$145+ Cheap flights from Winnipeg (YWG) to Florida
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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MIA
Oct 28 — Nov 41
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Florida 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 Winnipeg to Florida
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Cheapest flights from Winnipeg to FloridaExplore the most affordable flight options available from Winnipeg to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
Explore the most affordable flight options available from Winnipeg to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/158:05 pm -
1 stop15h 20m
Wed 12/27:52 pm -
2 stops21h 33m
Deal found 9/24![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/158:05 pm -
1 stop15h 20m
Thu 12/38:43 am -
2 stops16h 27m
Deal found 9/24![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” 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 11/197:35 am -
2 stops12h 10m
Fri 11/277:35 pm -
1 stop16h 30m
Deal found 9/26![WestJet logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/168:35 pm -
2 stops14h 14m
Fri 12/41:15 pm -
1 stop21h 00m
Deal found 9/24![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/158:05 pm -
1 stop15h 20m
Fri 12/47:52 pm -
2 stops21h 33m
Deal found 9/24![Multiple Airlines logo]()
$301
This FlightHub deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:35 am -
1 stop26h 15m
Tue 11/101:50 pm -
1 stop11h 54m
Deal found 9/26![WestJet logo]()
$302
This Justfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:05 pm -
1 stop15h 45m
Tue 2/97:35 pm -
1 stop25h 15m
Deal found 9/26![WestJet logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” 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 11/297:55 pm -
1 stop15h 30m
Sat 12/53:58 pm -
2 stops25h 27m
Deal found 9/26![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” 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 12/18:35 pm -
2 stops15h 05m
Tue 12/153:41 pm -
1 stop23h 59m
Deal found 9/25![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/158:05 pm -
1 stop15h 20m
Tue 12/111:40 am -
2 stops13h 30m
Deal found 9/24![Multiple Airlines logo]()
$306
This Justfly.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:35 am -
1 stop26h 15m
Mon 11/237:35 pm -
1 stop25h 15m
Deal found 9/26![WestJet logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/2110:00 am -
1 stop25h 25m
Wed 12/27:52 pm -
2 stops21h 33m
Deal found 9/24![Multiple Airlines logo]()
$311
Best flights from Winnipeg to FloridaDiscover carefully curated flight deals from Winnipeg to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
Discover carefully curated flight deals from Winnipeg to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
This Trip.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:35 pm -
2 stops19h 56m
Sun 11/17:03 pm -
2 stops30h 07m
Deal found 9/27![Multiple Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” 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 12/58:40 am -
1 stop10h 10m
Wed 12/97:00 am -
2 stops14h 55m
Deal found 9/25![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” 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 1/266:35 am -
1 stop6h 55m
Wed 1/276:10 pm -
1 stop6h 24m
Deal found 9/25![Delta logo]()
$440
This FlightHub deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:45 pm -
2 stops18h 10m
Thu 11/1211:45 am -
2 stops13h 25m
Deal found 9/28![WestJet logo]()
$478
This Air Canada deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:15 am -
1 stop9h 15m
Thu 1/219:40 pm -
1 stop15h 09m
Deal found 9/27![Air Canada logo]()
$487
This Porter Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2711:40 am -
1 stop7h 09m
Fri 4/911:20 am -
1 stop7h 50m
Deal found 9/27![Porter Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 1/2311:00 am -
1 stop24h 25m
Sat 1/303:59 pm -
2 stops25h 26m
Deal found 9/28![Multiple Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/165:00 am -
1 stop11h 24m
Tue 12/111:40 am -
2 stops13h 30m
Deal found 9/24![Multiple Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 am -
2 stops13h 41m
Tue 11/174:55 pm -
2 stops20h 28m
Deal found 9/26![United Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/245:38 pm -
1 stop5h 21m
Tue 2/22:25 pm -
1 stop10h 09m
Deal found 9/24![Delta logo]()
$463
This Justfly.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/298:05 pm -
1 stop15h 20m
Sat 12/55:20 pm -
1 stop19h 00m
Deal found 9/27![WestJet logo]()
$487
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” 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 12/22:15 pm -
1 stop7h 13m
Fri 1/229:00 am -
1 stop14h 33m
Deal found 9/25![United Airlines logo]()
$448
This Porter Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2711:40 am -
1 stop7h 09m
Sat 4/1012:30 pm -
2 stops10h 27m
Deal found 9/27![Porter Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 3/1012:30 pm -
1 stop9h 39m
Mon 3/222:25 pm -
1 stop10h 09m
Deal found 9/24![Delta logo]()
$466
This Air Canada deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/96:00 am -
2 stops10h 27m
Fri 3/1211:00 am -
1 stop8h 25m
Deal found 9/27![Air Canada logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 1/107:00 am -
1 stop11h 35m
Sun 1/176:00 am -
2 stops19h 44m
Deal found 9/28![Multiple Airlines logo]()
$444
This Porter Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2711:40 am -
1 stop7h 09m
Tue 4/612:30 pm -
2 stops10h 27m
Deal found 9/27![Porter Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 2/177:00 am -
2 stops16h 44m
Tue 2/239:00 am -
2 stops10h 41m
Deal found 9/24![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:24 pm -
2 stops15h 25m
Thu 1/216:31 am -
1 stop6h 19m
Deal found 9/27![Delta logo]()
$477
