$93+ Cheap flights from Wisconsin to Key West (EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — EYW
Apr 17 — Apr 241
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Key West 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 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 March 18, 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 March 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Sat 4/111:37 pm
MKE
- EYW
1 stop24h 23m
Multiple Airlines
Wed 4/2211:51 am
EYW
- MKE
1 stop24h 35m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/1910:34 am
MSP
- EYW
1 stop24h 52m
Multiple Airlines
Fri 4/241:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/266:11 pm
MSP
- EYW
1 stop17h 15m
Multiple Airlines
Wed 4/2911:51 am
EYW
- MSP
1 stop22h 48m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Sat 4/2510:45 am
MSP
- EYW
1 stop28h 03m
Multiple Airlines
Wed 4/2911:51 am
EYW
- MSP
1 stop22h 48m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/116:18 am
MSP
- EYW
1 stop27h 03m
Multiple Airlines
Thu 4/162:04 pm
EYW
- MSP
1 stop20h 35m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Fri 4/1710:34 am
MSP
- EYW
2 stops48h 10m
Multiple Airlines
Fri 4/241:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/116:18 am
MSP
- EYW
1 stop27h 03m
Multiple Airlines
Fri 4/171:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Fri 4/177:34 pm
MKE
- EYW
2 stops39h 10m
Multiple Airlines
Wed 4/2211:51 am
EYW
- MKE
1 stop24h 35m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Tue 4/74:34 pm
ORD
- EYW
2 stops17h 37m
Multiple Airlines
Thu 4/91:57 pm
EYW
- ORD
1 stop10h 39m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Wed 4/228:52 pm
ORD
- EYW
1 stop17h 50m
Multiple Airlines
Sat 4/2511:54 am
EYW
- ORD
2 stops13h 30m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Fri 4/35:05 am
ORD
- EYW
1 stop7h 32m
Multiple Airlines
Thu 4/91:57 pm
EYW
- ORD
1 stop10h 39m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Wed 4/14:21 pm
ORD
- EYW
1 stop15h 45m
Multiple Airlines
Wed 4/811:51 am
EYW
- ORD
1 stop12h 45m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$303
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 March 18, 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 March 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Sun 5/176:30 am
MSP
- EYW
1 stop29h 01m
Multiple Airlines
Thu 5/2112:05 pm
EYW
- MSP
1 stop9h 05m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 3/16. 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 4/1512:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Wed 4/227:33 am
EYW
- MKE
1 stop7h 19m
Delta
Deal found 3/16![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:18 pm
MSN
- EYW
2 stops7h 18m
American Airlines
Tue 5/195:03 pm
EYW
- MSN
1 stop5h 49m
American Airlines
Deal found 3/13![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 8/158:00 am
MSP
- EYW
1 stop6h 06m
United Airlines
Sat 8/224:05 pm
EYW
- MSP
1 stop6h 32m
United Airlines
Deal found 3/17![United Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/2211:51 am
ATW
- EYW
1 stop25h 22m
Allegiant Air
Sun 4/264:38 pm
EYW
- ATW
1 stop22h 04m
Allegiant Air
Deal found 3/16![Allegiant Air logo]()
$504
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 5/512:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Wed 5/136:19 pm
EYW
- MKE
1 stop6h 34m
Delta
Deal found 3/17![Delta logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Wed 4/1510:31 am
ORD
- EYW
1 stop21h 35m
Multiple Airlines
Sun 4/1912:26 pm
EYW
- ORD
1 stop22h 10m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:51 pm
MSP
- EYW
1 stop5h 45m
American Airlines
Thu 4/308:05 am
EYW
- MSP
1 stop8h 01m
American Airlines
Deal found 3/13![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 3/14. 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.
Mon 4/275:15 am
ORD
- EYW
1 stop7h 29m
Delta
Tue 5/51:22 pm
EYW
- ORD
1 stop8h 14m
Delta
Deal found 3/14![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:02 am
MSP
- EYW
1 stop6h 39m
American Airlines
Tue 6/302:21 pm
EYW
- MSP
1 stop7h 57m
American Airlines
Deal found 3/13![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sun 4/1210:35 am
ORD
- EYW
Nonstop3h 16m
United Airlines
Thu 4/164:38 pm
EYW
- ORD
1 stop7h 37m
United Airlines
Deal found 3/18![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 3/13. 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 4/1512:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Tue 4/217:33 am
EYW
- MKE
1 stop4h 54m
Delta
Deal found 3/13![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Tue 3/316:24 am
MSP
- EYW
1 stop27h 47m
Multiple Airlines
Fri 4/109:49 am
EYW
- MSP
2 stops32h 40m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:00 am
GRB
- EYW
2 stops9h 57m
United Airlines
Wed 4/153:52 pm
EYW
- GRB
1 stop6h 45m
United Airlines
Deal found 3/17![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Wed 5/611:44 am
MSN
- EYW
2 stops10h 14m
American Airlines
Sat 5/93:58 pm
EYW
- MSN
2 stops8h 57m
American Airlines
Deal found 3/14![American Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 8/152:45 pm
MSN
- EYW
1 stop6h 26m
United Airlines
Sat 8/224:05 pm
EYW
- MSN
1 stop6h 00m
United Airlines
Deal found 3/17![United Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 4/77:00 am
MSN
- EYW
2 stops9h 30m
Delta
Tue 4/146:23 pm
EYW
- MSN
1 stop5h 04m
Delta
Deal found 3/17![Delta logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Thu 5/212:44 pm
ATW
- EYW
1 stop19h 43m
Multiple Airlines
Sun 5/2412:05 pm
EYW
- ATW
1 stop10h 47m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:44 am
MKE
- EYW
2 stops9h 05m
American Airlines
Wed 4/82:29 pm
EYW
- MKE
1 stop8h 58m
American Airlines
Deal found 3/13![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Wed 4/15:10 am
MKE
- EYW
2 stops9h 47m
United Airlines
Tue 4/73:52 pm
EYW
- MKE
1 stop6h 57m
United Airlines
Deal found 3/16![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 3/15. 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.
