$109+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Aug 13 — Aug 201
Round-trip
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 July 14, 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 July 14, 2026.
This Delta deal was found by Cheapflights users on 7/10. 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 8/67:03 am
MKE
- MIA
1 stop4h 59m
Delta
Mon 8/102:08 pm
MIA
- MKE
1 stop7h 45m
Delta
Deal found 7/10![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/10. 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 9/86:40 am
MKE
- MIA
1 stop5h 45m
Southwest
Tue 9/84:00 pm
MIA
- MKE
1 stop6h 25m
Southwest
Deal found 7/10![Southwest logo]()
$221
This Southwest deal was found by Cheapflights users on 7/9. 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 8/225:45 am
MKE
- MIA
2 stops8h 15m
Southwest
Wed 8/264:45 pm
MIA
- MKE
1 stop5h 20m
Southwest
Deal found 7/9![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/10. 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 9/51:15 pm
MKE
- MIA
1 stop5h 00m
Southwest
Sat 9/126:30 am
MIA
- MKE
2 stops9h 40m
Southwest
Deal found 7/10![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 7/9. 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 8/225:45 am
MKE
- MIA
2 stops8h 15m
Southwest
Tue 8/2511:50 am
MIA
- MKE
2 stops9h 40m
Southwest
Deal found 7/9![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 7/9. 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 8/2012:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Mon 8/2412:05 pm
MIA
- MKE
1 stop9h 55m
Southwest
Deal found 7/9![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/10. 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 9/197:30 am
MKE
- MIA
1 stop11h 45m
Southwest
Sat 9/269:40 am
MIA
- MKE
2 stops9h 45m
Southwest
Deal found 7/10![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 7/9. 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 8/73:59 pm
MKE
- MIA
1 stop6h 15m
Delta
Mon 8/108:25 am
MIA
- MKE
1 stop6h 29m
Delta
Deal found 7/9![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 7/10. 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 8/248:50 am
MKE
- MIA
1 stop7h 55m
Southwest
Mon 8/317:00 am
MIA
- MKE
2 stops10h 00m
Southwest
Deal found 7/10![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 7/9. 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 8/248:50 am
MKE
- MIA
1 stop7h 55m
Southwest
Fri 8/2812:05 pm
MIA
- MKE
1 stop9h 55m
Southwest
Deal found 7/9![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 7/10. 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 12/1211:10 am
MKE
- MIA
1 stop6h 25m
United Airlines
Tue 12/155:20 pm
MIA
- MKE
1 stop7h 07m
United Airlines
Deal found 7/10![United Airlines logo]()
$248
This Delta deal was found by Cheapflights users on 7/13. 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
Tue 12/156:00 pm
EYW
- MKE
1 stop6h 49m
Delta
Deal found 7/13![Delta logo]()
$271
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 July 14, 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 July 14, 2026.
This Southwest deal was found by Cheapflights users on 7/9. 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 8/201:55 pm
MKE
- MIA
1 stop7h 10m
Southwest
Mon 8/247:00 am
MIA
- MKE
1 stop10h 20m
Southwest
Deal found 7/9![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 7/10. 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 8/712:51 pm
MKE
- MIA
1 stop7h 13m
Delta
Mon 8/106:03 pm
MIA
- MKE
1 stop6h 50m
Delta
Deal found 7/10![Delta logo]()
$242
This United Airlines deal was found by Cheapflights users on 7/10. 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 10/319:30 am
MKE
- MIA
2 stops11h 09m
United Airlines
Sat 11/76:30 am
MIA
- MKE
1 stop9h 30m
United Airlines
Deal found 7/10![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 7/10. 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 8/612:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Thu 8/136:20 am
MIA
- MKE
1 stop6h 35m
Southwest
Deal found 7/10![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 7/9. 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 10/312:45 pm
MKE
- EYW
1 stop6h 16m
Delta
Wed 10/77:40 am
EYW
- MKE
1 stop7h 38m
Delta
Deal found 7/9![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 7/12. 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 8/257:03 am
MKE
- EYW
1 stop4h 57m
Delta
Sat 8/294:00 pm
EYW
- MKE
1 stop5h 09m
Delta
Deal found 7/12![Delta logo]()
$271
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Fri 9/115:00 am
MKE
- MIA
1 stop5h 54m
United Airlines
Tue 9/1512:17 pm
MIA
- MKE
1 stop7h 38m
United Airlines
Deal found 7/13![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 7/11. 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 9/1212:45 pm
MKE
- EYW
1 stop6h 16m
Delta
Sat 9/192:00 pm
EYW
- MKE
1 stop7h 32m
Delta
Deal found 7/11![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 7/12. 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 8/116:40 am
MKE
- MIA
2 stops7h 50m
Southwest
Tue 8/184:45 pm
MIA
- MKE
1 stop5h 20m
Southwest
Deal found 7/12![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 7/10. 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 8/2612:51 pm
MKE
- EYW
1 stop6h 06m
Delta
Sat 8/294:00 pm
EYW
- MKE
1 stop5h 09m
Delta
