 stop6h 23m
Delta
Tue 12/87:00 am
EYW
- MKE
1 stop5h 15m
Delta
Deal found 5/22![Delta logo]()
$299
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 May 23, 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 May 23, 2026.
This Delta deal was found by Cheapflights users on 5/18. 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 8/2510:22 am
MKE
- EYW
1 stop5h 58m
Delta
Wed 9/97:00 am
EYW
- MKE
1 stop5h 13m
Delta
Deal found 5/18![Delta logo]()
$241
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 8/256:33 am
MKE
- EYW
1 stop5h 12m
American Airlines
Wed 9/91:59 pm
EYW
- MKE
2 stops8h 55m
American Airlines
Deal found 5/18![American Airlines logo]()
$246
This Southwest deal was found by Cheapflights users on 5/18. 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.
Mon 6/86:00 am
MKE
- MIA
1 stop8h 35m
Southwest
Fri 6/126:50 pm
MIA
- MKE
1 stop6h 05m
Southwest
Deal found 5/18![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:20 pm
MKE
- EYW
1 stop6h 23m
Delta
Wed 10/287:00 am
EYW
- MKE
1 stop5h 15m
Delta
Deal found 5/19![Delta logo]()
$241
This Delta deal was found by Cheapflights users on 5/21. 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 8/2510:22 am
MKE
- EYW
1 stop5h 58m
Delta
Tue 9/12:35 pm
EYW
- MKE
1 stop5h 29m
Delta
Deal found 5/21![Delta logo]()
$241
This Delta deal was found by Cheapflights users on 5/22. 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.
Sat 9/1212:20 pm
MKE
- EYW
1 stop6h 25m
Delta
Sat 9/192:35 pm
EYW
- MKE
1 stop5h 29m
Delta
Deal found 5/22![Delta logo]()
$241
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/3012:58 pm
MKE
- EYW
1 stop5h 53m
Delta
Tue 8/46:15 pm
EYW
- MKE
1 stop6h 38m
Delta
Deal found 5/21![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 5/18. 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.
Thu 8/1312:51 pm
MKE
- EYW
1 stop6h 03m
Delta
Tue 8/186:15 pm
EYW
- MKE
1 stop6h 38m
Delta
Deal found 5/18![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 5/22. 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.
Sat 8/15:45 am
MKE
- EYW
1 stop5h 24m
Delta
Sat 8/157:40 am
EYW
- MKE
1 stop4h 59m
Delta
Deal found 5/22![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 5/20. 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 6/176:00 am
MKE
- MIA
2 stops8h 50m
Southwest
Thu 6/256:50 pm
MIA
- MKE
1 stop6h 05m
Southwest
Deal found 5/20![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 5/18. 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.
Thu 6/1112:25 pm
MKE
- MIA
1 stop9h 50m
Southwest
Fri 6/193:05 pm
MIA
- MKE
2 stops10h 00m
Southwest
Deal found 5/18![Southwest logo]()
$480
This Southwest deal was found by Cheapflights users on 5/23. 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.
Fri 7/1710:25 am
MKE
- MIA
2 stops10h 45m
Southwest
Mon 7/275:25 am
MIA
- MKE
2 stops6h 40m
Southwest
Deal found 5/23![Southwest logo]()
$513
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/195:40 am
MKE
- MIA
2 stops9h 45m
Southwest
Mon 6/226:50 pm
MIA
- MKE
1 stop6h 05m
Southwest
Deal found 5/22![Southwest logo]()
$528
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 6/195:40 am
MKE
- MIA
2 stops9h 45m
Southwest
Fri 6/266:50 pm
MIA
- MKE
1 stop6h 05m
Southwest
Deal found 5/22![Southwest logo]()
$548
This Delta deal was found by Cheapflights users on 5/22. 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.
Sat 8/1510:24 am
MKE
- MIA
1 stop7h 16m
Delta
Mon 8/246:40 am
MIA
- MKE
1 stop5h 43m
Delta
Deal found 5/22![Delta logo]()
$503
This Southwest deal was found by Cheapflights users on 5/21. 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.