Wed 4/296:55 am
MSP
- EYW
1 stop7h 42m
Delta
Tue 5/51:22 pm
EYW
- MSP
1 stop8h 18m
Delta
Deal found 3/15![Delta logo]()
$414
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 5/61:30 pm
ATW
- EYW
2 stops8h 06m
American Airlines
Sat 5/96:45 am
EYW
- ATW
2 stops7h 05m
American Airlines
Deal found 3/15![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Sat 9/51:15 pm
GRB
- EYW
1 stop7h 56m
United Airlines
Sat 9/124:05 pm
EYW
- GRB
1 stop6h 10m
United Airlines
Deal found 3/14![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:05 pm
MSN
- EYW
2 stops8h 53m
American Airlines
Tue 4/146:45 am
EYW
- MSN
2 stops10h 36m
American Airlines
Deal found 3/13![American Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Mon 4/206:50 am
MKE
- EYW
1 stop7h 01m
United Airlines
Sat 4/253:52 pm
EYW
- MKE
1 stop6h 31m
United Airlines
Deal found 3/15![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 3/14. 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 3/2110:14 am
MKE
- EYW
1 stop6h 16m
Delta
Mon 3/301:22 pm
EYW
- MKE
1 stop9h 23m
Delta
Deal found 3/14![Delta logo]()
$474
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Fri 5/89:42 am
GRB
- EYW
2 stops11h 54m
American Airlines
Mon 5/1111:56 am
EYW
- GRB
2 stops11h 07m
American Airlines
Deal found 3/14![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Wed 4/2910:35 am
ORD
- EYW
Nonstop3h 16m
United Airlines
Tue 5/54:47 pm
EYW
- ORD
1 stop8h 58m
United Airlines
Deal found 3/14![United Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:17 am
MSP
- EYW
1 stop8h 23m
American Airlines
Sat 5/168:05 am
EYW
- MSP
1 stop5h 58m
American Airlines
Deal found 3/13![American Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 3/17. 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.
Fri 4/1712:33 pm
MKE
- EYW
1 stop6h 07m
Delta
Mon 4/207:33 am
EYW
- MKE
1 stop7h 19m
Delta
Deal found 3/17![Delta logo]()
$494
Last-minute flights from Wisconsin to Key WestDiscover last-minute flight deals from Wisconsin to Key West. Data last updated March 18, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Key West. Data last updated March 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Fri 4/36:10 pm
ORD
- EYW
2 stops19h 28m
Multiple Airlines
Thu 4/91:57 pm
EYW
- ORD
1 stop10h 39m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/68:58 pm
ORD
- EYW
2 stops13h 32m
Multiple Airlines
Thu 4/91:57 pm
EYW
- ORD
1 stop10h 39m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 3/17. 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 4/810:09 am
MKE
- EYW
1 stop6h 21m
Delta
Wed 4/156:23 pm
EYW
- MKE
1 stop6h 34m
Delta
Deal found 3/17![Delta logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/116:18 am
MSP
- EYW
1 stop27h 03m
Multiple Airlines
Thu 4/162:04 pm
EYW
- MSP
1 stop20h 35m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/116:18 am
MSP
- EYW
1 stop27h 03m
Multiple Airlines
Fri 4/171:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Fri 4/1710:34 am
MSP
- EYW
2 stops48h 10m
Multiple Airlines
Fri 4/241:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Fri 4/177:34 pm
MKE
- EYW
2 stops39h 10m
Multiple Airlines
Wed 4/2211:51 am
EYW
- MKE
1 stop24h 35m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Fri 4/171:50 pm
ORD
- EYW
Nonstop3h 26m
American Airlines
Tue 4/211:08 pm
EYW
- ORD
Nonstop3h 47m
American Airlines
Deal found 3/17![American Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/1910:34 am
MSP
- EYW
1 stop24h 52m
Multiple Airlines
Fri 4/241:06 pm
EYW
- MSP
1 stop21h 44m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Sun 4/198:52 pm
ORD
- EYW
1 stop11h 17m
Multiple Airlines
Sun 4/2612:26 pm
EYW
- ORD
1 stop12h 29m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Sat 4/2510:45 am
MSP
- EYW
1 stop28h 03m
Multiple Airlines
Wed 4/2911:51 am
EYW
- MSP
1 stop22h 48m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/266:11 pm
MSP
- EYW
1 stop17h 15m
Multiple Airlines
Wed 4/2911:51 am
EYW
- MSP
1 stop22h 48m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$226
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 March 18, 2026.