Deal found 7/10![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 7/13. 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 9/1112:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Tue 9/1511:50 am
MIA
- MKE
2 stops10h 35m
Southwest
Deal found 7/13![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 7/13. 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 10/710:40 am
MKE
- MIA
1 stop6h 33m
Delta
Mon 10/126:20 am
MIA
- MKE
1 stop9h 04m
Delta
Deal found 7/13![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 7/13. 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 9/312:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Sun 9/68:25 am
MIA
- MKE
1 stop6h 30m
Southwest
Deal found 7/13![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 7/12. 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 9/1012:44 pm
MKE
- EYW
1 stop6h 17m
Delta
Wed 9/167:40 am
EYW
- MKE
1 stop5h 09m
Delta
Deal found 7/12![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 7/12. 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 12/126:50 am
MKE
- MIA
1 stop5h 10m
Southwest
Tue 12/1511:35 am
MIA
- MKE
2 stops10h 30m
Southwest
Deal found 7/12![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 7/13. 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 9/1812:44 pm
MKE
- EYW
1 stop6h 17m
Delta
Tue 9/227:40 am
EYW
- MKE
1 stop7h 10m
Delta
Deal found 7/13![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 7/13. 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 9/261:15 pm
MKE
- MIA
1 stop5h 00m
Southwest
Sun 10/46:50 pm
MIA
- MKE
2 stops6h 20m
Southwest
Deal found 7/13![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 7/10. 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 9/1612:44 pm
MKE
- EYW
1 stop6h 17m
Delta
Mon 9/217:40 am
EYW
- MKE
1 stop7h 10m
Delta
Deal found 7/10![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 7/11. 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 9/2412:44 pm
MKE
- EYW
1 stop6h 17m
Delta
Tue 10/66:11 pm
EYW
- MKE
1 stop6h 42m
Delta
Deal found 7/11![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 7/14. 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 8/117:03 am
MKE
- EYW
1 stop4h 57m
Delta
Mon 8/176:15 pm
EYW
- MKE
1 stop6h 38m
Delta
Deal found 7/14![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 7/11. 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 7/2912:58 pm
MKE
- EYW
1 stop5h 53m
Delta
Wed 8/57:40 am
EYW
- MKE
1 stop7h 14m
Delta
Deal found 7/11![Delta logo]()
$345
Last-minute flights from Milwaukee to Florida KeysDiscover last-minute flight deals from Milwaukee to Florida Keys. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Florida Keys. Data last updated July 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/10. 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 8/67:03 am
MKE
- MIA
1 stop4h 59m
Delta
Mon 8/102:08 pm
MIA
- MKE
1 stop7h 45m
Delta
Deal found 7/10![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/10. 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 8/61:55 pm
MKE
- MIA
1 stop7h 10m
Southwest
Mon 8/104:50 pm
MIA
- MKE
1 stop4h 55m
Southwest
Deal found 7/10![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 7/9. 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 8/73:59 pm
MKE
- MIA
1 stop6h 15m
Delta
Mon 8/108:25 am
MIA
- MKE
1 stop6h 29m
Delta
Deal found 7/9![Delta logo]()
$242
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/72:49 pm
MKE
- MIA
1 stop7h 47m
American Airlines
Fri 8/145:00 am
MIA
- MKE
1 stop7h 02m
American Airlines
Deal found 7/10![American Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 7/10. 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 8/88:35 am
MKE
- MIA
2 stops9h 40m
Southwest
Sat 8/157:45 am
MIA
- MKE
1 stop9h 00m
Southwest
Deal found 7/10![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 7/12. 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 8/117:03 am
MKE
- EYW
1 stop4h 57m
Delta
Mon 8/176:15 pm
EYW
- MKE
1 stop6h 38m
Delta
Deal found 7/12![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 7/9. 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 8/2012:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Mon 8/2412:05 pm
MIA
- MKE
1 stop9h 55m
Southwest
Deal found 7/9![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/9. 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 8/225:45 am
MKE
- MIA
2 stops8h 15m
Southwest
Wed 8/264:45 pm
MIA
- MKE
1 stop5h 20m
Southwest
Deal found 7/9![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/9. 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 8/225:45 am
MKE
- MIA
2 stops8h 15m
Southwest
Tue 8/2511:50 am
MIA
- MKE
2 stops9h 40m
Southwest
Deal found 7/9![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 7/10. 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 8/248:50 am
MKE
- MIA
1 stop7h 55m
Southwest
Mon 8/317:00 am
MIA
- MKE
2 stops10h 00m
Southwest
Deal found 7/10![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 7/9. 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 8/248:50 am
MKE
- MIA
1 stop7h 55m
Southwest
Fri 8/2812:05 pm
MIA
- MKE
1 stop9h 55m
Southwest
Deal found 7/9![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 7/10. 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 8/257:03 am
MKE
- EYW
1 stop4h 57m
Delta
Sat 8/294:00 pm
EYW
- MKE
1 stop5h 09m
Delta
Deal found 7/10![Delta logo]()
$271
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 July 14, 2026.