This Mytrip deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/293:45 pm -
2 stops19h 40m
Sat 12/58:55 pm -
2 stops17h 25m
Deal found 9/26![Multiple Airlines logo]()
$454
This Porter Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2111:40 am -
2 stops10h 52m
Sun 1/3111:20 am -
1 stop7h 50m
Deal found 9/24![Porter Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 2/177:00 am -
2 stops13h 47m
Wed 2/247:00 am -
2 stops12h 41m
Deal found 9/27![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 1/1812:30 pm -
1 stop9h 39m
Wed 1/205:35 am -
2 stops12h 25m
Deal found 9/24![Delta logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 2/197:00 am -
1 stop7h 14m
Sat 2/278:35 pm -
1 stop14h 40m
Deal found 9/28![Multiple Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” 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 1/187:00 am -
1 stop7h 18m
Wed 1/201:00 pm -
2 stops10h 33m
Deal found 9/26![United Airlines logo]()
$478
This Porter Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2711:40 am -
2 stops10h 52m
Sun 4/1111:20 am -
2 stops11h 37m
Deal found 9/27![Porter Airlines logo]()
$542
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 1/2112:30 pm -
1 stop10h 29m
Sun 1/242:25 pm -
1 stop10h 09m
Deal found 9/24![Delta logo]()
$511
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/185:00 am -
1 stop9h 19m
Thu 12/34:20 pm -
1 stop9h 24m
Deal found 9/24![Multiple Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 1/237:00 am -
1 stop9h 05m
Tue 2/22:00 pm -
2 stops9h 33m
Deal found 9/24![United Airlines logo]()
$493
This Mytrip deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:35 pm -
3 stops21h 10m
Wed 11/1811:56 am -
3 stops24h 24m
Deal found 9/27![Multiple Airlines logo]()
$482
Last-minute flights from Winnipeg to FloridaDiscover last-minute flight deals from Winnipeg to Florida. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Florida. Data last updated September 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” 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 10/199:05 pm -
2 stops34h 03m
Mon 10/2610:40 am -
1 stop15h 04m
Deal found 9/25![Multiple Airlines logo]()
$397
This Mytrip deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:05 pm -
2 stops24h 29m
Thu 10/297:08 am -
2 stops19h 02m
Deal found 9/24![Multiple Airlines logo]()
$417
This Mytrip deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:05 pm -
2 stops19h 16m
Fri 10/305:25 am -
2 stops13h 00m
Deal found 9/26![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/244:25 pm -
1 stop16h 15m
Tue 11/39:25 am -
2 stops15h 45m
Deal found 9/28![Multiple Airlines logo]()
$347
This Trip.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:35 pm -
2 stops19h 56m
Sun 11/17:03 pm -
2 stops30h 07m
Deal found 9/27![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/257:05 pm -
1 stop13h 35m
Tue 11/39:25 am -
2 stops15h 45m
Deal found 9/28![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/258:05 pm -
1 stop12h 35m
Fri 10/3010:40 am -
1 stop8h 30m
Deal found 9/28![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/279:35 pm -
2 stops13h 14m
Fri 10/3010:40 am -
1 stop15h 04m
Deal found 9/28![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/279:35 pm -
2 stops13h 14m
Mon 11/210:40 am -
1 stop10h 10m
Deal found 9/28![Multiple Airlines logo]()
$394
This Mytrip deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:35 pm -
2 stops18h 49m
Wed 11/49:25 am -
2 stops15h 45m
Deal found 9/26![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” 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 10/285:00 am -
1 stop28h 20m
Wed 11/411:10 am -
1 stop9h 40m
Deal found 9/26![WestJet logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/296:00 am -
2 stops15h 25m
Tue 11/101:50 pm -
1 stop11h 54m
Deal found 9/27![Multiple Airlines logo]()
$317
One-way flights from Winnipeg to FloridaSearch for one-way flight options from Winnipeg to Florida. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
Search for one-way flight options from Winnipeg to Florida. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Trip.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:35 pm -
2 stops14h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$145
This Trip.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:35 pm -
2 stops14h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 10/279:35 pm -
2 stops19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$147
This Trip.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:35 pm -
2 stops23h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$147
This Trip.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:35 pm -
2 stops23h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$151
This Trip.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:35 pm -
2 stops19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$152
This Trip.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:35 pm -
2 stops34h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$157
This Trip.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:35 pm -
2 stops24h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$165
This Trip.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:35 pm -
2 stops24h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$165
This Trip.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:35 pm -
2 stops24h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 11/128:35 pm -
2 stops20h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 1/48:35 pm -
2 stops33h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$168
Find flight deals from Winnipeg to Florida
Keep the following information in mind while searching for Winnipeg to Florida flight deals. Data was last updated September 28, 2026.