Search for one-way flight options from Wisconsin to Key West. Find affordable one-way fares based on user searches. Data last updated March 18, 2026.
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:05 am
ORD
- EYW
1 stop5h 25m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Sat 4/1811:45 am
ORD
- EYW
1 stop21h 36m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/55:25 am
ORD
- EYW
1 stop9h 17m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Sun 4/125:25 am
ORD
- EYW
1 stop9h 17m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/1710:22 am
ORD
- EYW
1 stop25h 09m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Tue 4/144:36 pm
ORD
- EYW
2 stops17h 35m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/412:25 pm
ORD
- EYW
1 stop22h 05m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Mon 5/1110:26 am
ORD
- EYW
1 stop25h 08m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$122
This Super.com deal was found by Cheapflights users on 3/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:17 am
ORD
- EYW
1 stop5h 20m
Spirit Airlines
Deal found 3/13![Spirit Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Sat 4/256:36 pm
MSN
- EYW
1 stop13h 30m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Sat 4/1110:00 am
ATW
- EYW
1 stop28h 00m
Allegiant Air
Deal found 3/17![Allegiant Air logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Mon 4/132:36 pm
MSP
- EYW
1 stop20h 45m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$149
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 March 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (Kiwi.com) |
One-way from | $93 (Expedia) |
Popular in | May |
Cheapest in | August |
Average price | $518 |
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 2,558,603 searches. Data last updated March 18, 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 - EYW
MSPEYW
Minneapolis St Paul
Sun 5/17
6:30 am-12:31 pm
1 stop29h 01m
Key West
Thu 5/21
12:05 pm-8:10 pm
1 stop9h 05m
$298
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 4/15
12:33 pm-7:40 pm
1 stop6h 07m
Key West
Wed 4/22
7:33 am-1:52 pm
1 stop7h 19m
$309
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 5/5
12:33 pm-7:40 pm
1 stop6h 07m
Key West
Wed 5/13
6:19 pm-11:53 pm
1 stop6h 34m
$309
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 4/15
10:31 am-9:06 am
1 stop21h 35m
Key West
Sun 4/19
12:26 pm-9:36 am
1 stop22h 10m
$326
MadisonKey West
MSN - EYW
MSNEYW
Madison Truax Field
Wed 5/13
2:18 pm-10:36 pm
2 stops7h 18m
Key West
Tue 5/19
5:03 pm-9:52 pm
1 stop5h 49m
$328
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Mon 4/27
5:15 am-1:44 pm
1 stop7h 29m
Key West
Tue 5/5
1:22 pm-8:36 pm
1 stop8h 14m
$329
MilwaukeeKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 4/15
12:33 pm-7:40 pm
1 stop6h 07m
Key West
Tue 4/21
7:33 am-11:27 am
1 stop4h 54m
$329
MinneapolisKey West
MSP - EYW
MSPEYW
Minneapolis St Paul
Fri 4/24
3:51 pm-10:36 pm
1 stop5h 45m
Key West
Thu 4/30
8:05 am-3:06 pm
1 stop8h 01m
$349
MinneapolisKey West
MSP - EYW
MSPEYW
Minneapolis St Paul
Tue 6/9
6:02 am-1:41 pm
1 stop6h 39m
Key West
Tue 6/30
2:21 pm-9:18 pm
1 stop7h 57m
$349
MinneapolisKey West
MSP - EYW
MSPEYW
Minneapolis St Paul
Sat 8/15
8:00 am-3:06 pm
1 stop6h 06m
Key West
Sat 8/22
4:05 pm-9:37 pm
1 stop6h 32m
$369
Showing 1-10 of 60 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
MKE-EYW
ORD-EYW
MSN-EYW
ATW-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
MKE-EYW
ORD-EYW
MSN-EYW
What is the cheapest month to book a flight from Wisconsin to Key West?
Currently, May is the cheapest month in which you can book a flight from Wisconsin to Key West (average of $158). Flying from Wisconsin to Key West in June is currently the most expensive (average of $299). 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?
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
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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 March 18, 2026.
Wisconsin and Key West flights
Browse other Wisconsin and Key West flight options. Last updated on March 18, 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 2,558,603 searches. Data last updated March 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$272 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$248 | Average$432 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$249 | Average$486 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$310 | Average$430 | FlexibilityNo cancel fee | On-time69% |