Mon 6/84:30 pm
MKE
- MIA
1 stop5h 05m
Southwest
Thu 6/116:20 am
MIA
- MKE
1 stop6h 30m
Southwest
Deal found 5/21![Southwest logo]()
$587
This Southwest deal was found by Cheapflights users on 5/22. 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 6/78:45 am
MKE
- MIA
1 stop8h 45m
Southwest
Fri 6/123:05 pm
MIA
- MKE
2 stops10h 00m
Southwest
Deal found 5/22![Southwest logo]()
$592
This Delta deal was found by Cheapflights users on 5/22. 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 6/76:20 am
MKE
- MIA
1 stop6h 15m
Delta
Thu 6/116:00 am
MIA
- MKE
1 stop6h 50m
Delta
Deal found 5/22![Delta logo]()
$631
Last-minute flights from Milwaukee to Florida KeysDiscover last-minute flight deals from Milwaukee to Florida Keys. Data last updated May 23, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Florida Keys. Data last updated May 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Thu 5/285:53 pm
MKE
- MIA
1 stop5h 56m
American Airlines
Sun 5/316:16 pm
MIA
- MKE
1 stop6h 31m
American Airlines
Deal found 5/18![American Airlines logo]()
$305
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:00 am
MKE
- MIA
1 stop5h 24m
United Airlines
Wed 6/35:39 pm
MIA
- MKE
1 stop5h 42m
United Airlines
Deal found 5/19![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Fri 5/296:00 am
MKE
- EYW
1 stop6h 41m
American Airlines
Wed 6/35:37 pm
EYW
- MKE
1 stop7h 10m
American Airlines
Deal found 5/21![American Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 5/18. 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.
Mon 6/15:50 am
MKE
- MIA
2 stops6h 20m
Southwest
Thu 6/46:20 am
MIA
- MKE
1 stop6h 30m
Southwest
Deal found 5/18![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 5/18. 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 6/39:35 am
MKE
- MIA
1 stop7h 06m
Delta
Sat 6/63:09 pm
MIA
- MKE
1 stop8h 46m
Delta
Deal found 5/18![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:55 pm
MKE
- MIA
1 stop5h 32m
Delta
Mon 6/86:05 pm
MIA
- MKE
1 stop6h 54m
Delta
Deal found 5/19![Delta logo]()
$335
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Sun 6/76:00 am
MKE
- MIA
1 stop5h 55m
American Airlines
Thu 6/116:12 pm
MIA
- MKE
1 stop6h 35m
American Airlines
Deal found 5/18![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Tue 6/95:53 pm
MKE
- MIA
1 stop5h 56m
American Airlines
Wed 6/177:04 pm
MIA
- MKE
1 stop5h 55m
American Airlines
Deal found 5/18![American Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 5/18. 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.
Tue 6/98:05 am
MKE
- MIA
2 stops6h 45m
Southwest
Tue 6/165:50 pm
MIA
- MKE
1 stop5h 30m
Southwest
Deal found 5/18![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/18. 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.
Tue 6/96:45 am
MKE
- MIA
1 stop6h 40m
Southwest
Wed 6/171:45 pm
MIA
- MKE
2 stops10h 00m
Southwest
Deal found 5/18![Southwest logo]()
$340
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MKE
- MIA
2 stops7h 25m
Southwest
Tue 6/235:50 pm
MIA
- MKE
1 stop5h 30m
Southwest
Deal found 5/19![Southwest logo]()
$280
This American Airlines deal was found by Cheapflights users on 5/21. 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 6/248:00 am
MKE
- EYW
1 stop6h 25m
American Airlines
Tue 6/304:17 pm
EYW
- MKE
1 stop5h 48m
American Airlines
Deal found 5/21![American Airlines logo]()
$256
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 May 23, 2026.
Search for one-way flight options from Milwaukee to Florida Keys. Find affordable one-way fares based on user searches. Data last updated May 23, 2026.
This United Airlines deal was found by Cheapflights users on 5/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:30 pm
MKE
- MIA
1 stop7h 57m
United Airlines
Deal found 5/18![United Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:43 am
MKE
- MIA
2 stops37h 22m
Frontier
Deal found 5/18![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 5/18. 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.
Tue 6/166:00 am
MKE
- MIA
2 stops7h 25m
Southwest
Deal found 5/18![Southwest logo]()
$131
This Frontier deal was found by Cheapflights users on 5/22. 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.
