$113+ Cheap flights from Wisconsin to Key West (EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Key West 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Wisconsin to Key West
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Cheapest flights from Wisconsin to Key WestExplore the most affordable flight options available from Wisconsin to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Wisconsin to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop25h 54m
Thu 12/1012:01 pm -
1 stop11h 13m
Deal found 9/16![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop25h 47m
Tue 11/31:16 pm -
2 stops24h 35m
Deal found 9/16![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop23h 28m
Sat 10/3110:04 am -
2 stops9h 12m
Deal found 9/17![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
2 stops25h 09m
Sun 11/110:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:40 am -
1 stop27h 41m
Wed 11/1110:04 am -
2 stops25h 38m
Deal found 9/15![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop23h 28m
Fri 10/3010:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops26h 24m
Mon 10/1910:59 am -
1 stop21h 52m
Deal found 9/16![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Sun 10/256:45 am -
1 stop28h 34m
Fri 10/3010:59 am -
2 stops28h 07m
Deal found 9/13![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:11 am -
2 stops25h 13m
Fri 10/910:59 am -
1 stop21h 52m
Deal found 9/16![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:04 pm -
2 stops17h 15m
Tue 11/2410:04 am -
1 stop8h 51m
Deal found 9/14![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop25h 47m
Sun 11/110:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop25h 54m
Mon 11/304:09 pm -
2 stops39h 56m
Deal found 9/16![Multiple Airlines logo]()
$274
Best flights from Wisconsin to Key WestDiscover carefully curated flight deals from Wisconsin to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Wisconsin to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 11/712:42 pm -
1 stop6h 19m
Thu 11/127:25 am -
1 stop5h 12m
Deal found 9/15![Delta logo]()
$340
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:00 am -
1 stop7h 55m
Sat 12/124:49 pm -
1 stop8h 10m
Deal found 9/12![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sun 12/136:30 am -
1 stop7h 56m
Sun 12/201:35 pm -
2 stops9h 06m
Deal found 9/17![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:36 pm -
1 stop6h 25m
Tue 10/207:40 am -
1 stop4h 49m
Deal found 9/17![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:33 am -
2 stops10h 42m
Thu 12/175:16 pm -
1 stop7h 43m
Deal found 9/12![American Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 10/2812:36 pm -
1 stop6h 25m
Mon 11/26:11 pm -
1 stop6h 42m
Deal found 9/16![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/127:00 am -
Nonstop3h 24m
Fri 12/2512:22 pm -
Nonstop3h 49m
Deal found 9/15![United Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 10/312:45 pm -
1 stop6h 15m
Wed 10/77:40 am -
1 stop7h 14m
Deal found 9/14![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:57 am -
2 stops10h 18m
Thu 11/195:05 pm -
1 stop8h 15m
Deal found 9/14![American Airlines logo]()
$431
This Delta deal was found by Cheapflights users on 9/13. 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 9/2910:11 am -
1 stop6h 12m
Sat 10/36:19 pm -
1 stop6h 29m
Deal found 9/13![Delta logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 2/77:51 am -
1 stop9h 05m
Tue 2/164:40 pm -
1 stop8h 01m
Deal found 9/15![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:44 pm -
1 stop6h 16m
Sat 10/36:19 pm -
1 stop6h 29m
Deal found 9/17![Delta logo]()
$391
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
1 stop6h 29m
Sat 10/174:20 pm -
Nonstop3h 39m
Deal found 9/12![United Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Tue 11/39:15 am -
1 stop6h 16m
Sat 11/71:52 pm -
2 stops11h 21m
Deal found 9/17![American Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 9/15. 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 10/1311:14 am -
1 stop7h 47m
Sat 10/176:11 pm -
1 stop5h 51m
Deal found 9/15![Delta logo]()
$398
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:53 am -
2 stops11h 02m
Sat 10/32:15 pm -
2 stops11h 05m
Deal found 9/14![American Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 10/2611:00 am -
Nonstop3h 29m
Mon 11/24:10 pm -
Nonstop3h 50m
Deal found 9/13![United Airlines logo]()
$618
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 11/267:00 am -
2 stops9h 10m
Tue 12/16:06 pm -
1 stop5h 11m
Deal found 9/14![Delta logo]()
$460
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 3/1112:23 pm -
2 stops10h 33m
Wed 3/176:45 pm -
1 stop6h 14m
Deal found 9/16![American Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:30 am -
1 stop7h 56m
Fri 12/1112:05 pm -
1 stop21h 32m
Deal found 9/16![United Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 9/14. 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.