Search for one-way flight options from Milwaukee to Florida Keys. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This American Airlines deal was found by Cheapflights users on 7/10. 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 9/285:53 pm
MKE
- MIA
1 stop5h 06m
American Airlines
Deal found 7/10![American Airlines logo]()
$109
This Southwest deal was found by Cheapflights users on 7/10. 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 8/2712:30 pm
MKE
- MIA
2 stops8h 35m
Southwest
Deal found 7/10![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 7/9. 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 10/295:55 am
MKE
- MIA
2 stops11h 20m
Southwest
Deal found 7/9![Southwest logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 9/118:10 pm
MKE
- MIA
2 stops25h 11m
Frontier
Deal found 7/10![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 7/10. 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 10/96:20 am
MKE
- MIA
1 stop10h 55m
Southwest
Deal found 7/10![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 7/12. 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 8/116:40 am
MKE
- MIA
1 stop5h 45m
Southwest
Deal found 7/12![Southwest logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Mon 10/128:10 pm
MKE
- MIA
2 stops21h 12m
Frontier
Deal found 7/13![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 stops13h 23m
Frontier
Deal found 7/12![Frontier logo]()
$163
This United Airlines deal was found by Cheapflights users on 7/10. 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 8/83:11 pm
MKE
- MIA
1 stop6h 16m
United Airlines
Deal found 7/10![United Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 10/298:03 pm
MKE
- EYW
3 stops36h 21m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 7/13. 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 8/257:03 am
MKE
- EYW
1 stop4h 57m
Delta
Deal found 7/13![Delta logo]()
$324
This American Airlines deal was found by Cheapflights users on 7/9. 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 8/256:20 am
MKE
- EYW
2 stops8h 58m
American Airlines
Deal found 7/9![American Airlines logo]()
$329
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Delta) |
One-way from | $109 (American Airlines) |
Popular in | December |
Cheapest in | August |
Average price | $479 |
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 July 14, 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
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Thu 8/20
1:55 pm-10:05 pm
1 stop7h 10m
Miami
Mon 8/24
7:00 am-4:20 pm
1 stop10h 20m
$222
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Thu 8/6
12:30 pm-10:05 pm
2 stops8h 35m
Miami
Thu 8/13
6:20 am-11:55 am
1 stop6h 35m
$222
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Fri 8/7
12:51 pm-9:04 pm
1 stop7h 13m
Miami
Mon 8/10
6:03 pm-11:53 pm
1 stop6h 50m
$242
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 10/3
12:45 pm-8:01 pm
1 stop6h 16m
Key West
Wed 10/7
7:40 am-2:18 pm
1 stop7h 38m
$271
Quickest round-trip
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 8/25
7:03 am-1:00 pm
1 stop4h 57m
Key West
Sat 8/29
4:00 pm-8:09 pm
1 stop5h 09m
$271
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Sat 9/12
12:45 pm-8:01 pm
1 stop6h 16m
Key West
Sat 9/19
2:00 pm-8:32 pm
1 stop7h 32m
$271
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 8/26
12:51 pm-7:57 pm
1 stop6h 06m
Key West
Sat 8/29
4:00 pm-8:09 pm
1 stop5h 09m
$271
MilwaukeeMiami
MKE - MIA
MKEMIA
Milwaukee-Mitchell
Wed 10/7
10:40 am-6:13 pm
1 stop6h 33m
Miami
Mon 10/12
6:20 am-2:24 pm
1 stop9h 04m
$299
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Thu 9/10
12:44 pm-8:01 pm
1 stop6h 17m
Key West
Wed 9/16
7:40 am-11:49 am
1 stop5h 09m
$300
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Fri 9/18
12:44 pm-8:01 pm
1 stop6h 17m
Key West
Tue 9/22
7:40 am-1:50 pm
1 stop7h 10m
$300
Showing 1-10 of 40 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-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, 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 July 14, 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.
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 July 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$438 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$436 | FlexibilityNo cancel fee | On-time71% |