Round-trip from | $291 (Kiwi.com) |
|---|---|
One-way from | $145 (Trip.com) |
Popular in | August |
Cheapest in | April |
Average price | $523 |
Good round-trip deal | $579 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Florida 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 28, 2026.
Use the filters below to find and compare flights from Winnipeg to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegJacksonville
YWG Winnipeg - JAX Jacksonville
YWGJAX
Winnipeg
Wed 10/28
9:35 pm-6:08 pm
2 stops19h 33m
Jacksonville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Thu 11/12
8:35 pm-8:10 am
2 stops34h 35m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$157
WinnipegJacksonville
YWG Winnipeg - JAX Jacksonville
YWGJAX
Winnipeg
Thu 11/12
8:35 pm-6:08 pm
2 stops20h 33m
Jacksonville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
WinnipegMiami
YWG Winnipeg - MIA Miami
YWGMIA
Winnipeg
Wed 11/4
8:35 pm-10:29 am
2 stops12h 54m
Miami
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
WinnipegMiami
YWG Winnipeg - MIA Miami
YWGMIA
Winnipeg
Sun 11/8
8:35 pm-10:29 am
2 stops12h 54m
Miami
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Fri 2/5
8:35 pm-11:48 am
2 stops14h 13m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
WinnipegFort Lauderdale
YWG Winnipeg - FLL Fort Lauderdale
YWGFLL
Winnipeg
Sun 12/6
8:35 pm-12:16 am
2 stops26h 41m
Fort Lauderdale
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Tue 12/15
8:35 pm-1:39 pm
2 stops16h 04m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$179
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Sun 11/1
8:35 pm-10:08 am
2 stops12h 33m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$179
WinnipegOrlando
YWG Winnipeg - MCO Orlando
YWGMCO
Winnipeg
Fri 1/22
7:00 am-2:43 pm
1 stop6h 43m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$180
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Winnipeg to Florida
Have a flexible travel schedule? Discover the best time to fly to Florida from Winnipeg with our price prediction graph.
YWG-TPA
YWG-MCO
YWG-JAX
YWG-FLL
YWG-MIA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Florida
YWG-USFL
YWG-TPA
YWG-MCO
YWG-JAX
YWG-FLL
What is the cheapest month to book a flight from Winnipeg to Florida?
Currently, April is the cheapest month in which you can book a flight from Winnipeg to Florida (average of $370). Flying from Winnipeg to Florida in August is currently the most expensive (average of $566). 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 Winnipeg to Florida?
The price you pay for your flight from Winnipeg to Florida may vary depending on when you book. For the best chance of a lower fare, look to book 52 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Florida
Get insights into the airlines that provide service to Florida. 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. Reviews last updated September 28, 2026.
Read through reviews of airlines operating flights from Winnipeg to Florida, such as Porter Airlines,Delta, andWestJet. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.6
Comfort
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Food
7.6
Comfort
8.0
Entertainment
7.0
Crew
8.6
Boarding
8.2
Overall
8.0
Reviews
1 / 20
8.0
ExcellentD,Sep 2026
YHM - YVR
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Florida. 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 Winnipeg to Florida
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Florida by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Winnipeg to Florida by cabin class
Find flights from Winnipeg to Florida, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Winnipeg and Florida flights
Browse other Winnipeg and Florida flight options. Last updated on September 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Winnipeg to Florida
Discover the top 4 airlines that operate flights from Winnipeg to Florida. 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$546 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$109 | Average$533 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$197 | Average$415 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$277 | Average$555 | FlexibilityNo cancel fee | On-timeN/A |