Wed 11/187:00 am -
2 stops12h 00m
Sun 11/226:05 pm -
1 stop5h 12m
Deal found 9/14![Delta logo]()
$460
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 12/176:00 am -
2 stops10h 30m
Mon 12/215:16 pm -
1 stop8h 14m
Deal found 9/16![American Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:10 am -
1 stop6h 42m
Thu 11/52:50 pm -
1 stop9h 47m
Deal found 9/14![United Airlines logo]()
$672
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 1/227:00 am -
2 stops11h 43m
Fri 1/297:00 am -
2 stops10h 41m
Deal found 9/14![Delta logo]()
$468
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/145:47 am -
2 stops9h 40m
Thu 11/195:05 pm -
1 stop8h 11m
Deal found 9/16![American Airlines logo]()
$556
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/305:00 am -
1 stop6h 15m
Wed 2/33:55 pm -
1 stop6h 18m
Deal found 9/16![United Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 9/15. 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 9/295:30 am -
1 stop6h 23m
Sat 10/36:19 pm -
1 stop7h 01m
Deal found 9/15![Delta logo]()
$484
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/297:04 am -
2 stops8h 54m
Sun 11/14:44 pm -
2 stops8h 34m
Deal found 9/15![American Airlines logo]()
$557
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sun 12/138:15 am -
1 stop6h 11m
Fri 12/181:35 pm -
2 stops11h 05m
Deal found 9/17![United Airlines logo]()
$682
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/245:25 am -
2 stops12h 24m
Sat 10/311:44 pm -
2 stops11h 29m
Deal found 9/16![American Airlines logo]()
$565
Last-minute flights from Wisconsin to Key WestDiscover last-minute flight deals from Wisconsin to Key West. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Key West. Data last updated September 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:11 am -
2 stops25h 13m
Fri 10/910:59 am -
1 stop21h 52m
Deal found 9/16![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:20 am -
2 stops26h 59m
Mon 10/1210:59 am -
1 stop21h 52m
Deal found 9/14![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops26h 24m
Mon 10/1910:59 am -
1 stop21h 52m
Deal found 9/16![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops26h 24m
Sun 10/1810:59 am -
1 stop21h 32m
Deal found 9/16![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Mon 10/191:50 pm -
1 stop21h 46m
Fri 10/2310:59 am -
2 stops22h 49m
Deal found 9/12![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Sun 10/256:45 am -
1 stop28h 34m
Fri 10/3010:59 am -
2 stops28h 07m
Deal found 9/13![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 am -
2 stops25h 09m
Sun 11/110:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop25h 47m
Tue 11/31:16 pm -
2 stops24h 35m
Deal found 9/16![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop23h 28m
Sat 10/3110:04 am -
2 stops9h 12m
Deal found 9/17![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop25h 47m
Mon 11/210:59 am -
2 stops26h 52m
Deal found 9/16![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop23h 28m
Fri 10/3010:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop25h 47m
Sun 11/110:59 am -
1 stop22h 47m
Deal found 9/15![Multiple Airlines logo]()
$272
One-way flights from Wisconsin to Key WestSearch for one-way flight options from Wisconsin to Key West. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Wisconsin to Key West. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:00 am -
1 stop27h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:04 am -
2 stops24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:15 am -
2 stops25h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Sat 11/143:36 pm -
2 stops17h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:00 am -
2 stops27h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:35 am -
1 stop27h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:20 pm -
2 stops39h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:41 pm -
1 stop14h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Tue 10/139:05 am -
2 stops23h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:43 am -
2 stops50h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Fri 10/99:33 am -
2 stops22h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Mon 12/215:33 pm -
1 stop15h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$322
Find flight deals from Wisconsin to Key West
Keep the following information in mind while searching for Wisconsin to Key West flight deals. Data was last updated September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Kiwi.com) |
One-way from | $113 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $339 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Key West 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Wisconsin to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MinneapolisKey West
MSP Minneapolis St Paul - EYW Key West
MSPEYW
Minneapolis St Paul
Sat 11/14
3:36 pm-10:19 am
2 stops17h 43m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$127
MinneapolisKey West
MSP Minneapolis St Paul - EYW Key West
MSPEYW
Minneapolis St Paul
Tue 10/13
9:05 am-9:24 am
3 stops23h 19m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$237
MinneapolisKey West
MSP Minneapolis St Paul - EYW Key West
MSPEYW
Minneapolis St Paul
Fri 10/9
9:33 am-9:24 am
2 stops22h 51m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$241
Quickest round-trip
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Tue 3/16
7:00 am-11:11 am
Nonstop3h 11m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$309
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Sun 12/13
7:00 am-11:24 am
Nonstop3h 24m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$309
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Mon 3/15
12:25 pm-4:36 pm
Nonstop3h 11m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$309
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Sun 11/22
10:14 am-7:27 pm
1 stop8h 13m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$319
ChicagoKey West
ORD Chicago O'Hare Intl - EYW Key West
ORDEYW
Chicago O'Hare Intl
Tue 10/13
10:44 am-5:15 pm
1 stop5h 31m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$319
MinneapolisKey West
MSP Minneapolis St Paul - EYW Key West
MSPEYW
Minneapolis St Paul
Sun 10/4
7:54 pm-12:36 pm
3 stops39h 42m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$319
MilwaukeeKey West
MKE Milwaukee-Mitchell - EYW Key West
MKEEYW
Milwaukee-Mitchell
Mon 12/21
5:33 pm-10:19 am
1 stop15h 46m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$323
Showing 1-10 of 49 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Wisconsin with our price prediction graph.
MSP-EYW
ORD-EYW
ATW-EYW
MKE-EYW
MSN-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 Wisconsin to Key West
USWI-EYW
MSP-EYW
ORD-EYW
ATW-EYW
MKE-EYW
What is the cheapest month to book a flight from Wisconsin to Key West?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $362). Flying from Wisconsin to Key West in June is currently the most expensive (average of $494). 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 much does it cost to fly round-trip from Wisconsin to Key West?
Airfare is below average for this route at the moment.
Wisconsin to Key West flights typically cost between $312 and $428 in March.The cheapest round-trip price found within the last 5 days was $301 on Delta (Mar 2-Mar 9).
How far ahead should I book a flight from Wisconsin to Key West?
The price you pay for your flight from Wisconsin to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 69 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Wisconsin to Key West
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Key West by cabin class
Find flights from Wisconsin to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Wisconsin and Key West flights
Browse other Wisconsin and Key West flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wisconsin to Key West flights
Consider these flights traveling from Wisconsin to Key West.
Top 4 airlines flying from Wisconsin to Key West
Discover the top 4 airlines that operate flights from Wisconsin to Key West. 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$298 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$230 | Average$450 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$422 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$502 | FlexibilityNo cancel fee | On-time71% |