Wed 6/1712:08 pm
MKE
- MIA
1 stop9h 55m
Frontier
Deal found 5/22![Frontier logo]()
$141
This eDestinos deal was found by Cheapflights users on 5/20. 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.
Wed 6/312:09 pm
MKE
- MIA
1 stop9h 38m
Frontier
Deal found 5/20![Frontier logo]()
$146
This Frontier deal was found by Cheapflights users on 5/22. 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.
Sat 6/1312:08 pm
MKE
- MIA
1 stop7h 27m
Frontier
Deal found 5/22![Frontier logo]()
$149
This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:56 pm
MKE
- MIA
1 stop6h 00m
Delta
Deal found 5/19![Delta logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:43 am
MKE
- MIA
2 stops34h 47m
Frontier
Deal found 5/18![Frontier logo]()
$155
This Frontier deal was found by Cheapflights users on 5/22. 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 6/1512:08 pm
MKE
- MIA
1 stop9h 55m
Frontier
Deal found 5/22![Frontier logo]()
$160
This Frontier deal was found by Cheapflights users on 5/22. 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 6/1912:08 pm
MKE
- MIA
1 stop9h 55m
Frontier
Deal found 5/22![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:43 am
MKE
- MIA
2 stops33h 44m
Frontier
Deal found 5/18![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:43 am
MKE
- MIA
2 stops13h 20m
Frontier
Deal found 5/19![Frontier logo]()
$168
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 May 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $241 (Delta) |
One-way from | $126 (United Airlines) |
Popular in | March |
Cheapest in | September |
Average price | $397 |
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 May 23, 2026.
Use the filters below to find and compare flights from Milwaukee to Florida Keys that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 8/25
10:22 am-5:20 pm
1 stop5h 58m
Key West
Wed 9/9
7:00 am-11:13 am
1 stop5h 13m
$241
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 10/24
12:20 pm-7:43 pm
1 stop6h 23m
Key West
Wed 10/28
7:00 am-11:15 am
1 stop5h 15m
$241
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 8/25
10:22 am-5:20 pm
1 stop5h 58m
Key West
Tue 9/1
2:35 pm-7:04 pm
1 stop5h 29m
$241
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 9/12
12:20 pm-7:45 pm
1 stop6h 25m
Key West
Sat 9/19
2:35 pm-7:04 pm
1 stop5h 29m
$241
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 8/25
6:33 am-12:45 pm
1 stop5h 12m
Key West
Wed 9/9
1:59 pm-9:54 pm
2 stops8h 55m
$246
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Thu 7/30
12:58 pm-7:51 pm
1 stop5h 53m
Key West
Tue 8/4
6:15 pm-11:53 pm
1 stop6h 38m
$285
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Thu 8/13
12:51 pm-7:54 pm
1 stop6h 03m
Key West
Tue 8/18
6:15 pm-11:53 pm
1 stop6h 38m
$285
Quickest round-trip
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 8/1
5:45 am-12:09 pm
1 stop5h 24m
Key West
Sat 8/15
7:40 am-11:39 am
1 stop4h 59m
$285
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Mon 6/8
6:00 am-3:35 pm
1 stop8h 35m
Miami
Fri 6/12
6:50 pm-11:55 pm
1 stop6h 05m
$345
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Wed 6/17
6:00 am-3:50 pm
2 stops8h 50m
Miami
Thu 6/25
6:50 pm-11:55 pm
1 stop6h 05m
$468
Showing 1-10 of 36 resultsSorted by cheapest first
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-EYW
MKE-MIA
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-EYW
MKE-MIA
What is the cheapest month to book a flight from Milwaukee to Florida Keys?
Currently, September is the cheapest month in which you can book a flight from Milwaukee to Florida Keys (average of $42). Flying from Milwaukee to Florida Keys in December is currently the most expensive (average of $250). 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.
How far ahead should I book a flight from Milwaukee to Florida Keys?
The price you pay for your flight from Milwaukee to Florida Keys may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 May 23, 2026.
Read through reviews of airlines operating flights from Milwaukee to Florida Keys, such as Southwest,Delta, andUnited 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
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Milwaukee and Florida Keys flights
Browse other Milwaukee and Florida Keys flight options. Last updated on May 23, 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 May 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$362 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$438 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$426 | FlexibilityNo cancel fee | On-time71% |